Things to Do
In The Florida Keys, adventure is just a footstep (or paddle, or fin) away. Whether you’re chasing sunrise paddle-trips, sunset sails, or discovering hidden mangrove tunnels, there’s always something new to try. Museums, wildlife tours, water sports, quirky local events—every destination brings its own flavor of fun. These listings span every kind of experience: rugged and wild, soft and serene, absurdly beautiful. So map out some time, pack your curiosity, and let the Keys pull you in.
On Island Time at Island Fest
Art, Crafts, Great Food.....Oh my!
From vintage cars to vibrant arts and crafts, at the Islamorada Island Fest March 28-28 you can spend your day savoring keys cuisine, listening to local live music or running into friends from across the island chain.
Get back to the roots of the islands
Afro Roots Fest in Islamorada
Experience a weekend April 3-5 that showcases the roots of the islands through music and the diverse cultures that have formed the communities and laid back vibe locals and visitors can't get enough of.
I would walk 120 miles
Explore the keys by foot
The Florida Keys offer numerous places to stretch your legs to explore the beautiful and unique natural ecosystems found throughout the chain of islands.
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Marathon
Paradise Watersports Rentals
Explore the Florida Keys with top-quality boat and jet ski rentals for unforgettable adventures!
Marathon
Keys Vacation Supply Rentals
Trusted Florida Keys rentals delivered to you—bikes, beach gear, baby & more!
Key West
Key West Flags LLC
Key West Flags — online store specializing in Conch Republic and Key West–branded flags, accessories and custom design goods.
Marathon
Children's Rotary Park
Children's Rotary Park in Marathon, Florida, features a wooden playground with slides, tunnels, and themed play structures, plus a picnic pavilion, restrooms, and a dog park.
Marathon
Food For Thought
Natural wellness café and market with organic, vegan, and gluten-free delights.
Islamorada
Sunrise Cuban Market & Cafe
Sunrise Cuban Cafe & Market — authentic Cuban cuisine, breakfast through dinner, right on the Overseas Highway in Tavernier.
Key West
Guild Hall Gallery
Key West’s oldest cooperative art gallery showcasing local artists in a historic Duval Street storefront.
Islamorada
The Caribbean Resort
The Caribbean Resort in Islamorada offers 22 private, Caribbean-style homes with ocean views, a beach-entry pool, fishing pier, and complimentary use of bicycles, kayaks, and paddleboards.
Key West
Blu Q Catamaran
Blu Q Catamaran offers unique, clothing-optional sailing experiences in Key West, featuring all-male day trips, sunset sails, and private charters aboard their 42-foot catamaran.
Islamorada
Miss Monroe Boutique
Shop Miss Monroe showcases chic, island-inspired women’s fashion, accessories & resort wear in the Keys.
