Wednesday
November
26
SpaTerre

SpaTerre, Autumn Special

Embrace self-care this fall with our rejuvenating Autumn Glow Facial, enriched with the natural exfoliating benefits of yam and pumpkin
enzymes. This gentle yet effective treatment smooths, brightens and revives tired skin, revealing a radiant complexion.

  • 50 minutes, $170
  • 80 minutes, $215

Available October 1 through November 30, 2025.

Advance booking required, call to reserve your appointment, 305-295-7017.

Wednesday
November
26
10:00 am - 12:00 pm

Zero Duval Scavenger Hunt

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Experience a one-of-a-kind, interactive scavenger hunt in the downtown area of Old Town, starting at Zero Duval. Fun and excitement around every corner, this is one of the best ways to explore Key West!

Wednesdays, 10:00am – 12:00pm

$30 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Wednesday
November
26
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Claire Finley

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Wednesday
November
26
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jerico Rockabilly Quartet

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Thursday
November
27
SpaTerre

SpaTerre VOYA Treatments

Relax and rejuvenate the natural way!

VOYA Organic Seaweed Treatments

Introducing the VOYA spa experience at SpaTerre. Inspired by nature and the ocean, these organic seaweed-based treatments and rituals are the perfect complement to our curated menu of tropical offerings.  Rejuvenate with the Marine Eye Treatment and feel full body refreshed with the Organic Stimulating Seaweed Body Buff. Embrace the essence of the ocean and explore the full list of Voya treatments and offerings.

Learn More

Thursday
November
27
10:00 am - 12:00 pm

Ocean Key Lime Bike Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Sightseeing the Key West way with a leisurely island bike tour that can be done in flip flops! Experience a private guided bicycle tour of the colorful history and characters of Key West where you’ll cruise by some of the best sites and attractions. After the tour, enjoy a delicious slice of award-winning Key Lime pie – perhaps the most famous dessert in all of the Florida Keys!

Thursdays, 10:00am – 12:00pm

$50 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
November
27
Hot Tin Roof

Romance at Hot Tin Roof

Add some romance to your dining experience with a chilled bottle of Lallier Reserve Brut champagne and your table decorated with rose petals. With our gracious service and stunning views you are sure to enjoy the most delightful experience overlooking the Key West harbor. Add the Romance Package to your existing reservation by contacting dining@oceankey.com 48hrs in advance.

*Wine substitutions are available. Please let us know your preferred varietal. $150++ per table.

Reserve Now

Thursday
November
27
Hot Tin Roof

Hot Tin Roof Thanksgiving Cocktails

Get into the Holiday spirit with our specially curated seasonal cocktails at Hot Tin Roof Restaurant and Lounge.

Fall Harvest Old Fashioned – papa’s pilar dark rum, granny smith apples, fresh apple juice, caramel infused ice block

Pumpkin Pie Martini – stoli vanilla, bailey’s, organic pumpkin puree, whipped cream & cashew-graham garnish

Pomegranate Champ – lallier champagne, pomegranate juice, pom arils garnish

Reserve Now

Thursday
November
27
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Marjory Lee

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Thursday
November
27
2:00 pm - 7:00 pm
Truman Waterfront

Key West Farmers Market

Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

Shop for fresh produce grown in Homestead, gorgeous orchids & native plants, an artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll also find Key West crafts, gifts and the perfect souvenir to take home.

Learn More

Thursday
November
27

Haunted Tours

Explore the SPOOKY side of Key West with a haunted historical tour. Visit some of the island’s most haunted sites through a guided walking or trolly tour. You may find Key West intriguing during the day, but after the sun goes down, the restless souls of the island’s frightful past begin to stir.

Contact our concierge to reserve this experience.

Thursday
November
27
4:00 pm - 9:00 pm
Hot Tin Roof

Thanksgiving Feast

Gather with our island family for a special holiday dinner this Thanksgiving Day.

$130++ per person for a delicious four-course menu of seasonal selections.

Reservations are required. 

View MenuReserve Now

Thursday
November
27
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Reggae Lou & The Kind Budz

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Friday
November
28
SpaTerre

SpaTerre Body Scrub Special

Coconut Crush Body Renewal
Exfoliating brown sugar and Tahitian Coconut Shells buff away tired skin cells to allow maximum hydration. After a warm Vichy shower, you will be wrapped in organic coconut melt while we give your scalp, hair and feet a relaxing massage. This treatment leaves your skin feeling soft, supple, and completely glowing.

50 minutes | Starting from $165

Call to reserve your appointment, 305-295-7017. Visit Website.

Friday
November
28
9:45 am - 1:00 pm

Ocean Key West Food Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

This exclusive tour curated just for guests of Ocean Key takes you on a journey to experience all the best food in Key West in just 3 hours. Includes a specialty spritzer and small bite from our very own Hot Tin Roof, signature beignets from Café Marquesa and iconic and delicious stops at local favorites. Get a taste of island living with this unique tour.

Fridays, 9:45am – 1:00pm

$135 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Friday
November
28
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jockey Jord & Friends

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Friday
November
28

Snorkel Experience

Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States. Experience the turquoise waters off Key West teeming with fish, coral, sea turtles and more. Find the perfect adventure on a spacious catamaran, smaller eco-excursion or majestic tall ship.

Contact our concierge to reserve this experience.

Friday
November
28
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jerico Rockabilly Quartet

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Saturday
November
29
SpaTerre

SpaTerre, Autumn Special

Embrace self-care this fall with our rejuvenating Autumn Glow Facial, enriched with the natural exfoliating benefits of yam and pumpkin
enzymes. This gentle yet effective treatment smooths, brightens and revives tired skin, revealing a radiant complexion.

  • 50 minutes, $170
  • 80 minutes, $215

Available October 1 through November 30, 2025.

Advance booking required, call to reserve your appointment, 305-295-7017.

Saturday
November
29
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Meghan Barter

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Saturday
November
29

Sunset Sails

There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water. Whether you’re listening to live music on a catamaran, enjoying a fine glass of wine on a sailboat or enjoying a gourmet meal aboard a yacht, a sunset sail is an absolute must during your trip.

Contact our concierge to reserve this experience.

Saturday
November
29
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring: Robert Albury Band

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Sunset Pier Menu

Sunday
November
30
SpaTerre

SpaTerre Pedicure Special

Key Lime Margarita Pedicure
Key Lime Margarita Pedicure, a cocktail for your feet and for you. A Key lime soak, sugar scrub and mask fill the air with the scent of our islands. Includes warm coconut melt, foot and leg massage, and polish of your choice while you sit back, relax and sip a Key lime margarita. The tropics have arrived.

60 minutes | Starting from $105

Call to reserve your appointment, 305-295-7017.

Sunday
November
30
11:45 am - 12:45 pm
Hot Tin Roof

Sunday Brunch

Come experience one of the Island’s best waterfront brunches featuring unlimited traditional Florida and Caribbean inspired shareable plates, mimosas, bloody marys and specialty cocktails.

Menu is curated weekly, $75 per person.

Review Sample Menu and Reserve Now

Sunday
November
30
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Dallas Remington

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Sunset Pier Menu

Sunday
November
30

World Class Fishing

The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna. When you feel adventurous, go deep water fishing and fight the big one – a sailfish, marlin or mahi-mahi. No matter which you choose, you’re in for an experience.

Contact our concierge to reserve this experience.

Sunday
November
30
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring: Robert Albury Band

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Sunset Pier Menu

Monday
December
1
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Monday
December
1
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Rolando Rojas

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

OKR 3 Amigos
Monday
December
1
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  The 4 Amigos

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

blonde woman at spa
Tuesday
December
2
SpaTerre

SpaTerre Express HydraFacial

Vortex Cleansing deeply cleanses and hydrates, Hydrapeel exfoliation resurfaces without irritation, vortex extractions allow for quick and painless extractions, followed by vortex- fusion to “fuse” potent antioxidants into the skin improving the appearance of oily skin, fine lines and wrinkles, and hyperpigmentation.

30 minutes | Starting from $195

Call to reserve your appointment, 305-295-7017. Visit Website.

Tuesday
December
2
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Billy Ruegger

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Tuesday
December
2
2:00 pm - 5:00 pm

Double Dip Snorkel Trip

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Explore the turquoise waters of the 3rd largest coral barrier reef, teeming with fish, coral, sea turtles and more. This adventure includes two reef snorkel experiences just off Key West from a comfortable, state-of-the-art catamaran.

Tuesdays, 2:00pm – 5:00pm

$80 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Tuesday
December
2
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  CC & The Sunsetters

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Wednesday
December
3
10:00 am - 12:00 pm

Zero Duval Scavenger Hunt

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Experience a one-of-a-kind, interactive scavenger hunt in the downtown area of Old Town, starting at Zero Duval. Fun and excitement around every corner, this is one of the best ways to explore Key West!

Wednesdays, 10:00am – 12:00pm

$30 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Wednesday
December
3
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Claire Finley

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Wednesday
December
3
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jerico Rockabilly Quartet

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Thursday
December
4
SpaTerre

SpaTerre VOYA Treatments

Relax and rejuvenate the natural way!

VOYA Organic Seaweed Treatments

Introducing the VOYA spa experience at SpaTerre. Inspired by nature and the ocean, these organic seaweed-based treatments and rituals are the perfect complement to our curated menu of tropical offerings.  Rejuvenate with the Marine Eye Treatment and feel full body refreshed with the Organic Stimulating Seaweed Body Buff. Embrace the essence of the ocean and explore the full list of Voya treatments and offerings.

Learn More

Thursday
December
4
10:00 am - 12:00 pm

Ocean Key Lime Bike Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Sightseeing the Key West way with a leisurely island bike tour that can be done in flip flops! Experience a private guided bicycle tour of the colorful history and characters of Key West where you’ll cruise by some of the best sites and attractions. After the tour, enjoy a delicious slice of award-winning Key Lime pie – perhaps the most famous dessert in all of the Florida Keys!

Thursdays, 10:00am – 12:00pm

$50 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
December
4
Hot Tin Roof

Romance at Hot Tin Roof

Add some romance to your dining experience with a chilled bottle of Lallier Reserve Brut champagne and your table decorated with rose petals. With our gracious service and stunning views you are sure to enjoy the most delightful experience overlooking the Key West harbor. Add the Romance Package to your existing reservation by contacting dining@oceankey.com 48hrs in advance.

*Wine substitutions are available. Please let us know your preferred varietal. $150++ per table.

Reserve Now

Thursday
December
4
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring: Zach Lovering

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Thursday
December
4
2:00 pm - 7:00 pm
Truman Waterfront

Key West Farmers Market

Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

Shop for fresh produce grown in Homestead, gorgeous orchids & native plants, an artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll also find Key West crafts, gifts and the perfect souvenir to take home.

Learn More

Thursday
December
4

Haunted Tours

Explore the SPOOKY side of Key West with a haunted historical tour. Visit some of the island’s most haunted sites through a guided walking or trolly tour. You may find Key West intriguing during the day, but after the sun goes down, the restless souls of the island’s frightful past begin to stir.

Contact our concierge to reserve this experience.

Thursday
December
4
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Reggae Lou & The Kind Budz

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Friday
December
5
SpaTerre

SpaTerre Body Scrub Special

Coconut Crush Body Renewal
Exfoliating brown sugar and Tahitian Coconut Shells buff away tired skin cells to allow maximum hydration. After a warm Vichy shower, you will be wrapped in organic coconut melt while we give your scalp, hair and feet a relaxing massage. This treatment leaves your skin feeling soft, supple, and completely glowing.

50 minutes | Starting from $165

Call to reserve your appointment, 305-295-7017. Visit Website.

Friday
December
5
9:45 am - 1:00 pm

Ocean Key West Food Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

This exclusive tour curated just for guests of Ocean Key takes you on a journey to experience all the best food in Key West in just 3 hours. Includes a specialty spritzer and small bite from our very own Hot Tin Roof, signature beignets from Café Marquesa and iconic and delicious stops at local favorites. Get a taste of island living with this unique tour.

Fridays, 9:45am – 1:00pm

$135 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Friday
December
5
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jockey Jord

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Friday
December
5

Snorkel Experience

Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States. Experience the turquoise waters off Key West teeming with fish, coral, sea turtles and more. Find the perfect adventure on a spacious catamaran, smaller eco-excursion or majestic tall ship.

Contact our concierge to reserve this experience.

Friday
December
5
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jerico Rockabilly Quartet

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Saturday
December
6
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Saturday
December
6
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Erica “Sunshine” Lee

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Saturday
December
6

Sunset Sails

There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water. Whether you’re listening to live music on a catamaran, enjoying a fine glass of wine on a sailboat or enjoying a gourmet meal aboard a yacht, a sunset sail is an absolute must during your trip.

Contact our concierge to reserve this experience.

Saturday
December
6
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring: Robert Albury Band

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Sunset Pier Menu

Saturday
December
6
7:00 pm

Key West Annual Holiday Parade

Each year locals gather as the holiday spirit parades down Duval Street and through the streets of Old Town. Enjoy floats creatively decorated by local organizations and businesses with Mr. and Mrs. Claus closing out the parade.

Sunday
December
7
SpaTerre

SpaTerre Pedicure Special

Key Lime Margarita Pedicure
Key Lime Margarita Pedicure, a cocktail for your feet and for you. A Key lime soak, sugar scrub and mask fill the air with the scent of our islands. Includes warm coconut melt, foot and leg massage, and polish of your choice while you sit back, relax and sip a Key lime margarita. The tropics have arrived.

60 minutes | Starting from $105

Call to reserve your appointment, 305-295-7017.

Sunday
December
7
11:45 am - 12:45 pm
Hot Tin Roof

Sunday Brunch

Come experience one of the Island’s best waterfront brunches featuring unlimited traditional Florida and Caribbean inspired shareable plates, mimosas, bloody marys and specialty cocktails.

Menu is curated weekly, $75 per person.

Review Sample Menu and Reserve Now

Sunday
December
7
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Dallas Remington

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Sunset Pier Menu

Sunday
December
7

World Class Fishing

The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna. When you feel adventurous, go deep water fishing and fight the big one – a sailfish, marlin or mahi-mahi. No matter which you choose, you’re in for an experience.

Contact our concierge to reserve this experience.

Sunday
December
7
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Disco Nap

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Monday
December
8
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Monday
December
8
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Rolando Rojas

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

OKR 3 Amigos
Monday
December
8
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  The 4 Amigos

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

blonde woman at spa
Tuesday
December
9
SpaTerre

SpaTerre Express HydraFacial

Vortex Cleansing deeply cleanses and hydrates, Hydrapeel exfoliation resurfaces without irritation, vortex extractions allow for quick and painless extractions, followed by vortex- fusion to “fuse” potent antioxidants into the skin improving the appearance of oily skin, fine lines and wrinkles, and hyperpigmentation.

30 minutes | Starting from $195

Call to reserve your appointment, 305-295-7017. Visit Website.

Tuesday
December
9
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Billy Ruegger

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Tuesday
December
9
2:00 pm - 5:00 pm

Double Dip Snorkel Trip

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Explore the turquoise waters of the 3rd largest coral barrier reef, teeming with fish, coral, sea turtles and more. This adventure includes two reef snorkel experiences just off Key West from a comfortable, state-of-the-art catamaran.

Tuesdays, 2:00pm – 5:00pm

$80 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Tuesday
December
9
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  CC & The Sunsetters

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Wednesday
December
10
10:00 am - 12:00 pm

Zero Duval Scavenger Hunt

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Experience a one-of-a-kind, interactive scavenger hunt in the downtown area of Old Town, starting at Zero Duval. Fun and excitement around every corner, this is one of the best ways to explore Key West!

Wednesdays, 10:00am – 12:00pm

$30 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Wednesday
December
10
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Claire Finley

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Wednesday
December
10
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jerico Rockabilly Quartet

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Thursday
December
11
SpaTerre

SpaTerre VOYA Treatments

Relax and rejuvenate the natural way!

VOYA Organic Seaweed Treatments

Introducing the VOYA spa experience at SpaTerre. Inspired by nature and the ocean, these organic seaweed-based treatments and rituals are the perfect complement to our curated menu of tropical offerings.  Rejuvenate with the Marine Eye Treatment and feel full body refreshed with the Organic Stimulating Seaweed Body Buff. Embrace the essence of the ocean and explore the full list of Voya treatments and offerings.

Learn More

Thursday
December
11
10:00 am - 12:00 pm

Ocean Key Lime Bike Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Sightseeing the Key West way with a leisurely island bike tour that can be done in flip flops! Experience a private guided bicycle tour of the colorful history and characters of Key West where you’ll cruise by some of the best sites and attractions. After the tour, enjoy a delicious slice of award-winning Key Lime pie – perhaps the most famous dessert in all of the Florida Keys!

Thursdays, 10:00am – 12:00pm

$50 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
December
11
Hot Tin Roof

Romance at Hot Tin Roof

Add some romance to your dining experience with a chilled bottle of Lallier Reserve Brut champagne and your table decorated with rose petals. With our gracious service and stunning views you are sure to enjoy the most delightful experience overlooking the Key West harbor. Add the Romance Package to your existing reservation by contacting dining@oceankey.com 48hrs in advance.

*Wine substitutions are available. Please let us know your preferred varietal. $150++ per table.

Reserve Now

Thursday
December
11
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Marjory Lee

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Thursday
December
11
2:00 pm - 7:00 pm
Truman Waterfront

Key West Farmers Market

Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

Shop for fresh produce grown in Homestead, gorgeous orchids & native plants, an artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll also find Key West crafts, gifts and the perfect souvenir to take home.

Learn More

Thursday
December
11

Haunted Tours

Explore the SPOOKY side of Key West with a haunted historical tour. Visit some of the island’s most haunted sites through a guided walking or trolly tour. You may find Key West intriguing during the day, but after the sun goes down, the restless souls of the island’s frightful past begin to stir.

Contact our concierge to reserve this experience.

Thursday
December
11
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Reggae Lou & The Kind Budz

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Friday
December
12
SpaTerre

SpaTerre Body Scrub Special

Coconut Crush Body Renewal
Exfoliating brown sugar and Tahitian Coconut Shells buff away tired skin cells to allow maximum hydration. After a warm Vichy shower, you will be wrapped in organic coconut melt while we give your scalp, hair and feet a relaxing massage. This treatment leaves your skin feeling soft, supple, and completely glowing.

50 minutes | Starting from $165

Call to reserve your appointment, 305-295-7017. Visit Website.

Friday
December
12
9:45 am - 1:00 pm

Ocean Key West Food Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

This exclusive tour curated just for guests of Ocean Key takes you on a journey to experience all the best food in Key West in just 3 hours. Includes a specialty spritzer and small bite from our very own Hot Tin Roof, signature beignets from Café Marquesa and iconic and delicious stops at local favorites. Get a taste of island living with this unique tour.

Fridays, 9:45am – 1:00pm

$135 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Friday
December
12
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jockey Jord

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Friday
December
12

Snorkel Experience

Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States. Experience the turquoise waters off Key West teeming with fish, coral, sea turtles and more. Find the perfect adventure on a spacious catamaran, smaller eco-excursion or majestic tall ship.

Contact our concierge to reserve this experience.

Friday
December
12
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jerico Rockabilly Quartet

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Saturday
December
13
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Saturday
December
13
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Meghan Barter

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Saturday
December
13

Sunset Sails

There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water. Whether you’re listening to live music on a catamaran, enjoying a fine glass of wine on a sailboat or enjoying a gourmet meal aboard a yacht, a sunset sail is an absolute must during your trip.

Contact our concierge to reserve this experience.

Saturday
December
13
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring: Robert Albury Band

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Sunset Pier Menu

OKR Lighted Boat Parade
Saturday
December
13
7:30 pm
Historic Seaport

Lighted Boat Parade

Gather at the Sunset Pier to watch the Annual Key West Lighted Boat Parade and enjoy your favorite Christmas Carols with Meghan Barter!

Vessels of every size and shape deck their hulls and light up the night with their creativity and originality to the delight of locals and visitors alike. Santa Claus has been spotted at the helm, ditching his sleigh for a center console or sailboat with mistletoe hanging from the mast. His first mates have included gingerbread men and the Grinch. Other times, dolphins have replaced cold-weather reindeer, ushering in Santa’s sleigh packed with lighted presents. Boats will come into the Key West Bight (Historic Seaport) and pass in front of the judges’ stand at Schooner Wharf Bar, parade to start at 8pm.

Sunday
December
14
SpaTerre

SpaTerre Pedicure Special

Key Lime Margarita Pedicure
Key Lime Margarita Pedicure, a cocktail for your feet and for you. A Key lime soak, sugar scrub and mask fill the air with the scent of our islands. Includes warm coconut melt, foot and leg massage, and polish of your choice while you sit back, relax and sip a Key lime margarita. The tropics have arrived.

60 minutes | Starting from $105

Call to reserve your appointment, 305-295-7017.

Sunday
December
14
11:45 am - 12:45 pm
Hot Tin Roof

Sunday Brunch

Come experience one of the Island’s best waterfront brunches featuring unlimited traditional Florida and Caribbean inspired shareable plates, mimosas, bloody marys and specialty cocktails.

Menu is curated weekly, $75 per person.

Review Sample Menu and Reserve Now

Sunday
December
14
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Dallas Remington

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Sunset Pier Menu

Sunday
December
14

World Class Fishing

The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna. When you feel adventurous, go deep water fishing and fight the big one – a sailfish, marlin or mahi-mahi. No matter which you choose, you’re in for an experience.

Contact our concierge to reserve this experience.

Sunday
December
14
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring: Robert Albury Band

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Sunset Pier Menu

Monday
December
15
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Monday
December
15
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Rolando Rojas

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

OKR 3 Amigos
Monday
December
15
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  The 4 Amigos

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

blonde woman at spa
Tuesday
December
16
SpaTerre

SpaTerre Express HydraFacial

Vortex Cleansing deeply cleanses and hydrates, Hydrapeel exfoliation resurfaces without irritation, vortex extractions allow for quick and painless extractions, followed by vortex- fusion to “fuse” potent antioxidants into the skin improving the appearance of oily skin, fine lines and wrinkles, and hyperpigmentation.

30 minutes | Starting from $195

Call to reserve your appointment, 305-295-7017. Visit Website.

Tuesday
December
16
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Billy Ruegger

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Tuesday
December
16
2:00 pm - 5:00 pm

Double Dip Snorkel Trip

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Explore the turquoise waters of the 3rd largest coral barrier reef, teeming with fish, coral, sea turtles and more. This adventure includes two reef snorkel experiences just off Key West from a comfortable, state-of-the-art catamaran.

Tuesdays, 2:00pm – 5:00pm

$80 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Tuesday
December
16
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  CC & The Sunsetters

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Wednesday
December
17
10:00 am - 12:00 pm

Zero Duval Scavenger Hunt

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Experience a one-of-a-kind, interactive scavenger hunt in the downtown area of Old Town, starting at Zero Duval. Fun and excitement around every corner, this is one of the best ways to explore Key West!

Wednesdays, 10:00am – 12:00pm

$30 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Wednesday
December
17
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Claire Finley

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Wednesday
December
17
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jerico Rockabilly Quartet

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Thursday
December
18
SpaTerre

SpaTerre VOYA Treatments

Relax and rejuvenate the natural way!

VOYA Organic Seaweed Treatments

Introducing the VOYA spa experience at SpaTerre. Inspired by nature and the ocean, these organic seaweed-based treatments and rituals are the perfect complement to our curated menu of tropical offerings.  Rejuvenate with the Marine Eye Treatment and feel full body refreshed with the Organic Stimulating Seaweed Body Buff. Embrace the essence of the ocean and explore the full list of Voya treatments and offerings.

Learn More

Thursday
December
18
10:00 am - 12:00 pm

Ocean Key Lime Bike Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Sightseeing the Key West way with a leisurely island bike tour that can be done in flip flops! Experience a private guided bicycle tour of the colorful history and characters of Key West where you’ll cruise by some of the best sites and attractions. After the tour, enjoy a delicious slice of award-winning Key Lime pie – perhaps the most famous dessert in all of the Florida Keys!

Thursdays, 10:00am – 12:00pm

$50 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
December
18
Hot Tin Roof

Romance at Hot Tin Roof

Add some romance to your dining experience with a chilled bottle of Lallier Reserve Brut champagne and your table decorated with rose petals. With our gracious service and stunning views you are sure to enjoy the most delightful experience overlooking the Key West harbor. Add the Romance Package to your existing reservation by contacting dining@oceankey.com 48hrs in advance.

*Wine substitutions are available. Please let us know your preferred varietal. $150++ per table.

Reserve Now

Thursday
December
18
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Marjory Lee

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Thursday
December
18
2:00 pm - 7:00 pm
Truman Waterfront

Key West Farmers Market

Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

Shop for fresh produce grown in Homestead, gorgeous orchids & native plants, an artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll also find Key West crafts, gifts and the perfect souvenir to take home.

Learn More

Thursday
December
18

Haunted Tours

Explore the SPOOKY side of Key West with a haunted historical tour. Visit some of the island’s most haunted sites through a guided walking or trolly tour. You may find Key West intriguing during the day, but after the sun goes down, the restless souls of the island’s frightful past begin to stir.

Contact our concierge to reserve this experience.

Thursday
December
18
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Reggae Lou & The Kind Budz

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Friday
December
19
SpaTerre

SpaTerre Body Scrub Special

Coconut Crush Body Renewal
Exfoliating brown sugar and Tahitian Coconut Shells buff away tired skin cells to allow maximum hydration. After a warm Vichy shower, you will be wrapped in organic coconut melt while we give your scalp, hair and feet a relaxing massage. This treatment leaves your skin feeling soft, supple, and completely glowing.

50 minutes | Starting from $165

Call to reserve your appointment, 305-295-7017. Visit Website.

Friday
December
19
9:45 am - 1:00 pm

Ocean Key West Food Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

This exclusive tour curated just for guests of Ocean Key takes you on a journey to experience all the best food in Key West in just 3 hours. Includes a specialty spritzer and small bite from our very own Hot Tin Roof, signature beignets from Café Marquesa and iconic and delicious stops at local favorites. Get a taste of island living with this unique tour.

Fridays, 9:45am – 1:00pm

$135 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Friday
December
19
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jesse Stone

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Friday
December
19

Snorkel Experience

Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States. Experience the turquoise waters off Key West teeming with fish, coral, sea turtles and more. Find the perfect adventure on a spacious catamaran, smaller eco-excursion or majestic tall ship.

Contact our concierge to reserve this experience.

Friday
December
19
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jerico Rockabilly Quartet

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Saturday
December
20
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Saturday
December
20
Hot Tin Roof

Moet Chandon & Dom Perignon Champagne Brunch

Join us for a sparkling champagne brunch that pairs an exceptional selection of cuisine from Chef Scott Mauer and champagnes from Moet Chandon & Dom Perignon.

Seating at 12:30 pm
$270+ per person

Reservations are required.

Reserve Now

Saturday
December
20
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Meghan Barter

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Saturday
December
20

Sunset Sails

There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water. Whether you’re listening to live music on a catamaran, enjoying a fine glass of wine on a sailboat or enjoying a gourmet meal aboard a yacht, a sunset sail is an absolute must during your trip.

Contact our concierge to reserve this experience.

Saturday
December
20
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring: Robert Albury Band

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Sunset Pier Menu

Sunday
December
21
SpaTerre

SpaTerre Pedicure Special

Key Lime Margarita Pedicure
Key Lime Margarita Pedicure, a cocktail for your feet and for you. A Key lime soak, sugar scrub and mask fill the air with the scent of our islands. Includes warm coconut melt, foot and leg massage, and polish of your choice while you sit back, relax and sip a Key lime margarita. The tropics have arrived.

60 minutes | Starting from $105

Call to reserve your appointment, 305-295-7017.

Sunday
December
21
11:45 am - 12:45 pm
Hot Tin Roof

Sunday Brunch

Come experience one of the Island’s best waterfront brunches featuring unlimited traditional Florida and Caribbean inspired shareable plates, mimosas, bloody marys and specialty cocktails.

Menu is curated weekly, $75 per person.

Review Sample Menu and Reserve Now

Sunday
December
21
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Dallas Remington

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Sunset Pier Menu

Sunday
December
21

World Class Fishing

The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna. When you feel adventurous, go deep water fishing and fight the big one – a sailfish, marlin or mahi-mahi. No matter which you choose, you’re in for an experience.

Contact our concierge to reserve this experience.

Sunday
December
21
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring: Robert Albury Band

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Sunset Pier Menu

Monday
December
22
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Monday
December
22
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Rolando Rojas

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

OKR 3 Amigos
Monday
December
22
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  The 4 Amigos

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

blonde woman at spa
Tuesday
December
23
SpaTerre

SpaTerre Express HydraFacial

Vortex Cleansing deeply cleanses and hydrates, Hydrapeel exfoliation resurfaces without irritation, vortex extractions allow for quick and painless extractions, followed by vortex- fusion to “fuse” potent antioxidants into the skin improving the appearance of oily skin, fine lines and wrinkles, and hyperpigmentation.

30 minutes | Starting from $195

Call to reserve your appointment, 305-295-7017. Visit Website.

Tuesday
December
23
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Nina Newton

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Tuesday
December
23
2:00 pm - 5:00 pm

Double Dip Snorkel Trip

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Explore the turquoise waters of the 3rd largest coral barrier reef, teeming with fish, coral, sea turtles and more. This adventure includes two reef snorkel experiences just off Key West from a comfortable, state-of-the-art catamaran.

Tuesdays, 2:00pm – 5:00pm

$80 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Tuesday
December
23
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  CC & The Sunsetters

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Wednesday
December
24
Hot Tin Roof

Christmas Celebration

Celebrate with our island family this Christmas Eve and Christmas Day at Hot Tin Roof.

Breakfast & Brunch
Start your holiday morning with an à la carte holiday breakfast, available from 8:00 am and brunch selections starting at 11:45 am.

Dinner
Seatings beginning at 4:00 pm
130++ per person for a very festive four-course feast.

Reservations are required.

View MenuReserve Now

Wednesday
December
24
10:00 am - 12:00 pm

Zero Duval Scavenger Hunt

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Experience a one-of-a-kind, interactive scavenger hunt in the downtown area of Old Town, starting at Zero Duval. Fun and excitement around every corner, this is one of the best ways to explore Key West!

Wednesdays, 10:00am – 12:00pm

$30 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Wednesday
December
24
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Claire Finley

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Wednesday
December
24
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jerico Rockabilly Quartet

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Thursday
December
25
SpaTerre

SpaTerre VOYA Treatments

Relax and rejuvenate the natural way!

VOYA Organic Seaweed Treatments

Introducing the VOYA spa experience at SpaTerre. Inspired by nature and the ocean, these organic seaweed-based treatments and rituals are the perfect complement to our curated menu of tropical offerings.  Rejuvenate with the Marine Eye Treatment and feel full body refreshed with the Organic Stimulating Seaweed Body Buff. Embrace the essence of the ocean and explore the full list of Voya treatments and offerings.

Learn More

Thursday
December
25
Hot Tin Roof

Christmas Celebration

Celebrate with our island family this Christmas Eve and Christmas Day at Hot Tin Roof.

Breakfast & Brunch
Start your holiday morning with an à la carte holiday breakfast, available from 8:00 am and brunch selections starting at 11:45 am.

Dinner
Seatings beginning at 4:00 pm
130++ per person for a very festive four-course feast.

Reservations are required.

View MenuReserve Now

Thursday
December
25
10:00 am - 12:00 pm

Ocean Key Lime Bike Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Sightseeing the Key West way with a leisurely island bike tour that can be done in flip flops! Experience a private guided bicycle tour of the colorful history and characters of Key West where you’ll cruise by some of the best sites and attractions. After the tour, enjoy a delicious slice of award-winning Key Lime pie – perhaps the most famous dessert in all of the Florida Keys!

Thursdays, 10:00am – 12:00pm

$50 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
December
25
Hot Tin Roof

Romance at Hot Tin Roof

Add some romance to your dining experience with a chilled bottle of Lallier Reserve Brut champagne and your table decorated with rose petals. With our gracious service and stunning views you are sure to enjoy the most delightful experience overlooking the Key West harbor. Add the Romance Package to your existing reservation by contacting dining@oceankey.com 48hrs in advance.

*Wine substitutions are available. Please let us know your preferred varietal. $150++ per table.

Reserve Now

Thursday
December
25
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Marjory Lee

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Thursday
December
25
2:00 pm - 7:00 pm
Truman Waterfront

Key West Farmers Market

Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

Shop for fresh produce grown in Homestead, gorgeous orchids & native plants, an artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll also find Key West crafts, gifts and the perfect souvenir to take home.

Learn More

Thursday
December
25

Haunted Tours

Explore the SPOOKY side of Key West with a haunted historical tour. Visit some of the island’s most haunted sites through a guided walking or trolly tour. You may find Key West intriguing during the day, but after the sun goes down, the restless souls of the island’s frightful past begin to stir.

Contact our concierge to reserve this experience.

Thursday
December
25
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Reggae Lou & The Kind Budz

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Friday
December
26
SpaTerre

SpaTerre Body Scrub Special

Coconut Crush Body Renewal
Exfoliating brown sugar and Tahitian Coconut Shells buff away tired skin cells to allow maximum hydration. After a warm Vichy shower, you will be wrapped in organic coconut melt while we give your scalp, hair and feet a relaxing massage. This treatment leaves your skin feeling soft, supple, and completely glowing.

50 minutes | Starting from $165

Call to reserve your appointment, 305-295-7017. Visit Website.

Friday
December
26
9:45 am - 1:00 pm

Ocean Key West Food Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

This exclusive tour curated just for guests of Ocean Key takes you on a journey to experience all the best food in Key West in just 3 hours. Includes a specialty spritzer and small bite from our very own Hot Tin Roof, signature beignets from Café Marquesa and iconic and delicious stops at local favorites. Get a taste of island living with this unique tour.

Fridays, 9:45am – 1:00pm

$135 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Friday
December
26
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Adam Lufkin

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Friday
December
26

Snorkel Experience

Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States. Experience the turquoise waters off Key West teeming with fish, coral, sea turtles and more. Find the perfect adventure on a spacious catamaran, smaller eco-excursion or majestic tall ship.

Contact our concierge to reserve this experience.

Friday
December
26
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jerico Rockabilly Quartet

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Saturday
December
27
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Saturday
December
27
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Meghan Barter

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Saturday
December
27

Sunset Sails

There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water. Whether you’re listening to live music on a catamaran, enjoying a fine glass of wine on a sailboat or enjoying a gourmet meal aboard a yacht, a sunset sail is an absolute must during your trip.

Contact our concierge to reserve this experience.

Saturday
December
27
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring: Robert Albury Band

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Sunset Pier Menu

Sunday
December
28
SpaTerre

SpaTerre Pedicure Special

Key Lime Margarita Pedicure
Key Lime Margarita Pedicure, a cocktail for your feet and for you. A Key lime soak, sugar scrub and mask fill the air with the scent of our islands. Includes warm coconut melt, foot and leg massage, and polish of your choice while you sit back, relax and sip a Key lime margarita. The tropics have arrived.

60 minutes | Starting from $105

Call to reserve your appointment, 305-295-7017.

Sunday
December
28
11:45 am - 12:45 pm
Hot Tin Roof

Sunday Brunch

Come experience one of the Island’s best waterfront brunches featuring unlimited traditional Florida and Caribbean inspired shareable plates, mimosas, bloody marys and specialty cocktails.

Menu is curated weekly, $75 per person.

Review Sample Menu and Reserve Now

Sunday
December
28
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Dallas Remington

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Sunset Pier Menu

Sunday
December
28

World Class Fishing

The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna. When you feel adventurous, go deep water fishing and fight the big one – a sailfish, marlin or mahi-mahi. No matter which you choose, you’re in for an experience.

Contact our concierge to reserve this experience.

Sunday
December
28
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring: Robert Albury Band

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Sunset Pier Menu

Monday
December
29
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Monday
December
29
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Rolando Rojas

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

OKR 3 Amigos
Monday
December
29
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  The 4 Amigos

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

blonde woman at spa
Tuesday
December
30
SpaTerre

SpaTerre Express HydraFacial

Vortex Cleansing deeply cleanses and hydrates, Hydrapeel exfoliation resurfaces without irritation, vortex extractions allow for quick and painless extractions, followed by vortex- fusion to “fuse” potent antioxidants into the skin improving the appearance of oily skin, fine lines and wrinkles, and hyperpigmentation.

30 minutes | Starting from $195

Call to reserve your appointment, 305-295-7017. Visit Website.

Tuesday
December
30
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Nina Newton

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Tuesday
December
30
2:00 pm - 5:00 pm

Double Dip Snorkel Trip

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Explore the turquoise waters of the 3rd largest coral barrier reef, teeming with fish, coral, sea turtles and more. This adventure includes two reef snorkel experiences just off Key West from a comfortable, state-of-the-art catamaran.

Tuesdays, 2:00pm – 5:00pm

$80 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Tuesday
December
30
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  CC & The Sunsetters

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Wednesday
December
31
10:00 am - 12:00 pm

Zero Duval Scavenger Hunt

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Experience a one-of-a-kind, interactive scavenger hunt in the downtown area of Old Town, starting at Zero Duval. Fun and excitement around every corner, this is one of the best ways to explore Key West!

Wednesdays, 10:00am – 12:00pm

$30 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Wednesday
December
31
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Claire Finley

Live music right over the water at the Sunset Pier! Gorgeous harbor views, tropical libations and island-inspired snacks.

Review Menu

Wednesday
December
31
Hot Tin Roof

New Year’s Eve Dinner

Toast to the New Year with a delectable four-course evening menu.

$175++ per person, 4 courses.

Reservations are required.

Review Menu and Reserve Now

Wednesday
December
31
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Jerico Rockabilly Quartet

Join us at the Sunset Pier for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Thursday
January
1
SpaTerre

SpaTerre VOYA Treatments

Relax and rejuvenate the natural way!

VOYA Organic Seaweed Treatments

Introducing the VOYA spa experience at SpaTerre. Inspired by nature and the ocean, these organic seaweed-based treatments and rituals are the perfect complement to our curated menu of tropical offerings.  Rejuvenate with the Marine Eye Treatment and feel full body refreshed with the Organic Stimulating Seaweed Body Buff. Embrace the essence of the ocean and explore the full list of Voya treatments and offerings.

Learn More

Thursday
January
1
8:00 am - 1:00 pm
Hot Tin Roof

New Year’s Day

Breakfast & Brunch Celebration

Start the New Year with an à la carte holiday breakfast, available from 8:00 am and brunch selections starting at 11:45 am.

Reservations required. 

Reserve Now

Thursday
January
1
10:00 am - 12:00 pm

Ocean Key Lime Bike Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Sightseeing the Key West way with a leisurely island bike tour that can be done in flip flops! Experience a private guided bicycle tour of the colorful history and characters of Key West where you’ll cruise by some of the best sites and attractions. After the tour, enjoy a delicious slice of award-winning Key Lime pie – perhaps the most famous dessert in all of the Florida Keys!

Thursdays, 10:00am – 12:00pm

$50 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
January
1
Hot Tin Roof

Romance at Hot Tin Roof

Add some romance to your dining experience with a chilled bottle of Lallier Reserve Brut champagne and your table decorated with rose petals. With our gracious service and stunning views you are sure to enjoy the most delightful experience overlooking the Key West harbor. Add the Romance Package to your existing reservation by contacting dining@oceankey.com 48hrs in advance.

*Wine substitutions are available. Please let us know your preferred varietal. $150++ per table.

Reserve Now

Thursday
January
1
2:00 pm - 7:00 pm
Truman Waterfront

Key West Farmers Market

Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

Shop for fresh produce grown in Homestead, gorgeous orchids & native plants, an artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll also find Key West crafts, gifts and the perfect souvenir to take home.

Learn More

Thursday
January
1

Haunted Tours

Explore the SPOOKY side of Key West with a haunted historical tour. Visit some of the island’s most haunted sites through a guided walking or trolly tour. You may find Key West intriguing during the day, but after the sun goes down, the restless souls of the island’s frightful past begin to stir.

Contact our concierge to reserve this experience.

Friday
January
2
SpaTerre

SpaTerre Body Scrub Special

Coconut Crush Body Renewal
Exfoliating brown sugar and Tahitian Coconut Shells buff away tired skin cells to allow maximum hydration. After a warm Vichy shower, you will be wrapped in organic coconut melt while we give your scalp, hair and feet a relaxing massage. This treatment leaves your skin feeling soft, supple, and completely glowing.

50 minutes | Starting from $165

Call to reserve your appointment, 305-295-7017. Visit Website.

Friday
January
2
9:45 am - 1:00 pm

Ocean Key West Food Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

This exclusive tour curated just for guests of Ocean Key takes you on a journey to experience all the best food in Key West in just 3 hours. Includes a specialty spritzer and small bite from our very own Hot Tin Roof, signature beignets from Café Marquesa and iconic and delicious stops at local favorites. Get a taste of island living with this unique tour.

Fridays, 9:45am – 1:00pm

$135 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Friday
January
2

Snorkel Experience

Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States. Experience the turquoise waters off Key West teeming with fish, coral, sea turtles and more. Find the perfect adventure on a spacious catamaran, smaller eco-excursion or majestic tall ship.

Contact our concierge to reserve this experience.

Saturday
January
3
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Saturday
January
3

Sunset Sails

There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water. Whether you’re listening to live music on a catamaran, enjoying a fine glass of wine on a sailboat or enjoying a gourmet meal aboard a yacht, a sunset sail is an absolute must during your trip.

Contact our concierge to reserve this experience.

Sunday
January
4
SpaTerre

SpaTerre Pedicure Special

Key Lime Margarita Pedicure
Key Lime Margarita Pedicure, a cocktail for your feet and for you. A Key lime soak, sugar scrub and mask fill the air with the scent of our islands. Includes warm coconut melt, foot and leg massage, and polish of your choice while you sit back, relax and sip a Key lime margarita. The tropics have arrived.

60 minutes | Starting from $105

Call to reserve your appointment, 305-295-7017.

Sunday
January
4
11:45 am - 12:45 pm
Hot Tin Roof

Sunday Brunch

Come experience one of the Island’s best waterfront brunches featuring unlimited traditional Florida and Caribbean inspired shareable plates, mimosas, bloody marys and specialty cocktails.

Menu is curated weekly, $75 per person.

Review Sample Menu and Reserve Now

Sunday
January
4

World Class Fishing

The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna. When you feel adventurous, go deep water fishing and fight the big one – a sailfish, marlin or mahi-mahi. No matter which you choose, you’re in for an experience.

Contact our concierge to reserve this experience.

Monday
January
5
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

blonde woman at spa
Tuesday
January
6
SpaTerre

SpaTerre Express HydraFacial

Vortex Cleansing deeply cleanses and hydrates, Hydrapeel exfoliation resurfaces without irritation, vortex extractions allow for quick and painless extractions, followed by vortex- fusion to “fuse” potent antioxidants into the skin improving the appearance of oily skin, fine lines and wrinkles, and hyperpigmentation.

30 minutes | Starting from $195

Call to reserve your appointment, 305-295-7017. Visit Website.

Tuesday
January
6
2:00 pm - 5:00 pm

Double Dip Snorkel Trip

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Explore the turquoise waters of the 3rd largest coral barrier reef, teeming with fish, coral, sea turtles and more. This adventure includes two reef snorkel experiences just off Key West from a comfortable, state-of-the-art catamaran.

Tuesdays, 2:00pm – 5:00pm

$80 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Wednesday
January
7
10:00 am - 12:00 pm

Zero Duval Scavenger Hunt

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Experience a one-of-a-kind, interactive scavenger hunt in the downtown area of Old Town, starting at Zero Duval. Fun and excitement around every corner, this is one of the best ways to explore Key West!

Wednesdays, 10:00am – 12:00pm

$30 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
January
8
SpaTerre

SpaTerre VOYA Treatments

Relax and rejuvenate the natural way!

VOYA Organic Seaweed Treatments

Introducing the VOYA spa experience at SpaTerre. Inspired by nature and the ocean, these organic seaweed-based treatments and rituals are the perfect complement to our curated menu of tropical offerings.  Rejuvenate with the Marine Eye Treatment and feel full body refreshed with the Organic Stimulating Seaweed Body Buff. Embrace the essence of the ocean and explore the full list of Voya treatments and offerings.

Learn More

Thursday
January
8
10:00 am - 12:00 pm

Ocean Key Lime Bike Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Sightseeing the Key West way with a leisurely island bike tour that can be done in flip flops! Experience a private guided bicycle tour of the colorful history and characters of Key West where you’ll cruise by some of the best sites and attractions. After the tour, enjoy a delicious slice of award-winning Key Lime pie – perhaps the most famous dessert in all of the Florida Keys!

Thursdays, 10:00am – 12:00pm

$50 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
January
8
Hot Tin Roof

Romance at Hot Tin Roof

Add some romance to your dining experience with a chilled bottle of Lallier Reserve Brut champagne and your table decorated with rose petals. With our gracious service and stunning views you are sure to enjoy the most delightful experience overlooking the Key West harbor. Add the Romance Package to your existing reservation by contacting dining@oceankey.com 48hrs in advance.

*Wine substitutions are available. Please let us know your preferred varietal. $150++ per table.

Reserve Now

Thursday
January
8
2:00 pm - 7:00 pm
Truman Waterfront

Key West Farmers Market

Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

Shop for fresh produce grown in Homestead, gorgeous orchids & native plants, an artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll also find Key West crafts, gifts and the perfect souvenir to take home.

Learn More

Thursday
January
8

Haunted Tours

Explore the SPOOKY side of Key West with a haunted historical tour. Visit some of the island’s most haunted sites through a guided walking or trolly tour. You may find Key West intriguing during the day, but after the sun goes down, the restless souls of the island’s frightful past begin to stir.

Contact our concierge to reserve this experience.

Friday
January
9
SpaTerre

SpaTerre Body Scrub Special

Coconut Crush Body Renewal
Exfoliating brown sugar and Tahitian Coconut Shells buff away tired skin cells to allow maximum hydration. After a warm Vichy shower, you will be wrapped in organic coconut melt while we give your scalp, hair and feet a relaxing massage. This treatment leaves your skin feeling soft, supple, and completely glowing.

50 minutes | Starting from $165

Call to reserve your appointment, 305-295-7017. Visit Website.

Friday
January
9
9:45 am - 1:00 pm

Ocean Key West Food Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

This exclusive tour curated just for guests of Ocean Key takes you on a journey to experience all the best food in Key West in just 3 hours. Includes a specialty spritzer and small bite from our very own Hot Tin Roof, signature beignets from Café Marquesa and iconic and delicious stops at local favorites. Get a taste of island living with this unique tour.

Fridays, 9:45am – 1:00pm

$135 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Friday
January
9

Snorkel Experience

Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States. Experience the turquoise waters off Key West teeming with fish, coral, sea turtles and more. Find the perfect adventure on a spacious catamaran, smaller eco-excursion or majestic tall ship.

Contact our concierge to reserve this experience.

Saturday
January
10
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Saturday
January
10

Sunset Sails

There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water. Whether you’re listening to live music on a catamaran, enjoying a fine glass of wine on a sailboat or enjoying a gourmet meal aboard a yacht, a sunset sail is an absolute must during your trip.

Contact our concierge to reserve this experience.

Sunday
January
11
SpaTerre

SpaTerre Pedicure Special

Key Lime Margarita Pedicure
Key Lime Margarita Pedicure, a cocktail for your feet and for you. A Key lime soak, sugar scrub and mask fill the air with the scent of our islands. Includes warm coconut melt, foot and leg massage, and polish of your choice while you sit back, relax and sip a Key lime margarita. The tropics have arrived.

60 minutes | Starting from $105

Call to reserve your appointment, 305-295-7017.

Sunday
January
11
11:45 am - 12:45 pm
Hot Tin Roof

Sunday Brunch

Come experience one of the Island’s best waterfront brunches featuring unlimited traditional Florida and Caribbean inspired shareable plates, mimosas, bloody marys and specialty cocktails.

Menu is curated weekly, $75 per person.

Review Sample Menu and Reserve Now

Sunday
January
11

World Class Fishing

The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna. When you feel adventurous, go deep water fishing and fight the big one – a sailfish, marlin or mahi-mahi. No matter which you choose, you’re in for an experience.

Contact our concierge to reserve this experience.

Monday
January
12
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

blonde woman at spa
Tuesday
January
13
SpaTerre

SpaTerre Express HydraFacial

Vortex Cleansing deeply cleanses and hydrates, Hydrapeel exfoliation resurfaces without irritation, vortex extractions allow for quick and painless extractions, followed by vortex- fusion to “fuse” potent antioxidants into the skin improving the appearance of oily skin, fine lines and wrinkles, and hyperpigmentation.

30 minutes | Starting from $195

Call to reserve your appointment, 305-295-7017. Visit Website.

Tuesday
January
13
2:00 pm - 5:00 pm

Double Dip Snorkel Trip

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Explore the turquoise waters of the 3rd largest coral barrier reef, teeming with fish, coral, sea turtles and more. This adventure includes two reef snorkel experiences just off Key West from a comfortable, state-of-the-art catamaran.

Tuesdays, 2:00pm – 5:00pm

$80 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Wednesday
January
14
10:00 am - 12:00 pm

Zero Duval Scavenger Hunt

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Experience a one-of-a-kind, interactive scavenger hunt in the downtown area of Old Town, starting at Zero Duval. Fun and excitement around every corner, this is one of the best ways to explore Key West!

Wednesdays, 10:00am – 12:00pm

$30 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
January
15
SpaTerre

SpaTerre VOYA Treatments

Relax and rejuvenate the natural way!

VOYA Organic Seaweed Treatments

Introducing the VOYA spa experience at SpaTerre. Inspired by nature and the ocean, these organic seaweed-based treatments and rituals are the perfect complement to our curated menu of tropical offerings.  Rejuvenate with the Marine Eye Treatment and feel full body refreshed with the Organic Stimulating Seaweed Body Buff. Embrace the essence of the ocean and explore the full list of Voya treatments and offerings.

Learn More

Thursday
January
15
10:00 am - 12:00 pm

Ocean Key Lime Bike Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Sightseeing the Key West way with a leisurely island bike tour that can be done in flip flops! Experience a private guided bicycle tour of the colorful history and characters of Key West where you’ll cruise by some of the best sites and attractions. After the tour, enjoy a delicious slice of award-winning Key Lime pie – perhaps the most famous dessert in all of the Florida Keys!

Thursdays, 10:00am – 12:00pm

$50 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
January
15
Hot Tin Roof

Romance at Hot Tin Roof

Add some romance to your dining experience with a chilled bottle of Lallier Reserve Brut champagne and your table decorated with rose petals. With our gracious service and stunning views you are sure to enjoy the most delightful experience overlooking the Key West harbor. Add the Romance Package to your existing reservation by contacting dining@oceankey.com 48hrs in advance.

*Wine substitutions are available. Please let us know your preferred varietal. $150++ per table.

Reserve Now

Thursday
January
15
2:00 pm - 7:00 pm
Truman Waterfront

Key West Farmers Market

Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

Shop for fresh produce grown in Homestead, gorgeous orchids & native plants, an artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll also find Key West crafts, gifts and the perfect souvenir to take home.

Learn More

Thursday
January
15

Haunted Tours

Explore the SPOOKY side of Key West with a haunted historical tour. Visit some of the island’s most haunted sites through a guided walking or trolly tour. You may find Key West intriguing during the day, but after the sun goes down, the restless souls of the island’s frightful past begin to stir.

Contact our concierge to reserve this experience.

Friday
January
16
SpaTerre

SpaTerre Body Scrub Special

Coconut Crush Body Renewal
Exfoliating brown sugar and Tahitian Coconut Shells buff away tired skin cells to allow maximum hydration. After a warm Vichy shower, you will be wrapped in organic coconut melt while we give your scalp, hair and feet a relaxing massage. This treatment leaves your skin feeling soft, supple, and completely glowing.

50 minutes | Starting from $165

Call to reserve your appointment, 305-295-7017. Visit Website.

Friday
January
16
9:45 am - 1:00 pm

Ocean Key West Food Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

This exclusive tour curated just for guests of Ocean Key takes you on a journey to experience all the best food in Key West in just 3 hours. Includes a specialty spritzer and small bite from our very own Hot Tin Roof, signature beignets from Café Marquesa and iconic and delicious stops at local favorites. Get a taste of island living with this unique tour.

Fridays, 9:45am – 1:00pm

$135 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Friday
January
16

Snorkel Experience

Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States. Experience the turquoise waters off Key West teeming with fish, coral, sea turtles and more. Find the perfect adventure on a spacious catamaran, smaller eco-excursion or majestic tall ship.

Contact our concierge to reserve this experience.

Saturday
January
17
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Saturday
January
17

Sunset Sails

There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water. Whether you’re listening to live music on a catamaran, enjoying a fine glass of wine on a sailboat or enjoying a gourmet meal aboard a yacht, a sunset sail is an absolute must during your trip.

Contact our concierge to reserve this experience.

Sunday
January
18
SpaTerre

SpaTerre Pedicure Special

Key Lime Margarita Pedicure
Key Lime Margarita Pedicure, a cocktail for your feet and for you. A Key lime soak, sugar scrub and mask fill the air with the scent of our islands. Includes warm coconut melt, foot and leg massage, and polish of your choice while you sit back, relax and sip a Key lime margarita. The tropics have arrived.

60 minutes | Starting from $105

Call to reserve your appointment, 305-295-7017.

Sunday
January
18
11:45 am - 12:45 pm
Hot Tin Roof

Sunday Brunch

Come experience one of the Island’s best waterfront brunches featuring unlimited traditional Florida and Caribbean inspired shareable plates, mimosas, bloody marys and specialty cocktails.

Menu is curated weekly, $75 per person.

Review Sample Menu and Reserve Now

Sunday
January
18

World Class Fishing

The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna. When you feel adventurous, go deep water fishing and fight the big one – a sailfish, marlin or mahi-mahi. No matter which you choose, you’re in for an experience.

Contact our concierge to reserve this experience.

Monday
January
19
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

blonde woman at spa
Tuesday
January
20
SpaTerre

SpaTerre Express HydraFacial

Vortex Cleansing deeply cleanses and hydrates, Hydrapeel exfoliation resurfaces without irritation, vortex extractions allow for quick and painless extractions, followed by vortex- fusion to “fuse” potent antioxidants into the skin improving the appearance of oily skin, fine lines and wrinkles, and hyperpigmentation.

30 minutes | Starting from $195

Call to reserve your appointment, 305-295-7017. Visit Website.

Tuesday
January
20
2:00 pm - 5:00 pm

Double Dip Snorkel Trip

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Explore the turquoise waters of the 3rd largest coral barrier reef, teeming with fish, coral, sea turtles and more. This adventure includes two reef snorkel experiences just off Key West from a comfortable, state-of-the-art catamaran.

Tuesdays, 2:00pm – 5:00pm

$80 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Wednesday
January
21
10:00 am - 12:00 pm

Zero Duval Scavenger Hunt

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Experience a one-of-a-kind, interactive scavenger hunt in the downtown area of Old Town, starting at Zero Duval. Fun and excitement around every corner, this is one of the best ways to explore Key West!

Wednesdays, 10:00am – 12:00pm

$30 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
January
22
SpaTerre

SpaTerre VOYA Treatments

Relax and rejuvenate the natural way!

VOYA Organic Seaweed Treatments

Introducing the VOYA spa experience at SpaTerre. Inspired by nature and the ocean, these organic seaweed-based treatments and rituals are the perfect complement to our curated menu of tropical offerings.  Rejuvenate with the Marine Eye Treatment and feel full body refreshed with the Organic Stimulating Seaweed Body Buff. Embrace the essence of the ocean and explore the full list of Voya treatments and offerings.

Learn More

Thursday
January
22
10:00 am - 12:00 pm

Ocean Key Lime Bike Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Sightseeing the Key West way with a leisurely island bike tour that can be done in flip flops! Experience a private guided bicycle tour of the colorful history and characters of Key West where you’ll cruise by some of the best sites and attractions. After the tour, enjoy a delicious slice of award-winning Key Lime pie – perhaps the most famous dessert in all of the Florida Keys!

Thursdays, 10:00am – 12:00pm

$50 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
January
22
Hot Tin Roof

Romance at Hot Tin Roof

Add some romance to your dining experience with a chilled bottle of Lallier Reserve Brut champagne and your table decorated with rose petals. With our gracious service and stunning views you are sure to enjoy the most delightful experience overlooking the Key West harbor. Add the Romance Package to your existing reservation by contacting dining@oceankey.com 48hrs in advance.

*Wine substitutions are available. Please let us know your preferred varietal. $150++ per table.

Reserve Now

Thursday
January
22
2:00 pm - 7:00 pm
Truman Waterfront

Key West Farmers Market

Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

Shop for fresh produce grown in Homestead, gorgeous orchids & native plants, an artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll also find Key West crafts, gifts and the perfect souvenir to take home.

Learn More

Thursday
January
22

Haunted Tours

Explore the SPOOKY side of Key West with a haunted historical tour. Visit some of the island’s most haunted sites through a guided walking or trolly tour. You may find Key West intriguing during the day, but after the sun goes down, the restless souls of the island’s frightful past begin to stir.

Contact our concierge to reserve this experience.

Friday
January
23
SpaTerre

SpaTerre Body Scrub Special

Coconut Crush Body Renewal
Exfoliating brown sugar and Tahitian Coconut Shells buff away tired skin cells to allow maximum hydration. After a warm Vichy shower, you will be wrapped in organic coconut melt while we give your scalp, hair and feet a relaxing massage. This treatment leaves your skin feeling soft, supple, and completely glowing.

50 minutes | Starting from $165

Call to reserve your appointment, 305-295-7017. Visit Website.

Friday
January
23
9:45 am - 1:00 pm

Ocean Key West Food Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

This exclusive tour curated just for guests of Ocean Key takes you on a journey to experience all the best food in Key West in just 3 hours. Includes a specialty spritzer and small bite from our very own Hot Tin Roof, signature beignets from Café Marquesa and iconic and delicious stops at local favorites. Get a taste of island living with this unique tour.

Fridays, 9:45am – 1:00pm

$135 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Friday
January
23

Snorkel Experience

Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States. Experience the turquoise waters off Key West teeming with fish, coral, sea turtles and more. Find the perfect adventure on a spacious catamaran, smaller eco-excursion or majestic tall ship.

Contact our concierge to reserve this experience.

Saturday
January
24
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Saturday
January
24

Sunset Sails

There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water. Whether you’re listening to live music on a catamaran, enjoying a fine glass of wine on a sailboat or enjoying a gourmet meal aboard a yacht, a sunset sail is an absolute must during your trip.

Contact our concierge to reserve this experience.

Sunday
January
25
SpaTerre

SpaTerre Pedicure Special

Key Lime Margarita Pedicure
Key Lime Margarita Pedicure, a cocktail for your feet and for you. A Key lime soak, sugar scrub and mask fill the air with the scent of our islands. Includes warm coconut melt, foot and leg massage, and polish of your choice while you sit back, relax and sip a Key lime margarita. The tropics have arrived.

60 minutes | Starting from $105

Call to reserve your appointment, 305-295-7017.

Sunday
January
25
11:45 am - 12:45 pm
Hot Tin Roof

Sunday Brunch

Come experience one of the Island’s best waterfront brunches featuring unlimited traditional Florida and Caribbean inspired shareable plates, mimosas, bloody marys and specialty cocktails.

Menu is curated weekly, $75 per person.

Review Sample Menu and Reserve Now

Sunday
January
25

World Class Fishing

The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna. When you feel adventurous, go deep water fishing and fight the big one – a sailfish, marlin or mahi-mahi. No matter which you choose, you’re in for an experience.

Contact our concierge to reserve this experience.

Monday
January
26
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

blonde woman at spa
Tuesday
January
27
SpaTerre

SpaTerre Express HydraFacial

Vortex Cleansing deeply cleanses and hydrates, Hydrapeel exfoliation resurfaces without irritation, vortex extractions allow for quick and painless extractions, followed by vortex- fusion to “fuse” potent antioxidants into the skin improving the appearance of oily skin, fine lines and wrinkles, and hyperpigmentation.

30 minutes | Starting from $195

Call to reserve your appointment, 305-295-7017. Visit Website.

Tuesday
January
27

Mile 0 Fest

Event Dates 1/27-1/31

Mile 0 Fest is a boutique destination festival. Called by attendees the ‘the friendliest and best fest’ out there. Bringing the best of “Red Dirt & Americana Music” to Paradise every year. Join us at venues around the island including the Sunset Pier!

Learn More

Tuesday
January
27
2:00 pm - 5:00 pm

Double Dip Snorkel Trip

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Explore the turquoise waters of the 3rd largest coral barrier reef, teeming with fish, coral, sea turtles and more. This adventure includes two reef snorkel experiences just off Key West from a comfortable, state-of-the-art catamaran.

Tuesdays, 2:00pm – 5:00pm

$80 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Wednesday
January
28
10:00 am - 12:00 pm

Zero Duval Scavenger Hunt

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Experience a one-of-a-kind, interactive scavenger hunt in the downtown area of Old Town, starting at Zero Duval. Fun and excitement around every corner, this is one of the best ways to explore Key West!

Wednesdays, 10:00am – 12:00pm

$30 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
January
29
SpaTerre

SpaTerre VOYA Treatments

Relax and rejuvenate the natural way!

VOYA Organic Seaweed Treatments

Introducing the VOYA spa experience at SpaTerre. Inspired by nature and the ocean, these organic seaweed-based treatments and rituals are the perfect complement to our curated menu of tropical offerings.  Rejuvenate with the Marine Eye Treatment and feel full body refreshed with the Organic Stimulating Seaweed Body Buff. Embrace the essence of the ocean and explore the full list of Voya treatments and offerings.

Learn More

Thursday
January
29
10:00 am - 12:00 pm

Ocean Key Lime Bike Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

Sightseeing the Key West way with a leisurely island bike tour that can be done in flip flops! Experience a private guided bicycle tour of the colorful history and characters of Key West where you’ll cruise by some of the best sites and attractions. After the tour, enjoy a delicious slice of award-winning Key Lime pie – perhaps the most famous dessert in all of the Florida Keys!

Thursdays, 10:00am – 12:00pm

$50 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Thursday
January
29
Hot Tin Roof

Romance at Hot Tin Roof

Add some romance to your dining experience with a chilled bottle of Lallier Reserve Brut champagne and your table decorated with rose petals. With our gracious service and stunning views you are sure to enjoy the most delightful experience overlooking the Key West harbor. Add the Romance Package to your existing reservation by contacting dining@oceankey.com 48hrs in advance.

*Wine substitutions are available. Please let us know your preferred varietal. $150++ per table.

Reserve Now

Thursday
January
29
2:00 pm - 7:00 pm
Truman Waterfront

Key West Farmers Market

Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

Shop for fresh produce grown in Homestead, gorgeous orchids & native plants, an artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll also find Key West crafts, gifts and the perfect souvenir to take home.

Learn More

Thursday
January
29

Haunted Tours

Explore the SPOOKY side of Key West with a haunted historical tour. Visit some of the island’s most haunted sites through a guided walking or trolly tour. You may find Key West intriguing during the day, but after the sun goes down, the restless souls of the island’s frightful past begin to stir.

Contact our concierge to reserve this experience.

Friday
January
30
SpaTerre

SpaTerre Body Scrub Special

Coconut Crush Body Renewal
Exfoliating brown sugar and Tahitian Coconut Shells buff away tired skin cells to allow maximum hydration. After a warm Vichy shower, you will be wrapped in organic coconut melt while we give your scalp, hair and feet a relaxing massage. This treatment leaves your skin feeling soft, supple, and completely glowing.

50 minutes | Starting from $165

Call to reserve your appointment, 305-295-7017. Visit Website.

Friday
January
30
9:45 am - 1:00 pm

Ocean Key West Food Tour

Discover the best of Key West with our Ocean Key Resort exclusive guest experiences.

This exclusive tour curated just for guests of Ocean Key takes you on a journey to experience all the best food in Key West in just 3 hours. Includes a specialty spritzer and small bite from our very own Hot Tin Roof, signature beignets from Café Marquesa and iconic and delicious stops at local favorites. Get a taste of island living with this unique tour.

Fridays, 9:45am – 1:00pm

$135 per person, plus tax

For more information and to reserve this experience contact us at 305-295-7005, concierge@oceankey.com.

Friday
January
30

Snorkel Experience

Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States. Experience the turquoise waters off Key West teeming with fish, coral, sea turtles and more. Find the perfect adventure on a spacious catamaran, smaller eco-excursion or majestic tall ship.

Contact our concierge to reserve this experience.

Saturday
January
31
SpaTerre

SpaTerre Holiday Treatments

‘TIS THE SEASON TO GLOW

Give yourself the holiday treatment and celebrate winter’s radiance with SpaTerre. Reserve the best treatments for the season from December 1 to January 31.

  • Voya Organic Warm Spice Mud Wrap
  • Caribbean Holiday Massage
  • Eminence Superfood Enzyme Facial

Book any HydraFacial and receive a complimentary VOYA Peppermint foot scrub.

Learn More

Saturday
January
31

Sunset Sails

There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water. Whether you’re listening to live music on a catamaran, enjoying a fine glass of wine on a sailboat or enjoying a gourmet meal aboard a yacht, a sunset sail is an absolute must during your trip.

Contact our concierge to reserve this experience.

Saturday
February
14

Florida Keys Seafood Festival

Event Dates 2/14-2/15

The 20th year of this festival celebrates Key West’s abundant fresh seafood with music, crafts & beverages served up by many of the Florida Keys commercial fisherman and families. Crab, lobster, ceviche, conch chowder and other local cuisine is enjoyed a picnic style setting. Entrance fee of $10 covers both Saturday and Sunday (children under 12 are free), and enters you into a raffle for $250 worth of seafood. Join the fun-filled weekend with music and activities for the whole family! Proceeds benefit sustainable fisheries management programs and youth scholarships.

Hours: Saturday 11am-8pm & Sunday 11am–5pm

Location: Truman Waterfront Park

Learn More

Saturday
February
14
5:00 pm - 9:00 pm
Hot Tin Roof

Valentine’s Day Celebration

Indulge in a magical evening in our gorgeous oceanfront dining room as Chef Maurer presents an exquisite prix fixe menu. Incredible sunset views and an intimate island ambiance set the stage for unforgettable memories. Join us at Hot Tin Roof for Valentine’s Day, reservations must be booked in advance.

$130++ per person for a four-course prix fixe menu.

Review Menu and Reserve Now

Wednesday
April
29

The Key West Songwriters Festival

Event Dates 4/29-5/3

The Key West Songwriters Festival is the largest festival of its kind in the world, Celebrating its 30th year! The festival revolves around five days and nights where live music bliss introduces crowds to the faces, voices and stories behind the songs. Join us at many venues around the island including the Sunset Pier!

Learn More

Margarita and vintage radio
Thursday
September
3

Just a Few Friends, Favorite Son Celebration

Event Dates 9/3-9/7

Just a Few Friends is a one-of-a-kind festival celebrating music, community, and island life in beautiful Key West over Labor Day Weekend. Inspired by the laid-back spirit of trop rock and the legacy of Key West’s favorite son, this gathering brings together fans, friends, and artists for five days of unforgettable moments.

Proceeds from the sale of the festival’s signature Event Badge—administered through the Community Foundation of the Florida Keys—support three vital local nonprofit organizations: Reef Relief, Bahama Village Music Program, and the Key West High School Marching Band. These partners reflect the values at the heart of the festival—protecting our environment, nurturing local talent, and uplifting the next generation of island leaders. Through these contributions, Just a Few Friends helps sustain marine conservation efforts, provide accessible arts education, and fund essential resources for the student musicians who will lead the next great parade through Old Town.

Learn More

Fantasy Fest
Friday
October
16

Fantasy Fest

Event Dates 10/16-10/25

Our 2026 Fantasy Fest theme is “Musical Icons and Iconic Musicals”. Whether you’re an alto, a baritone, a soprano, or even tone deaf, you can march to the beat of your own drum in your most creative costumes. Become your rock star idol, create a dance routine with your favorite jazzercise group, or transport yourself back to the best songs of your childhood. The ideas are endless, so find the right pitch, sing along with the melody and do the twist down to Key West this October! This annual week of costuming, masquerading, parading and partying brings out the creative spirit of locals and visitors alike. Billed as a multi-venue, costume festival for grown ups, Fantasy Fest turns Key West into a spectacle of masked processions, parties, contests and dances attended by tens of thousands of participants. The week of wild events culminates in the Fantasy Fest Parade and Street Fair. Stay in the heart of all the action at Ocean Key Resort.  Learn More

OKR Boat Race
Sunday
November
1

Race World Offshore Championships

Event Dates 11/1-11/8

Experience the most powerful of water activities in Key West with the Race World Offshore World Championships. Watch as the world’s biggest and fastest boats attain speeds of up to 180 mph over the six-mile course on the Gulf side of the island. Over the course of the season, from May to November, teams from all around the world compete in National Series Points races which eventually determine the overall winner. Most of the Super Boat racers are out on the water in a different locale every weekend. Take a shore side seat for this exciting watersport action.

Race World Offshore Website

No event found!