Area Events & Activities

Date(s): April 30 – May 4, 2025 Location: Various venues throughout Key West including Southernmost Beach Resort, The Green Parrot, Smokin’ Tuna Saloon, and more Description: If you love music […]

Date(s): May 17 – 18, 2025 Location: Point-to-point race from Key Largo to Higgs Beach, Key West, FL 33040 Description: Looking for a front-row seat to one of the most […]

Date(s): June 1 – 20, 2025 Location: Mallory Square, 400 Wall St, Key West, FL 33040 Description: Get ready to toast the sun in true Key West style! The Summer […]

Date(s): June 6 – 8, 2025 Location: Sugarloaf Key, FL (Sugarloaf Marina, 17015 Overseas Hwy, Sugarloaf Key, FL 33042) Description: Reel in the fun at the 32nd Annual Lower Keys […]

Date(s): June 13 – 15, 2025 Location: Stock Island Marina Village, 7005 Shrimp Rd, Stock Island, FL 33040 Description: Get ready to cast off for a cause at the Key […]

Date(s): Saturday, June 14, 2025​ Location: Higgs Beach, 1000 Atlantic Blvd, Key West, FL 33040​ACTIVE.com+5Swim Around Key West+5swimaroundkeywest.com+5 Description: Ready to make a splash? Join the locals and fellow adventurers […]

Date(s): June 22–29, 2025​ Location: Various venues across Key West, FL​ Description: Celebrate love, resilience, and unity at the Key West Pride Festival 2025! This year's theme, “Still Rising,” honors […]

Date(s): July 2–6, 2025​Florida Weekly Key West+4Key West Concierge+4Dwell Key West+4 Location: Various venues across Key West, FL​ Description: Get ready to pucker up and party! The Key Lime Festival […]

Date(s): July 23–27, 2025​ Location: Various venues across Key West, FL​ Description: Calling all fans of adventure, literature, and a good time—Hemingway Days is back! This annual celebration honors the […]

Date(s): August 13–17, 2025​ Location: Various venues across Key West, FL​ Description: Raise your glass and toast to the tropics—Rum Fest Key West is back for another spirited celebration! This […]