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 Pride

Jun 5 2024 - 8:00am to Jun 9 2024 - 5:00pm
June 05 - 09, 2024 Key West KEY WEST PRIDE WEBSITE Celebrate PRIDE on the tropical island of Key West that is legendary for its laid-back style and its open and accepting atmosphere. Whether you’re looking to party with friends, travel with family, or to...Read more
key lime fest

Key Lime Festival

Jul 3 2024 - 7:00am to Jul 7 2024 - 11:00pm
July 03 - 07, 2024 Key West KEY WEST KEY LIME FESTIVAL WEBSITE Key West's annual Key Lime Festival celebrates the world’s most sensational citrus with a bountiful array of festivities across the island where Key lime pie was conceived. Over five days, lovers of...Read more

Hemingway Days

Jul 17 2024 - 8:15am to Jul 21 2024 - 8:15pm
July 17 - 21, 2024 Key West HEMINGWAY DAYS WEBSITE Ernest Hemingway look-alikes, writers, anglers, and fans of the late author’s work are to gather in Key West Wednesday through Sunday, July 17-21 for the annual Hemingway Days celebration. The festival honors the legacy of...Read more
Hemingway Days

Hemingway 5k Sunset Run

Jul 22 2024 - 5:00pm
The Hemingway 5k Sunset Run & Paddleboard Race is to challenge competitors Saturday, July 23. Race begins 5 p.m., from Southernmost Beach, 1405 Duval St. Celebrate your accomplishment while easing sore muscles from the race with an all-levels yoga recovery session Sunday, free to all...Read more
key west mini lobster season

Mini Lobster Season

Jul 24 2024 - 8:00am
Season: July 24-25, 2024 (last consecutive Wednesday and Thursday of July each year) Daily Bag Limit: 6 per person for Monroe County and Biscayne National Park; 12 per person for rest of Florida Possession limit on the water: equal to the daily bag limit Possession...Read more
key west rum fest


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
fantasy fest 2024

Fantasy Fest Key West 2024

Oct 18 2024 - 8:00am to Oct 27 2024 - 5:00pm
Started in 1979 by Key West Locals, this 10-day parade has turned into one of the best and biggest parties Key West has to offer!Read more
race world key west

Raceworld Offshore World Championships

Nov 3 2024 - 10:00am to Nov 10 2024 - 11:00pm
November 03 - 10, 2024 Key West RACE WORLD OFFSHORE WORLD CHAMPIONSHIP WEBSITE Leading American and international powerboat teams compete in high-speed races in the powerboat range World Championship. On race days, spectators can get an unmatched view from areas at the Truman Waterfront Race...Read more
key west film festival

Key West Film Festival

Nov 20 2024 - 10:00am to Nov 24 2024 - 11:00pm
November 20 - 24, 2024 Key West KEY WEST FILM FESTIVAL WEBSITE Named one of the top 25 coolest film fests in the world by Moviemaker magazine, the 13th annual Key West Film Festival is set for Nov. 20-24.Read more

Key West Holiday Fest

Dec 1 2024 - 10:15am to Dec 31 2024 - 11:15pm
December 01 - 31, 2024 Key West KEY WEST HOLIDAY FEST WEBSITE A merry range of celebrations during Key West's busy holiday season traditionally includes the Harbor Walk of Lights, Holiday Historic Inn Tours and a lighted boat parade with festively lit vessels and good...Read more