May

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.

2024 Events Coming Soon

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.

Margarita Battle of the Bars Final!

The Marker Harbor Key West Resort will be hosting the 1st Annual Margarita Battle of the Bars. During the month of April, several bars around Key West will feature their best Don Julio margarita on their menus. On May 5th, the top five will be chosen and will have a final match at the 1st Annual Margarita Battle at The Marker Key West Harbor Resort, where attendees will have the opportunity to choose who has the best by sampling all five of the specialty cocktails created for this celebratory cocktail showdown.

Shakedown on the Green | Key West Island Market

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

Tangos to Tarantellas

The Music Room presents Tangos to Tarantellas, an annual children’s welfare fundraiser showcasing the best classical musicians in the Keys. The twist? They’re all under 18 years old. Join musical director Robin Kaplan and her students for “a happy hour soiree” of classical dance music while enjoying refreshments and delectable bites.