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37th Annual Schooner Wharf Wrecker’s Cup Race

Schooner Wharf Bar 202 William St, Key West, FL

  Ahoy Mates! It's time to clean the bottom and pile on the sails. This all-in-fun race series recalls the tradition of the wreckers in [...]

25 Years of Magic at Schooner Wharf Celebration

Schooner Wharf Bar 202 William St, Key West, FL

Celebrating 25 Years of Magic at Schooner Wharf! Sunday, May 15th, Schooner Wharf celebrates 25 years of their very own Comedy Magic Bar featuring Frank [...]

Free

Schooner Wharf 31st Annual Minimal Regatta!

Schooner Wharf Bar 202 William St, Key West, FL

31st ANNUAL SCHOONER WHARF MINIMAL REGATTA Calling All Boat Builders and Would-Be Shipwrights Supplies are limited, but the creativity is endless at Schooner Wharf Bar on Sunday, [...]

Free

Key West Pride 2022

  Celebrate PRIDE on a tropical island that is legendary for its laid-back style and its open and accepting atmosphere. Whether you’re looking to party [...]

Free

Fury Key West Two-Hour Sunset Sail

6:30 pm – Fury Sunset Sail Join Fury as they put a new twist on the Tea Dance!  This two-hour sunset sail is hosted on one of Fury’s [...]

Blu Q Sunset Sail

6:30 pm – Sunset Sails Open to All Adults (21+) LGBTQ+BYOB! Set sail on the Blu Q Catamaran for a scenic harbor tour and FAB sunset. You [...]

Blu Q All Male Sailing Day Trip

11 am – All Male Day Trip aboard the Blu Q! All Male + Clothing Optional 🏳️‍🌈 • Snorkel and relax on a Sandbar (May through October [...]

Blu Q All Male Sailing Day Trip

11 am – All Male Day Trip aboard the Blu Q! All Male + Clothing Optional 🏳️‍🌈 • Snorkel and relax on a Sandbar (May through October [...]

Hemingway Days 2022

Fans of Ernest Hemingway’s literary greatness and vigorous life, including scores of bearded Hemingway look-alikes, are to converge on Key West Tuesday through Sunday, July [...]

25th Annual Key West Lobsterfest

  Make your plans now for the biggest party of the summer with the 25th Annual Key West Lobsterfest from August 11th to August 14th! [...]

Half Shell Raw Bar 50th Anniversary Seafood Festival

Half Shell Raw Bar 231 Margaret St, Key West

Celebrate Half Shell Raw Bar's 50th Anniversary of Shucking Awesomeness on Saturday, August 27, 2022 from 12:00 noon to 10:00 P.M.! For more information, visit [...]

Schooner Wharf’s 2022 Mel Fisher Celebration

Schooner Wharf Bar 202 William St, Key West, FL

Trade treasure tales and priceless memories of Key West’s King – Mel Fisher! Spend a golden evening at Schooner Wharf Bar, where Spanish galleons, treasure [...]

Free

25th Annual Key West Paddle Classic

Higgs Beach 100 Atlantic Blvd, Key West, FL

Watersports enthusiasts on paddleboards and other self-propelled watercraft can race Key West on Saturday, Oct. 1, 2022 at the 25th annual Key West Paddle Classic! [...]

Key West Fantasy Fest 2022

Key West Fantasy Fest is an exciting annual event that takes place in October. Every fall, the streets of Key West come to life for [...]

Reef Relief Under-The-Sea Party

Dante's Key West 955 Caroline Street, Key West, FL

Reef Relief will be hosting an “Under the Sea Party” fundraiser at Dante’s Key West Pool Bar and Restaurant sponsored by Ocean Vodka, on Monday, [...]