Key West Events Calendar

From annual festivals to holiday celebrations, the fun never stops in Key West. We're looking forward to these upcoming Key West events. For details on any event or planning a holiday vacation, contact our local team! We're happy to provide nearby vacation rental recommendations and the inside scoop on all things Key West. 

KEY WEST LOBSTERFEST LOBSTER BOIL

Aug 8 2024 - 6:15pm
August 08 Key West KEY WEST LOBSTERFEST LOBSTER BOIL WEBSITE Join the Key West LobsterFest's annual Lobster Boil at the Porter Mansion from 6 p.m. to 9 p.m. The traditional opening meal event for LobsterFest includes fresh lobster, jumbo Key West shrimp, red skin potatoes,...Read more
Upcoming Events
key west tropical heat

Key West Tropical Heat

Aug 7 2024 - 9:00am to Aug 11 2024 - 8:00pm
August 07 - 11, 2024 Key West KEY WEST TROPICAL HEAT WEBSITE Enjoy five days of sizzling happenings in the island city whose openness and respect for diversity have made it a world-renowned gay vacation destination. The festival’s events range from all-male theme parties, pool...Read more
Upcoming Events

27th Annual Key West Lobster Fest

Aug 8 2024 - 8:00am to Aug 11 2024 - 9:00pm
August 08 - 11, 2024 Key West 27TH ANNUAL KEY WEST LOBSTERFEST WEBSITE Seafood lovers can chow down on Florida’s clawless lobster during this tasty “feast-ival” with a savory schedule of events ranging from a traditional lobster boil to open the festival Thursday night at...Read more
Upcoming Events
key west rum fest

RUM FEST KEY WEST

Aug 14 2024 - 10:00am to Aug 18 2024 - 11:00pm
August 14 - 18, 2024 Key West RUM FEST KEY WEST WEBSITE Key West is famous for many things -- tropical heat, mouth watering seafood and some of the best rum you can get your hands on. Rum Fest Key West showcases the best rum...Read more
Upcoming Events
jimmy buffett

PARROTS AND MARGARITAS 5K RUN/WALK & FLIP FLOP MILE

Aug 31 2024 - 8:00am
August 31 Key West PARROTS AND MARGARITAS 5K RUN/WALK & FLIP FLOP MILE WEBSITE Run, walk or stroll and be a part of the "Just a Few Friends Key West Favorite Son Celebration" in memory of Jimmy Buffett. Runners and walkers begin and end the...Read more
Upcoming Events
key west womenfest

Womenfest Key West

Sep 4 2024 - 8:00am to Sep 8 2024 - 8:00pm
September 04 - 08, 2024 Key West WOMENFEST KEY WEST WEBSITE The popular festival for lesbians and their friends is designed to allow singles, couples and groups of women to experience the atmosphere of openness and acceptance that has made Key West an internationally acclaimed...Read more
Upcoming Events

KEY WEST PADDLE CLASSIC

Sep 27 2024 - 8:00am to Sep 28 2024 - 8:00pm
September 27 - 28, 2024 Key West KEY WEST PADDLE CLASSIC WEBSITE The 27th annual Key West Paddle Classic is a 12-mile open-water distance race around Key West that is open to paddlers on stand-up and prone paddleboards, outrigger canoes, surf skis, kayaks, pedal-craft kayaks,...Read more
Upcoming Events

SOUTHERNMOST HALF MARATHON

Oct 13 2024 - 7:30am
October 13 Key West SOUTHERNMOST HALF MARATHON WEBSITE Runners converge on the southernmost city for their choice of a half marathon (13.1 miles) or 10k (6.2 miles). Races begin and end at Higgs Beach, 1000 Atlantic Blvd. in Key West.Read more
events
goombay festival

Goombay Festival

Oct 18 2024 - 10:00am to Oct 19 2024 - 11:00pm
October 18 - 19, 2024 Key West FANTASY FEST: GOOMBAY FESTIVAL WEBSITE This exuberant street party is the official kick-off for the annual Fantasy Fest costuming extravaganza with the action taking place noon to midnight both days. Find the main entertainment stage Key West's Bahama...Read more
Festivals
key west zombie bike ride

Zombie Bike Ride

Oct 20 2024 - 2:00pm
October 20 Key West FANTASY FEST: ZOMBIE BIKE RIDE WEBSITE The annual Rock n' Roll costumed Zombie bike ride returns for another wild run on Sunday, Oct. 20. The Zombieland pre-ride party takes place at Fort East Martello, 3501 S. Roosevelt, from 2 to 6...Read more
Upcoming Events

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