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 [...]
2025 Bight Before Christmas Festivities at Key West Historic Seaport Are Just Around The Corner!
2025 Bight Before Christmas Festivities at Key West Historic Seaport Are Just Around The Corner! The holiday season is just around the [...]
Bight Before Christmas Lighting of The Bight: Key West Harbor Walk of Lights 2025
Wednesday, Nov. 26 – Free The Lighting of the 2025 “Harbor Walk of Lights” at the Key West Historic Seaport Main Harbor Walk Lighting at [...]
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 [...]
Key West Fantasy Fest 2024
Key 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 [...]
Discover the Magic of Key West: Summer Events You Can’t Miss!
Discover the Magic of Key West: Summer Events You Can't Miss! Key West is world-renowned for its vibrant culture, stunning sunsets, and endless opportunities for [...]
Exploring Key West Historic Seaport: A Summer Adventure Guide
Embark on Your Summer Adventure at Key West Historic Seaport! Welcome aboard, fellow travelers, to the vibrant heart of Key West: the Key [...]
Raise Your Glass: St. Patrick’s Day Rooftop Bash at Key West’s Waterfront Brewery 2024
Raise Your Glass: St. Patrick's Day Rooftop Bash at Key West's Waterfront Brewery At the charming Key West Historic Seaport district, where the sun [...]
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 [...]
Womenfest Key West 2023
For decades, Key West’s Womenfest (5-day celebration) has attracted thousands of lesbians, transwomen, and allies to what is arguably the premier LGBTQ+ vacation destination in [...]