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 [...]
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 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 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 Charm: [...]
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! The holiday season is just around the [...]
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 [...]
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 [...]
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 [...]
Thursday, December 4 – FREE to attend 6:00pm – 8:00pm 2025 Pet Pictures with Santa™ – Hosted by The All Animal Clinic Professional photos by [...]