Bight Before Christmas Lighting of The Bight: Key West Harbor Walk of Lights 2024 Wednesday, Nov. 27 – Free Main Harbor Walk Lighting at [...]
Key West Art & Historical Society Historic Seaport Sail: Harry S. Truman in Key West Two Hour Historic Harbor Tour with Truman Little White House [...]
The Southernmost Regatta - 2025 Top sailing teams from around the world compete in the azure waters off Key West, showcasing colorful sails and avid [...]
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 [...]
The 2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series The 2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series The much anticipated [...]
The Blue Angels & other military & civilian acts will fill the skies of the Florida Keys March 29-30th, at the NAS Key West [...]
43rd Annual Conch Republic Independence Celebration Get your tickets here!
The Key West Songwriters Festival is the largest festival of its kind in the world, and known as a career starter for top country talent. [...]
2025 Schooner Wharf Bar Minimal Regatta Calling All Ship Wrights! Sunday, May 25, 2025 Minimal Regatta Construction Rules 1. One sheet of 4' x [...]
KEY WEST PRIDE 2025! SPONSORED IN PART BY Celebrate PRIDE on a tropical island that is legendary for its laid-back style and its open and [...]
Taste the Keys is a month-long culinary celebration running October 1–31, showcasing delicious cuisine from some of the best restaurants in the Florida Keys. Enjoy [...]
Just a Few Friends Key West 2025 August 29 – September 1, 2025 A four-day island celebration honoring Jimmy Buffett’s legacy with live music, food, [...]
Key West Fantasy Fest 2025 - October 17-26, 2025! Fantasy Fest Background: Fantasy Fest is an annual 10-day party in paradise for grown-ups. Started in [...]
WAYS TO WATCH LIVE! Key West, FL – November 5th, 7th, & 9th, 2025 Race World Offshore is gearing up to deliver an unforgettable week [...]
Wednesday, Nov. 26 – Free The Lighting of the 2025 “Harbor Walk of Lights” at the Key West Historic Seaport Main Harbor Walk Lighting at [...]
Thursday, December 4 – FREE to attend 6:00pm – 8:00pm 2025 Pet Pictures with Santa™ – Hosted by The All Animal Clinic Professional photos by [...]
Saturday, December 6 – FREE 2025 Key West City “Hometown Holiday Parade” Starts at 6:30pm LOCATION: Parade starts on Truman Ave. (at White St.) then proceeds [...]
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 [...]
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 [...]
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 [...]
