Monday
October
27
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

blonde woman at spa
Tuesday
October
28
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
October
28
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
October
28
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
October
28
6:00 pm - 8:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Trop Rock Junkies

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

Review Menu

Wednesday
October
29
Hot Tin Roof

Hot Tin Roof Halloween Cocktails

Indulge in a savory Halloween-inspired cocktail this spooky season at Hot Tin Roof Restaurant and Lounge.

Black Widow – black skyy vodka, maraschino liqueur, lemon

The Great Pumpkin – vanilla vodka, bailey’s, pumpkin purée, nutmeg, cinnamon garnish

Candy Corn – candy corn & cake infused ketel one vodka, pineapple juice, whipping cream, candy corn garnish

Trick or Treat – vanilla vodka, bailey’s chocolate liqueur, chocolate, graham cracker rim, toasted marshmallow s’mores garnish

Bobbing for Apples – papa’s pilar infused dark rum, granny smith apples, fresh apple juice, caramel infused block ice

Reserve Now

Wednesday
October
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.

Wednesday
October
29
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
October
29
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
October
29
6:00 pm - 8:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Trop Rock Junkies

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

Review Menu

Thursday
October
30
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
October
30
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
October
30
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
October
30
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
October
30
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
October
30

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
October
30
6:00 pm - 8:00 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
October
31
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
October
31
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
October
31
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
October
31

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
October
31
6:00 pm - 8:00 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
1
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
1
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
1

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
1
6:00 pm - 8:00 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
2
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.

OKR Boat Race
Sunday
November
2

Race World Offshore Championships

Event Dates 11/2-11/9

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

Sunday
November
2
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
2
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
2

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
2
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
November
3
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
November
3
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
November
4
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
November
4
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
November
4
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
November
4
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
November
5
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
5
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
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

Thursday
November
6
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
6
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
6
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
6
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
6
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
6

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
6
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
7
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
7
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
7

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
7
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
8
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
8
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
8

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
November
9
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
9
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
9

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
9
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
November
10
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
November
10
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
November
11
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
November
11
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
November
11
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
November
11
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
November
12
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
12
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
12
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
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

Thursday
November
13
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
13
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
13
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
13
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
13
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
13

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
13
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
14
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
14
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
14
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
14

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
14
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
15
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
15
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
15

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
November
16
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
16
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
16
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
16

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
16
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
November
17
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
November
17
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
November
18
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
November
18
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
November
18
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
November
18
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
November
19
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
19
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
19
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
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

Thursday
November
20
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
20
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
20
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
20
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
20
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
20
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
20

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
20
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
21
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
21
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
21
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
21

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
21
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
22
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
22
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
22

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.

sunset at the pier
Saturday
November
22
5:00 pm - 7:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Caffeine CarlFest

November 20 – 23

Join us at the Sunset Pier on November 22 from 5:00 to 8:00 pm for waterfront live music, breathtaking sunset views and delicious cocktails and bites.

Review Menu

Sunday
November
23
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
23
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
23
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
23

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
23
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
November
24
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

Monday
November
24
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
November
24
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
November
25
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
November
25
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
November
25
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
November
25
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

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

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.

OKR Lighted Boat Parade
Saturday
December
13
8:00 pm
Historic Seaport

Lighted Boat Parade

Gather at the Sunset Pier to watch the Annual Key West Lighted Boat Parade on December 13th. 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.

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

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
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.

Dinner menu coming soon! Reservations are required. 

Reserve Now

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

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

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

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

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