Events
Upcoming Events
Sunset Celebration at Mallory Square
January 01 - December 31, 2023
Key West's world-famous Sunset Celebration takes place every evening at Mallory Square close to the foot of Duval Street. Featuring both renowned local and international artists and entertainers, the event invites visitors and locals alike to enjoy the sunset at water's edge. The event begins about two hours ahead of the sunset and ends soon after the sun sets. The performance takes place 365 days...
26th Annual Key West Paddle Classic
September 29 - September 30, 2023
The Key West Paddle Classic is an annual event that takes place on September 30, 2023. It is considered a favorite destination race and boasts one of the largest paddle categories on the East Coast. The course begins at Higgs Beach and paddles south towards the Southernmost Point, through the Key West harbor, around the USCG base, and under the Fleming Key Bridge. The racers then cross the sailboa...
Fantasy Fest® 2023
October 20 - October 29, 2023
Fantasy Fest is an annual 10-day celebration in Key West that began in 1979 to attract visitors to the beautiful, but typically quiet season. It has grown every year, becoming the wildest extravaganza around. It's a gathering of fun-loving people from around the globe who bring their creativity and imaginations to Key West every October. The events are a whirlwind of excitement, including costumin...
Offshore Powerboat Racing World Championships
November 05 - November 12, 2023
The Race World Offshore (RWO) is bringing together teams and fans for an exciting Offshore World Championship experience in Key West from November 5th-12th, 2023. Recognized as the leading Offshore Racing Sanctioning authority in the US, RWO aims to present an unforgettable week featuring the world's top offshore race teams. The event will be held in the Race Village, situated at Truman Waterfront...
Tri Conch Republic - Key West Triathlon
December 10, 2023
Sprint & Olympic Triathlon, Duathlon, Aquabike
Athletes will enjoy a warm Atlantic Ocean swim in full view of spectators on the Higgs Beach Pier. The bike course is along US1 by Smather’s Beach. The run goes along the scenic boardwalk along Smather’s Beach.
International Triathlon (S-900m, B-21 miles, R-6 miles)
Long Sprint Triathlon (S-600m, B-14 miles, R...
New Year's Eve: Conch Shell Drop at Sloppy Joe's
December 31 - January 01, 2024
The arrival of 2024 is to be heralded on the island's Duval Street with the "drop" of a gigantic manmade conch shell, the symbol of the Florida Keys, to the flat roof of Sloppy Joe's Bar, 201 Duval. Spectators gather on Duval for the annual gala, emceed by a rooftop host and featuring dancing in the street and a countdown to midnight recorded on a huge clock.
Inside Live music on stage noon...
The 18th Annual Florida Keys Seafood Festival: A Seafood Lover's Delight
January 13 - January 14, 2024
The Florida Keys Seafood Festival, a beloved tradition now in its 18th year, is more than just an event; it's a two-day celebration of the ocean's bounty. Taking place at Bayview Park in Key West, it welcomes seafood enthusiasts from all around to immerse themselves in the rich culinary culture of the Florida Keys.
When is the Festival?
The Festival will take place across two days:
Saturday, ...
Key West Half Marathon & 5K
January 14, 2024
The 26th running of the Key West Half Marathon and 5K is on January 14th, 2024.
The event expo & packet pick-up will take place outside of the Half Shell Raw Bar located at 231 Margaret Street on Friday and Saturday.
Friday, January 12th from 3:00PM until 6:00PM.
Saturday, January 13th from 12:00PM until 6:00PM.
Limited packet pick-up (pre-registered participants only) available on rac...
Key West Food & Wine Festival
January 23 - January 28, 2024
15th Annual Key West Food and Wine Festival is a series of wine and food themed events showcasing a diverse range of wines and inventive cuisine, hosted by their passionate creators at iconic island locations.
Over 20 unique events including waterfront tastings, winemaker/chef collaborations and local funky events that present an authentic taste of Key West, Florida
The place to be in January, ...