Key West Artisan Market

Higgs Memorial Beach Park 1000 Atlantic Blvd., Key West

Join the fun at the Key West Artisan Market on select Sundays! Discover local artisans showcasing colorful handmade crafts, unique jewelry, and delicious treats. Enjoy live music, tasty bites from local food vendors, and soak up the festive island vibes. It’s the perfect place to support creativity and find one-of-a-kind treasures!

Free

Key West Artisan Market

Higgs Memorial Beach Park 1000 Atlantic Blvd., Key West

Join the fun at the Key West Artisan Market on select Sundays! Discover local artisans showcasing colorful handmade crafts, unique jewelry, and delicious treats. Enjoy live music, tasty bites from local food vendors, and soak up the festive island vibes. It’s the perfect place to support creativity and find one-of-a-kind treasures!

Free

Key West Artisan Market

Higgs Memorial Beach Park 1000 Atlantic Blvd., Key West

Join the fun at the Key West Artisan Market on select Sundays! Discover local artisans showcasing colorful handmade crafts, unique jewelry, and delicious treats. Enjoy live music, tasty bites from local food vendors, and soak up the festive island vibes. It’s the perfect place to support creativity and find one-of-a-kind treasures!

Free

Key West Artisan Market

Higgs Memorial Beach Park 1000 Atlantic Blvd., Key West

Join the fun at the Key West Artisan Market on select Sundays! Discover local artisans showcasing colorful handmade crafts, unique jewelry, and delicious treats. Enjoy live music, tasty bites from local food vendors, and soak up the festive island vibes. It’s the perfect place to support creativity and find one-of-a-kind treasures!

Free

43rd Annual Conch Republic Days

It’s a celebration of fun for all and all for fun! Calling all Conch Republic Patriots, Pirates, and Partiers – declare your FUN-dependence! Join us for the 43rd Annual Conch Republic Independence Celebration in Key West in 2025. Conch Republic Days 2025 honors Key West’s One Human Family and the diversity of its Conch-stituents, all united in spreading Humor, Peace, and Respect globally!

Key West Artisan Market

Higgs Memorial Beach Park 1000 Atlantic Blvd., Key West

Join the fun at the Key West Artisan Market on select Sundays! Discover local artisans showcasing colorful handmade crafts, unique jewelry, and delicious treats. Enjoy live music, tasty bites from local food vendors, and soak up the festive island vibes. It’s the perfect place to support creativity and find one-of-a-kind treasures!

Free

Key West Artisan Market

Higgs Memorial Beach Park 1000 Atlantic Blvd., Key West

Join the fun at the Key West Artisan Market on select Sundays! Discover local artisans showcasing colorful handmade crafts, unique jewelry, and delicious treats. Enjoy live music, tasty bites from local food vendors, and soak up the festive island vibes. It’s the perfect place to support creativity and find one-of-a-kind treasures!

Free

Key West Songwriters Festival

The Key West Songwriters Festival is the world’s largest of its kind and a career-launching event for country talent. It has helped kickstart the careers of stars like Kacey Musgraves, Florida Georgia Line, Jake Owen, and Maren Morris. Now in its 29th year, the festival attracts music lovers to Key West for five days and nights of live music and storytelling from both established and up-and-coming songwriters.

Varies

Sunset Celebration at Mallory Square

Mallory Square 420 Wall St, Key West, FL, United States

Join locals and visitors each evening for Key West’s iconic Sunset Celebration — now with extra flair! From June 1 to June 20, enjoy nightly live music, street performers, artists, and food vendors, all leading up to the Summer Solstice on June 20.

Celebrate summer’s arrival with island vibes, stunning sunsets, and unforgettable entertainment on the water. Don’t miss it!

Key West Pride 2025

Celebrate Pride the Key West way — tropical, vibrant, and unapologetically free. This year’s theme, “Still Rising,” honors the LGBTQ+ community’s powerful history, resilience, and continued fight for equality. Whether you’re a first-time visitor or a returning friend of the island, Pride in Key West is a celebration like no other.

Key Lime Festival

Savor the tangy sweetness of the Florida Keys at the Key West Key Lime Festival, a mouthwatering celebration of the iconic citrus. Indulge in endless variations of this zesty fruit, from traditional pies to creative concoctions, crafted by local bakers and chefs. Dive into the festivities with pie-eating contests, rum tastings, and culinary demonstrations, all against the picturesque backdrop of Key West's tropical paradise.

Rum Fest Key West

Rum Fest Key West returns August 11–17, 2025, with a weeklong celebration of island vibes, world-class rums, live music, and tropical cuisine—all benefiting MARC Inc., a nonprofit supporting adults with developmental disabilities in the Keys. Highlights include the Grand Tasting at the Key West Theater on August 16, sunset sails with live music, master classes, a Rum Cake Competition, and sandbar parties. Special experiences include Hemingway-themed day trips to Cuba, a storytelling dinner at Pilar Distillery, and the Ti Punch Brunch at Southernmost Beach Resort.