Experience the Best of Key West's Spring Festivals and Events

If you plan a Key West trip this spring, you’re in luck. The island is abuzz with an array of festivals and events. Celebrate the Florida Keys’ 200-year history with a concert, catch the awe-inspiring Blue Angels air show, indulge in an array of culinary experiences at the Taste of Key West, and let the music and singer-songwriters move you at the Key West Songwriters Festival. Don’t forget about the 41st Conch Republic Independence Celebration, as it promises to be a wild and wacky time that’s not to be missed. We’ve rounded up the top festivals and events that will make your Key West visit unforgettable. 

What’s Happening in March

Experience the Best of Key West's Spring Festivals and Events

Photo credit: Nick Doll Photography

The 200 Years of Paradise Kick-Off Concert is at Coffee Butler Amphitheater at Truman Waterfront Park. The event will feature local musician Nick Norman and regional trop-rock all-star Howard Livingston, and the event will also screen South Florida PBS’ documentary, “The Florida Keys: 200 Years of Paradise.” Gates will open at 5 p.m., and the program will begin at 6 p.m. Admission is free, so arrive early to get a good spot! Wait, there’s more!  A drone “fireworks” display is scheduled to cap the evening’s attractions. Plans call for 250 drones illuminating the sky over Truman Waterfront Park with imagery highlighting the Keys and their bicentennial.  Learn more about the 200 Years of Paradise Kick-Off Concert. 

What’s Happening in April

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Naval Air Station Key West hosts the Southernmost Air Spectacular on April 15th and 16th, featuring the renowned U.S. Navy Blue Angels. Catch the Blue Angels’ performance at 2:30 p.m., along with spectacular flying, static displays, Kid’s Zone, souvenirs, and concessions.

From April 21-30, the 41st Annual Conch Republic Independence Celebration will offer a fun-filled and unconventional experience. The celebration features a plethora of crazy and exciting activities, such as the Raising of the Flags at Mallory Square, Bed Races, the World’s Longest Parade, Drag Races on Duval, the Pirates Ball, and more. Be sure to get your hands on the official Conch Republic Passport, complete with the official seal and signed by the Secretary-General. Learn more about the Conch Republic Independence Celebration.

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Finally, indulge in an array of small plates from the best restaurants and food vendors in the Lower Keys and Key West at the Taste of Key West on April 24th. Gates open at 6 PM for FREE general admission, with food and beverage tickets and packages available for purchase. Don’t miss out on the opportunity to indulge in some of the best food, drinks, and wine the island offers, all while supporting a good cause – The SMART Ride, benefiting Florida agencies specializing in healthcare and assistance for people living with HIV/AIDS.

Taste of Key West takes place at Truman Waterfront Park. Learn more about the Taste of Key West

What’s Happening in May

Experience the Best of Key West's Spring Festivals and Events 1

Photo credit: Key West Songwriters Festival

The Key West Songwriters Festival, May 3rd  – 7th, celebrates the faces, voices, and stories behind the songs. There will be 150 + performers and 50 + shows entertaining our island. Enjoy live music performances by some of the best singer-songwriters at various venues, including beaches, boats, bars, resorts (including ours), and theaters. This year’s festival features performances by Jelly Roll, Elle King, Mitchell Tenpenny, Rivers Rutherford, Raul Malo, The Love Junkies, Robert Randolph, and many more. A free show on the Duval Street Stage featuring Michael Ray is on May 6th.  The festival lineup continues to drop daily, so stay tuned for the latest updates and find out who’s performing at our Key West Beach Resort

Southernmost Beach Resort is a proud sponsor of the Key West Songwriters Festival, and we can’t wait to see you and meet all the artists joining us for this year’s festivities.  Learn more about Key West Songwriters Festival.

Key West is calling your name this spring! Whether you’re a foodie, music lover, or history buff, there’s something for everyone! Don’t miss out on the excitement, and get ready to immerse yourself in the island culture. #somolife