Around the Resort
Local Events
Calendar of Events

All year long, our island guests can enjoy a variety of Key West events and festivals that will leave you with memories for a lifetime. Let us help you plan fun days and unforgettable nights during your next trip to Key West! Browse through our exciting Key West events, tourist attractions, and festivals, and then book your stay at The Inn at Key West!

Upcoming Special Events in Key West:

Friday, March 25th - 8pm

Reggae at Sunset Pier
Pato Banton and The Now Generation
Free Concert

“A Pato Banton concert is an event not to be missed and an experience not to be forgotten.”
Positive Vibrations abound with a beat to keep you on your dancing feet, while Pato delivers a message that is food for the mind and soul. Many have said that the positivity generated from the stage has changed their lives forever giving them the strength to Stay Positive & Never Give In!

April 2
Seventh Annual Florida Keys Ocean Festival & Waterfront Craft Show
Truman Waterfront
Key West, FL 33040

Presented by Florida-based Mote Marine Laboratory, the annual event features a kids' fishing seminar, touch tanks and live animals, educational activities, a planned art auction, marine-themed games, refreshments, food and local vendors. The show is set to take place at the Florida Keys Eco-Discovery Center on Truman Waterfront, and celebrates the treasured Keys waters and environment.
Contact: Jason Wolf at 305-393-6022

April 9, 2016 / 6:45 AM - 9:00 AM
35th Annual 7 Mile Bridge Run
A field of 1,500 runners participate in the annual foot race across the longest of the 43 bridges that help comprise the Florida Keys Overseas Highway. Sponsored by the Marathon Runners Club.
Contact: 305-395-7040 /

April 18, 2016 / 6:00 PM - 9:00 PM
21st Annual Taste of Key West
Truman Waterfront
The 21st Annual Taste of Key West will be held from 6 to 9 p.m., Monday, April 18th, 2016 on the Truman Waterfront Pier at the end of Southard Street as a benefit for AIDS Help. During the three-hour event, foodies can stroll a horseshoe of edibles, savory and sweet, along the Waterfront, from appetizers and main course bites to sinfully-rich desserts. Over 50 participating restaurants give us their time, staffs and product...chefs create gourmet bites of Keys cuisine...vintages from 100 wineries and vineyards are provided by the Republic National Distributing Company.
For more information, please contact 305-296-6196.

April 22 - May 01, 2016
34th Annual Conch Republic Independence Celebration
With activities ranging from wacky bed races to a lighthearted sea battle featuring tall ships, the Conch Republic's 10 day birthday party showcases the independent eccentric spirit that characterizes the Florida Keys.

Contact: 305-296-0213

May 4 - 8
21st Annual Key West Songwriters' Festival
The 21st-annual showcase of musical magic features America's foremost performing songwirters, with concerts staged in intimate, audience-friendly island settings.
Contact: Charlie Bauer at 305-304-0814

Wednesday, May 4, 2016
Key West Songwriters Festival 2016 Kick-off Party
6:00pm - Rhett Akins Band
8:00pm - Claire Finley & Friends featuring Hiram Garzaro, Rick Fusco & Matt Backer

Thursday May 5, 2016
The Inn at Key West - OASIS Pool Party
1:00pm - Jordan Minton & Brandon Ray
2:00pm - James McNair & Eric Dodd
3:00pm - Love & Theft

Friday, May 6, 2016
The Inn at Key West - OASIS Happy Hour
5:00pm - Dixie Jade
6:00pm - Chris Bandi, Bridgette Tatum

Friday, May 6, 2016
2:00pm - High South
3:00pm - Hannah Bethel, Adam Searan & Krysta Nick

Saturday, May 7, 2016
2:00pm - Clayton Anderson & Megan Linville
3:00pm - Amanda Flynn & Arlis Albritton & Cliff Cody

June 8 - 12, 2016
Key West Pride
Key West shows its Pride every day, and this is your chance to be a part of the celebration! This five day celebration includes a film festival, dance parties, drag shows, bike tours, clothing-optional pool parties, water excursions, a street fair, Pride Pageants, and a 'Pride in Our Community' Parade down Duval Street.

Contact: 305-294-4603 /

July 14 - 16, 2016
Mel Fisher Days
enthusiasts celebrate the anniversary of Fisher's discovery of the shipwrecked Spanish galleon Nuestra Señora de Atocha.
Contact: 305-296-6534

July 20 - 24, 2016
Hemingway Days
The 36th annual celebration of the legendary author's work and lifestyle features literary readings, a theatrical premiere, short story competition, fishing tournament, Sloppy Joe's Look-Alike Contest and birthday "party" commemorating Ernest's July 21st birthday.

Running of the Bulls: Saturday, July 23rd at 1:00 p.m.
Contact: 305-296-2388 (Look-Alike); 305-797-0579 (literary)

August 11 - 14, 2016
Key West Lobster Fest
Every year Key West celebrates the opening of Lobster Season by throwing the biggest party of the summer. Thousands of lobster lovers descend on Key West for four glorious days and nights.
Contact 305-294-7170

September 01 - 05, 2016
Seven Annual Key West Brewfest
More than 150 beers and micro-brews are on tap at this "tasty" annual event that benefits the charitable efforts of the Key West Sunrise Rotary Club of the Conch Republic. Events from beer dinners, beer brunches, happy hour parties, pool parties, late-night parties, seminars and the Signature Tasting Festival Event are some of the offered activities.

Contact: 800-354-4455

October 21 - 30, 2016
38th Annual Fantasy Fest
Contact: 305-296-1817 /

November 2 - 6, 2016
25th Annual Parrot Heads "Meeting of the Minds"
The annual event for those interested in the tropical lifestyle and music that Jimmy Buffett personifies.

November 06 - 13, 2016
36th Annual Key West World Championship Super Boat Races
Super Boat International returns with teams from all around the world who compete April through October in the National Series Points races and concludes in November for the famous Key West World Championships.

Contact Super Boat International at 305-296-6166 or visit

December 03, 2016 / 7:00 PM
Key West Annual Holiday Parade
Truman Avenue & Duval Street
Key West, FL 33040
Contact the City Manager's Office at 305-809-3881.