Thursday
July
29
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.

Sunset Pier Menu

Thursday
July
29
7:00 pm - 9:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Sharese 

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

Sunset Pier Menu

Friday
July
30
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Rick Fusco

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

Sunset Pier Menu

Saturday
July
31
1:00 pm - 4:00 pm
Sunset Pier

Live at Sunset Pier

Featuring:  Johnathan Williams

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

Sunset Pier Menu

Bacon cinnamon roll
Sunday
August
1
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 and bloody marys.

Menu is curated weekly, $59 per person.

Reserve Now

Wednesday
August
4
SpaTerre

SpaTerre Ultimate Bliss Special

Relax and rejuvenate the natural way!

The Ultimate Bliss, CBD Package

Relax like never before with this package designed to create a state of bliss using quality CBD infused products. First, slough away dead skin cells and uncover a fresh radiant skin using CBD infused Lavender and gray sea salt scrub. Then enjoy a CBD Warm Oil scalp massage while cocooned in our CBD lavender body mask. Finally, sink into total relaxation during a full body massage using CBD infused massage oil.

$295; Add a CBD Ritual Bath for deeper relaxation for $90

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

Bacon cinnamon roll
Sunday
August
8
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 and bloody marys.

Menu is curated weekly, $59 per person.

Reserve Now

Wednesday
August
11
SpaTerre

SpaTerre Body Scrub Special

Relax and rejuvenate the natural way!

Peaceful Glow CBD Body Scrub
French Gray Sea Salt combined with CBD infused Grapeseed oil exfoliates and nourishes skin during this relaxing body scrub.

50 minutes $170; Add a CBD Ritual Bath for deeper relaxation for $90

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

Bacon cinnamon roll
Sunday
August
15
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 and bloody marys.

Menu is curated weekly, $59 per person.

Reserve Now

Wednesday
August
18
SpaTerre

SpaTerre Mani/Pedi Special

Ultimate CBD Mani/Pedi Experience

  • Calms Anxiety
  • Relieves Pain & Inflammation
  • Deep Relaxation
  • Super Hydrating

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

Friday
August
27
6:00 pm - 8:30 pm
Sunset Pier

Fantasy Fest, Royal Campaign Kick-off

Meet up at the Sunset Pier for the Fantasy Fest 2021, Royal Campaign Kick-off Party! DJ Jimmy Cooper will be providing the tunes, as you take in gorgeous harbor views and meet the candidates.

Bestowing a crown upon a Key West resident to become king and queen of Fantasy Fest is an annual fundraising event benefiting A.H. of Monroe County, a local nonprofit agency, and has raised nearly $5 million dollars since its inception.

A wildly-varied array of events held over 8 weeks are individually staged by candidates, as well as all-candidate events that unite the campaigns, to continue the competition of raising funds.

The Royal Court, their support staff and other key agency supporters all appear prominently in the Saturday evening Duval Street parade on a float designed specifically to highlight their financial achievement.

The Royal Coronation Ball is held on Friday, October 22, 2021 at Coffee Butler Amphitheater at Truman Waterfront where the candidates who raise the most money for A.H. of Monroe County will be crowned.

Fantasy Fest Website

Friday
September
24
5:30 pm
Sunset Pier

Coconut Victrola

Join us for a big stage concert with local favorites Coconut Victrola and The Robert Albury Band – this will be a FREE show for all to enjoy! Live entertainment, stunning views and the best in island libations right over the water! Portion of proceeds to benefit Mote Marine Laboratory’s Center for Coral Reef Research & Restoration. Come for the concert, stay for the cause.

 

Wednesday
October
13
6:00 pm - 10:00 pm
Sunset Pier

Zoso – The Ultimate Led Zeppelin Experience

The most captivating live show since the real thing, Zoso – The Ultimate Led Zeppelin Experience. Join us for live entertainment, stunning views and the best in island libations right over the water! Portion of proceeds to benefit Mote Marine Laboratory’s Center for Coral Reef Research & Restoration. Come for the concert, stay for the cause.

Buy Tickets

Thursday
October
21
6:00 pm
Sunset Pier

Great American Trainwreck

Americana/Bluegrass/Southern Rock from the PNW – this will be a FREE show for all to enjoy! Live entertainment, stunning views and the best in island libations right over the water! Portion of proceeds to benefit Mote Marine Laboratory’s Center for Coral Reef Research & Restoration. Come for the concert, stay for the cause.

 

Fantasy Fest
Friday
October
22

Fantasy Fest

Event Dates 10/22-10/31

The origins of Fantasy Fest date back to 1979 when a group of business owners decided to come up with an event to attract visitors during the slow season. What began as a simple, yet audacious costume parade has since turned into a multi-day event. The festival has since added several events and activities that serve as fundraisers for community groups and non-profit organizations.

Key West Fantasy Fest is going to be lively this year! Charge your creative juices and enjoy some partying, playing and plain old having a great time!

Learn More

Friday
October
29
8:00 pm - 11:00 pm
Sunset Pier

20th Annual Living Art Expo

A showcase of the human form as a living canvas. Contestant entries are open to Female, Male or Group models competing for the title of Best Overall Living Art of Fantasy Fest 2021 and $3000 in cash and prizes. Best Overall wins $1000 in cash.

VIP will include back stage access with the models, 3-hour open bar, and a pasta station dinner.

Tickets are $95 or $150 for table seating (sold in pairs).

Buy Tickets

For entry information contact the Sunset Pier 305-295-7047 or dining@oceankey.com.

Fantasy Fest Website

Parrot Heads
Wednesday
November
3

Parrot Heads, Annual Meeting of the Minds

Event Dates 11/3-11/7

Get your own little taste of Margaritaville by migrating to Key West along with the rest of the Parrot Heads. Parrot Head chapters from all over the world flock to Key West for an annual Meeting of The Minds, a four-day convention that celebrates friendship, charitable “partying with a purpose” and Jimmy Buffet’s music. The Parrot Head convention annually attracts about 3,500 attendees on the week following Fantasy Fest and is regarded as one of the best things to do in Key West around the beginning of November.

Learn More

OKR Boat Race
Sunday
November
7

Race World Offshore Championships

Event Dates 11/7-11/14

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.

Learn More

Sunday
January
16

Half Marathon & 5K

The annual Key West Half Marathon & 5K Run is recognized by Runners World magazine as one of the 10 great half-marathons of the winter season. This competitive race follows a 13.1-mile course through Old Town Key West past historic landmarks and the island’s scenic waterfront.

If you’re planning on joining the half-marathon or 5k run, make Ocean Key Resort & Spa your home base. You’ll be able to relax before and after the race, in true Keys style. Be sure to book a massage after the race, to soothe your tired muscles!

Learn More

Tuesday
January
25

Mile 0 Fest

Event Dates 1/25-1/29

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

Wednesday
May
4

The Key West Songwriters Festival

Event Dates 5/4-5/8

The Key West Songwriters Festival is the largest festival of its kind in the world. Celebrating its 26th 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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