All Day

The Southernmost Regatta

The Southernmost Regatta event in Key West presents five days of exhilarating racing set against the stunning backdrop of the island's azure waters. Open to both One Design and ORC Racing/Cruising Keelboats, it provides a thrilling opportunity to compete on the open sea while immersing oneself in the vibrant island culture. As winter chills settle in elsewhere, participants can bask in the warmth of camaraderie, rekindling friendships amidst the excitement of competitive sailing.

Mile 0 Fest

Coffee Butler Amphitheater 21 Quay Rd, Key West

Calling all music lovers! Mile 0 Fest Key West truly combines great music with the charm of island life. From the laid-back atmosphere to the amazing lineup of artists, it's the perfect way to enjoy both your favorite tunes and the unique beauty of Key West. Whether you're there for the music, the sun, or just to soak up the local culture, it’s bound to be an unforgettable experience. Do you have a favorite artist or band you're hoping to see?