26th Annual Key West Marathon and Runfest
26th Annual Key West Marathon and Runfest January 14th - Half Marathon starts at 6:30am and the 5K starts at 7:00am. Key West Half Marathon [...]
20 events found.
Key West
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Schooner Wharf Knot & Shot Competition
Schooner Wharf Bar 202 William St, Key West, FL, United States2024 Schooner Wharf Knot & Shot Competition Key West wouldn't be Key West without sailors and Schooner Wharf Bar, and sailors wouldn't be sailors without [...]
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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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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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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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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 [...]
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20th Annual Pet Pictures with Santa™ – Hosted by The All Animal Clinic
Thursday, December 4 – FREE to attend 6:00pm – 8:00pm 2025 Pet Pictures with Santa™ – Hosted by The All Animal Clinic Professional photos by [...]
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Schooner Wharf Bar 2025 Tree Trimming Party and Toy Drive
Sunday, December 7 – FREE to Attend Schooner Wharf Bar 2025 Tree Trimming Party and Toy Drive Starting at 6:00PM LOCATION: Schooner Wharf Bar and Galley [...]
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Schooner Appledore Lighted Boat Parade Party
Saturday, Dec. 13 Schooner Appledore Lighted Boat Parade Party 7:30pm – 9:30pm Be a participant in the 2025 The Lighted Parade aboard the Schooner Appledore [...]
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The 34th Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade
The 34th Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade sails into the holiday season on Dec. 13th. Key West’s Historic Seaport has been transformed [...]
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2025 “Holiday Classic Car Show” & Toy Drive
Conch Republic Seafood Company parking lot – on the Harbor Walk of Lights at Greene St.Sunday, December 21 The Florida Keys Southernmost Car Club presents 2025 “Holiday Classic Car Show” & Toy Drive FREE • 11:00am – 3:00pm LOCATION: Conch Republic [...]
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28th ANNUAL KEY WEST HALF MARATHON & RUNFEST
28th ANNUAL KEY WEST HALF MARATHON & RUNFEST Week-end of January 16-18, 2026 Saturday, January 17th, 2026 – 5K – Start time 7:00 am – 10K [...]
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The Southernmost Regatta 2026
The Southernmost Regatta 2026 Top sailing teams from around the world compete in the azure waters off Key West, showcasing colorful sails and avid [...]
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Mile 0 Fest 2026
Mile 0 Fest 2026 Key West Mile 0 Fest is a five-day Red Dirt and Americana music festival held every year in Key West, Florida, [...]