May is a fantastic time to visit Key West, with plenty of exciting events happening all month long. Whether you’re a foodie, music lover, or art enthusiast, there’s something for everyone to enjoy in this vibrant island paradise.
From food festivals to live music performances, there’s no shortage of things to see and do in Key West in May. So grab your calendar, pack your bags, and get ready for a month full of fun and excitement in this beautiful tropical destination.
Key West Calendar Of Events May 2026
Key West Calendar Of Events May 2026
One highlight of the month is the Key West Songwriters Festival, where talented musicians from all over the country come together to perform their original songs in intimate settings throughout the island. It’s a music lover’s dream come true!
If you’re a foodie, be sure to check out the Key West Bacchanalia, a culinary celebration featuring delicious dishes from some of the island’s top chefs. From seafood to key lime pie, you’ll find something to satisfy your taste buds at this mouthwatering event.
Art enthusiasts won’t want to miss the Key West Outdoor Art Festival, where local artists showcase their work in a stunning outdoor setting. Stroll through the booths, chat with the artists, and maybe even take home a unique piece to remember your trip by.
As the month comes to a close, don’t forget to check out the Key West Paddle Classic, a thrilling paddleboard race that takes participants through the crystal-clear waters surrounding the island. Whether you’re a seasoned pro or a beginner, it’s a fun and exciting way to end your May in Key West.
So mark your calendars, book your tickets, and get ready for an unforgettable month in Key West. With so many events to choose from, you’re sure to have a blast exploring all that this vibrant island has to offer in May 2026.
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Official Florida Keys Tourism Council Key West Events
