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 [...]
2026 Conch Republic Independence Celebration
Calling Conch Republic Patriots, Pirates and Partiers – Declare Your FUN-dependence! Head to Key West’s 44th Annual Conch Republic Independence Celebration 2026. Conch Republic Days [...]
⛵Schooner Wharf Wreckers Cup Race Series + Open Air Art & Music Affair 💙
⛵Schooner Wharf Wreckers Cup Race Series + Open Air Art & Music Affair 💙 Schooner Wharf Bar Wrecker's Cup Race Series [...]
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 [...]
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, [...]
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 [...]
New Year, Old Town Charm: Why January Is the Perfect Time to Experience the Key West Historic Seaport
New Year, Old Town Charm: Why January Is the Perfect Time to Experience the Key West Historic Seaport New Year, Old Charm: [...]
The Cheryl Cates Memorial Foundation And The Key West Holiday Season
The Cheryl Cates Memorial Foundation and The Key West Holiday Season The Cheryl Cates Memorial Foundation was founded in honor of Cheryl Hollon [...]
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 [...]
2025 “Holiday Classic Car Show” & Toy Drive
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 [...]