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 lime festival

Key Lime Festival

Jun 30 2022 - 7:00am
Welcome to the Key Lime Festival: America’s Favorite Citrus Celebration! In the Florida Keys we like to celebrate the things that make our islands unique. Citrus, eccentrics, people & pie. Our celebrations are fun, odd & unforgettable. Our people are too. Come on down to...Read more
key west mermaid festival

Key West Mermaid Festival

Jul 1 2022 - 8:30am to Jul 5 2022 - 11:30pm
The family-friendly festival features interactive mermaid adventures while raising awareness of oceans and salty shores. Events include mermaid meet-ups, swim encounters with the festival's mermaid pod, ocean-themed parties and a weekend mermaid- and ocean-inspired marketplace at Truman Waterfront Park. A portion of festival proceeds is...Read more
ernest hemingway

Hemingway Days

Jul 19 2022 - 8:00am
Ernest Hemingway fans can celebrate the late author’s literary accomplishments and colorful Key West lifestyle Tuesday through Sunday, July 19-24. The annual Hemingway Days festivities salute the legacy of the Nobel Prize winner who lived and wrote on the island for most of the 1930s...Read more

Hemingway 5k Sunset Run & Paddleboard Race

Jul 22 2022 - 5:00pm
It's the 31st anniversary of the Hemingway 5k Run/Walk and Paddleboard Race. The competitions are part of Hemingway Days. Paddleboard Race Details Begins at 5:30 p.m. Starts and finishes at Southernmost Beach (1205 Duval St) 3-mile ocean course 5k Run/Walk Details Begins at 7:30 p.m...Read more
key west lobster fest

26th Annual Key West Lobster Fest

Aug 11 2022 - 8:00am
August 11 - 14, 2022 Key West 26TH ANNUAL KEY WEST LOBSTERFEST WEBSITE Seafood lovers can chow down on Florida’s clawless lobster during a tasty “feast-ival” that features a savory schedule of events ranging from a traditional lobster boil to a lively street fair starring...Read more
Key West Whiskey Fest

Key West Whiskey Festival

Aug 26 2022 - 7:00am
This innaugural food, drink and music festival is one of the most eagerly awaited on Florida Keys’ busy social calendar. Featuring top class whiskey, Popular highlights will include a range of Tastings, Whiskey walks, Workshops, Brunches and plenty more.Read more
Key West Brewfest

Key West Brewfest

Sep 1 2022 - 8:00am to Sep 5 2022 - 10:00pm
Key West Brewfest is September 1, 2022 - September 5, 2022.Read more
goombay festival

Goombay Festival

Oct 21 2022 - 10:00am
This year’s Key West Goombay Festival will take place October 21 & 22, 2022 Let’s all get together and celebrate.Read more
Fantasy Fest 2022

Fantasy Fest Key West 2022

Oct 21 2022 - 8:00am to Oct 30 2022 - 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 Offshore Championship

Race World Offshore - Key West Championships

Nov 9 2022 - 7:15pm to Nov 13 2022 - 7:15pm
Photo Courtesy of Race World Offshore Facebook Race World Offshore returns to Key West for an amazing championship event. Five days of preparation and events (Sunday - Thursday) will precede three days of racing (Friday - Sunday). This is a great event for spectators. High-speed...Read more