World Champion Powerboat Races
TWO GREAT WAYS TO WATCH THE RACES Come feel the thrill and experience the energy! You can be a part of all the action onboard [...]
The Florida Keys Southernmost Car Club 2026 Holiday Classic Car Show & Toy Drive
Sunday, December 20 The Florida Keys Southernmost Car Club presents 2026 “Holiday Classic Car Show” & Toy Drive FREE • 11:00am – 3:00pm LOCATION: Conch [...]
Schooner Appledore Lighted Boat Parade Party
Saturday, December 12 Schooner Appledore Lighted Boat Parade Party 7:30pm – 9:30pm Be a participant in the 2026 The Lighted Parade aboard the Schooner Appledore [...]
2026 Key West City Hometown Holiday Parade
Saturday, December 5 – FREE 2026 Key West City Hometown Holiday Parade Starts at 6:30pm LOCATION: Parade starts on Truman Ave. (at White St.) then [...]
21st Annual Pet Pictures with Santa™ – Hosted by The All Animal Clinic
Thursday, December 3 – FREE to Attend 6:00pm – 8:00pm 21st Annual Pet Pictures with Santa™ – Hosted by The All Animal Clinic Professional photos [...]
Powerboat Village in the Key West Historic Seaport
Powerboat Village in the Key West Historic Seaport November 4 at 11:30 AM - November 7 at 11:00 PM Right outside Conch Republic Seafood Co. [...]
Key West Oyster Fest
Key West Oyster Fest 2026 A New Celebration Hits the Key West Historic Seaport! On Saturday, November 14, 2026, the Key West Historic Seaport will become [...]
Key West Lobsterfest 2026
Lobsterfest is a signature Key West tradition. Whether you’re here for the buttery tails or the island vibes, this is one summer celebration you won’t [...]
The Annual Key Lime Festival 2026
Key Lime Festival 2026 — Love & Limes in Key West Dates: July 1 – July 5, 2026Location: Key West, Florida The Key Lime Festival 2026 returns [...]
37th Anniversary Hemingway 5K Sunset Run & Key West Beach N’ Beer Mile
Runners and walkers can test their skills and celebrate Ernest Hemingway’s sporting lifestyle Saturday, July 25th and the Beer Mile on July 26th during [...]