Schooner Wharf Bar Minimal Regatta – May 26, 2024
Watch sailors make a splash in homemade vessels made from plywood and duct tape in the craziest regatta you'll ever see on the waters of [...]
20 events found.
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Key West Pride 2024
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 with [...]
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Hemingway 5K Sunset Run & Paddleboard Race
Runners, walkvers and paddleboard enthusiasts can test their skills and celebrate Ernest Hemingway’s sporting lifestyle Saturday, July 20th during the Hemingway 5k Sunset Run and [...]
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27th Annual Key West Lobsterfest
A Celebration of our favorite Crustacean: August 8-11, 2024! Lobsterfest Schedule of Events August 8 - 11, 2024 Thurs Aug 8 Original Lobster Boil [...]
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Inaugural Key West Rumfest
Presenting the 2024 Rum Fest Welcome to America’s Southernmost continental Caribbean Island, What better place is there to celebrate RUM. August 16th is National Rum Day. [...]
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Key West Brewfest 2024
Southernmost Beach Resort 1319 Duval Street, Key West, FL, United StatesBrewfest is a multi-day festival hosted by Southernmost Beach Resort! It includes beer pairing dinners, pool parties, tap takeovers, and culminates with a signature tasting [...]
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1st Annual Just a Few Friends Key West Favorite Son Celebration in Honor of Jimmy Buffett
Come celebrate the life of Jimmy Buffett at the 1st Annual Just a Few Friends Key West Favorite Son Celebration August 30-September 2, 2024! "Join [...]
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Key West Fantasy Fest 2024
Fantasy Fest 602 Greene Street, Key West, FL, United StatesKey West Fantasy Fest 2024! Key West Fantasy Fest 2024 is an annual 10-day party in paradise for grown-ups! Started in 1979 by a small [...]
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Bight Before Christmas Lighting of The Bight: Key West Harbor Walk of Lights 2024
Harbor Walk of Lights - 16' Nautical Christmas Tree at the foot of Williams St.Bight Before Christmas Lighting of The Bight: Key West Harbor Walk of Lights 2024 Wednesday, Nov. 27 – Free Main Harbor Walk Lighting at [...]
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Schooner Wharf Bar 2024 Tree Trimming Party and Toy Drive
Schooner Wharf Bar 202 William St, Key West, FL, United StatesSunday, December 1 – FREE to Attend Schooner Wharf Bar 2024 Tree Trimming Party and Toy Drive Starting at 6:00PM LOCATION: Schooner Wharf Bar and Galley [...]
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2024 Pet Pictures with Santa™ – Hosted by The All Animal Clinic
At the 16’ Nautical Christmas Tree on the Harbor Walk of Lights at William St.Thursday, December 5 – FREE to attend 6:00pm – 8:00pm 2024 Pet Pictures with Santa™ – Hosted by The All Animal Clinic Professional photos by [...]
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2024 Key West City “Hometown Holiday Parade”
2024 Key West City “Hometown Holiday Parade” SATURDAY, DECEMBER 7, 2024 - FREE! Starts at 6:30pm LOCATION: Parade starts on Truman Ave. (at White St.) then [...]
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Key West Art & Historical Society Historic Seaport Sail: Harry S. Truman in Key West
Key West Art & Historical Society Historic Seaport Sail: Harry S. Truman in Key West Two Hour Historic Harbor Tour with Truman Little White House [...]
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The Southernmost Regatta – 2025
The Southernmost Regatta - 2025 Top sailing teams from around the world compete in the azure waters off Key West, showcasing colorful sails and avid [...]
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2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series
2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series The much anticipated Schooner Wharf Bar Wrecker’s Cup Race Series is scheduled for the last [...]
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2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series
The 2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series The 2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series The much anticipated [...]
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NAS Key West Southernmost Air Spectacular March 29 and 30, 2025
The Blue Angels & other military & civilian acts will fill the skies of the Florida Keys March 29-30th, at the NAS Key West [...]
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43rd Annual Conch Republic Independence Celebration
43rd Annual Conch Republic Independence Celebration Get your tickets here!
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Key West Songwriters Festival 2025
The Key West Songwriters Festival is the largest festival of its kind in the world, and known as a career starter for top country talent. [...]
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2025 Schooner Wharf Bar Minimal Regatta
2025 Schooner Wharf Bar Minimal Regatta Calling All Ship Wrights! Sunday, May 25, 2025 Minimal Regatta Construction Rules 1. One sheet of 4' x [...]
