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 [...]
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 [...]
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 [...]
43rd Annual Conch Republic Independence Celebration
43rd Annual Conch Republic Independence Celebration Get your tickets here!
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. [...]
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 [...]
Key West Pride 2025
KEY WEST PRIDE 2025! SPONSORED IN PART BY Celebrate PRIDE on a tropical island that is legendary for its laid-back style and its open and [...]
Taste of The Keys
Taste the Keys is a month-long culinary celebration running October 1–31, showcasing delicious cuisine from some of the best restaurants in the Florida Keys. Enjoy [...]
Just a Few Friends Key West 2025
Just a Few Friends Key West 2025 August 29 – September 1, 2025 A four-day island celebration honoring Jimmy Buffett’s legacy with live music, food, [...]
Key West Fantasy Fest 2025
Key West Fantasy Fest 2025 - October 17-26, 2025! Fantasy Fest Background: Fantasy Fest is an annual 10-day party in paradise for grown-ups. Started in [...]