37th Anniversary Hemingway 5K Sunset Run & Key West Beach N’ Beer Mile
Runners and walkers can test their skills and celebrate Ernest Hemingway’s sporting lifestyle Saturday, July 25th and the Beer Mile on July 26th during [...]
Conch Republic Independence Celebration Victory Party and Surrender Ceremony of the Great Sea Battle – April 24
Conch Republic Independence Celebration Victory Party and Surrender Ceremony of the Great Sea Battle April 24, 2026 Piracy on the high seas must be stopped... [...]
Key West Pride 2026
Key West Pride 2026 Every June, Key West Pride turns the island into a vibrant, inclusive festival full of color, community, and celebration. This weeklong [...]
SCHOONER WHARF WEEKEND OF ST. PATRICK’S DAY CELEBRATION 2026
SCHOONER WHARF WEEKEND OF ST. PATRICK’S DAY CELEBRATION 2026 Come and “Go Green” at Schooner Wharf Bar while enjoying Black and Tans, green beer, schnapps, [...]
Raise Your Glass: St. Patrick’s Day 2026 At The Key West Historic Seaport
Raise Your Glass: St. Patrick's Day 2026 at the Key West Historic Seaport Celebrate St. Patrick’s Day at the Key West Historic Seaport [...]
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 [...]