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 [...]
Schooner Wharf Bar 2025 Tree Trimming Party and Toy Drive
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 [...]
20th Annual Pet Pictures with Santa™ – Hosted by The All Animal Clinic
Thursday, December 4 – FREE to attend 6:00pm – 8:00pm 2025 Pet Pictures with Santa™ – Hosted by The All Animal Clinic Professional photos by [...]
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 [...]
The 34th Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade
The 34th Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade sails into the holiday season on Dec. 13th. Key West’s Historic Seaport has been transformed [...]
Key West Historic Seaport Giveaway – Jimmy Buffett’s Coral Reefer Band Keepin’ the Party Going
Key West Historic Seaport Giveaway - Jimmy Buffett’s Coral Reefer Band Keepin’ the Party Going For over five decades, Jimmy Buffett and [...]