Top Annual Events

Fort Myers comes alive with a vibrant lineup of events and festivals you'll want to plan a trip for. Come celebrate with us!

'Tween Waters Inn & Marina

The Island Hopper Songwriter Fest

Each fall, you can experience music and storytelling in a whole new way as the Fort Myers area sets the stage for one of Florida’s most unique festivals. Unlike traditional concerts, the 10-day Island Hopper Songwriter Fest in September invites you to connect with the stories behind the songs, as acclaimed BMI singer-songwriters perform in intimate settings like beachfront tiki bars, resort pool decks and open-air restaurants.

As you explore venues in downtown Fort Myers, Cape Coral and nearby islands and beaches, you’ll enjoy a laid-back atmosphere where the music feels personal and immersive.

Most Island Hopper performances are free, with the exception of headliner shows and select ticketed events. Wander from one set to the next, discover new artists and enjoy great food and scenic views along the way.

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Pink Shell Beach Resort

Katrina Cain

John Petronis

John Ellison

Sporting Events

Women’s basketball teams jumping for the opening tip-off at center court in a large indoor arena with spectators in the stands.

Fort Myers Tip-Off

See Major League Baseball stars from the Boston Red Sox and Minnesota Twins take the field during MLB spring training at Fort Myers’ stadiums as part of the Grapefruit League each February and March.

Catch top U.S. college basketball teams competing for glory every November during the Fort Myers Tip-Off and Coconut Hoops.

Winter Holiday Events

Celebrate the season as brightly decorated boats light up the water during the Fort Myers Beach Boat Parade and the Cape Coral Holiday Boat-a-long. Stroll through charming streets on Sanibel and Captiva during luminary events, where lanterns, candles and twinkling lights create a magical atmosphere.

Soak up the holiday spirit at events such as the Edison and Ford Winter Estates’ Holiday Nights and the Festival of Trees at Sidney & Berne Davis Art Center. Join in beloved traditions like the Lighting of the Boca Grande Lighthouse or ring in the new year at Fort Myers’ Downtown Countdown.

Pink flamingo lawn decorations dressed in Santa hats and wrapped in holiday lights, displayed outdoors at dusk.

Large, detailed sand sculpture of a whimsical creature rising from the beach, with people and tents in the background.

American Sandsculpting Championship, Fort Myers Beach

Art-Themed Events and Festivals

Throughout the year, feel inspired by the arts (and by our beautiful outdoor settings) as you explore cultural events and enjoy live music festivals.

Springtime brings two film festivals to the Fort Myers area, with a live theater festival in early summer. In the fall, marvel at incredible sand creations during the American Sandsculpting Championship in Fort Myers.

Food Festivities

Be sure to come hungry for beloved events like the Fort Myers Seafood & Music Festival and the Fort Myers Beach Shrimp Festival & Parade. Celebrate the sweetness of a local crop at MangoMania, or have some hoppy fun at Oktoberfest.

If you’re eager to sample local dishes, plan your visit around Sizzle Dining throughout September.

Group of people in traditional Oktoberfest outfits holding beer steins, standing outdoors under blue-and-white flags at a festival.

Cape Coral Oktoberfest, @pointybelbrew

Crowd gathered at dusk watching colorful fireworks in the sky beside a large illuminated street clock.

Times Square, Fort Myers Beach, @tonypiercekc

Events Worth Traveling For

See our full list of top annual and ongoing events. Or, as your vacation approaches, visit our event calendar for the latest information, including times, locations and other details.