May

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Local Residents Ride Free

Learn new things about your town this month! Monroe County residents can take advantage of some of our tours and attractions for FREE when accompanied by a full fare adult paid guest with Hometown Pass!

Go to Hometown Pass for more information.

2025 Events Coming Soon

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Key West Songwriters Festival

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. The festival has kicked off the careers of household names such as Kacey Musgraves, Florida Georgia Line, Jake Owen, Michael Ray, Randy Houser, and Maren Morris. In its 27th year, KWSF has grown into a top destination for music lovers who flock to Key West for five days and nights of live music and storytelling from veteran songwriters and the next big hit-makers.

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Shakedown On The Green - Key West Island Market

This is a family friendly, Key West Island Market featuring local goods, artists, food trucks & more!

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Garden Glow Party

We invite you to join us Tuesdays for our Garden Glow Party at The Salty Lime pool bar at the Hilton Garden Inn. Relax and float in a pool bathed in a luminescent glow. Dance the evening away to our DJ, all while sipping on one of our tropical concoctions. Don’t forget to bring your swim suit!

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Cars & Coffee Key West

Cars & Coffee Key West is the third Sunday of every month. Open to all years, makes and models. Everyone is welcome!!!! This event is fun for the whole family!

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33rd Annual Schooner Wharf Minimal Regatta

We hope to make a splash with our homemade vessels created out of plywood & duct tape. Build a boat from minimal materials and compete against others in the Key West Bight. The craziest regatta you’ll ever see. Join us for some wet and wacky fun!