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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Islamorada
Seaside Glassworks
Handcrafted glass art inspired by coastal beauty—discover unique creations!
Islamorada
Betsy Bar and Souvenirs
Rain Barrel Village is an iconic, open-air artisan complex in Islamorada featuring unique galleries, boutiques, tropical gardens, and the famous 30-foot Betsy the Lobster sculpture—one of the most photographed landmarks in the Florida Keys.
Key West
Tucker's Provisions
Tucker’s Provisions — classic Key West boutique on Duval Street offering curated men’s, women’s & kids’ apparel, accessories and island-style gifts.
Islamorada
The Banyan Tree Garden Boutique
The Banyan Tree Garden & Boutique — a hidden oasis in Islamorada showcasing tropical gardens, artisan gifts & women’s fashion.
Key West
Island Style Gallery
Artful island treasures—crafts, gifts & originals that wink at paradise.
Islamorada
Florida Keys Boat Rentals, Jetski & Island Tours
Boat & jetski rentals, island & state park tours in Islamorada from Robbie’s Marina.
Key Largo
The Mark Sorensen Youth Sailing Program
Mark Sorensen Youth Sailing — nonprofit sailing school in the Keys teaching kids boat handling, safety & seamanship.
Islamorada
KeyZ Charters
Explore the Florida Keys with KeyZ Charters—unique boat tours, snorkeling, and sunset cruises!
The Lower Keys
Underwater Photography Gallery
Lombarduw Photography — fine art & portrait photography in the Florida Keys, where passion meets image.
Marathon
Seascape Resort and Marina
Seascape Resort & Marina: serene oceanfront escape with pool, marina, and tropical charm.Seascape Resort & Marina is a tranquil oceanfront retreat in Marathon featuring a private beach, marina access, an outdoor pool, and complimentary kayaks, paddleboards, bicycles, and grilling facilities.
Marathon
Captain Pip's Marina & Hideaway
Captain Pip’s Marina & Hideaway offers waterfront accommodations in Marathon, FL, featuring cozy rooms and 1- and 2-bedroom apartments with kitchenettes.
Key West
Key West Collective | Art Gallery
Key West Collective is a curated art gallery in Old Town’s Historic Seaport featuring local and contemporary artists in a bright, welcoming space.
Islamorada
Saltwater Outfitters
Upscale clothing and fly fishing store with swimwear and brands such as Pelagic, Salt Life, Huk, and Columbia.
