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
Amber Waves Boutique
Amber Waves Swim is a boutique in Islamorada's Art District offering chic, functional swimwear and accessories designed to flatter every figure.
Islamorada
Conch Republic Divers
Conch Republic Divers specializes in premier scuba diving in the Upper Florida Keys, offering guided trips to top reef and wreck sites—from Molasses Reef to the Spiegel Grove—based out of Tavernier Creek Marina, minutes from both Key Largo and Islamorada.
Marathon
Legendary Jet Skis Marathon
Jet ski tours, sandbar trips, snorkeling, and clear kayak adventures in Marathon, Florida Keys.
Key Largo
The Pelican, Key Largo Waterfront Cottages
The Pelican Key Largo Cottages is a charming waterfront retreat located directly on Florida Bay in Key Largo, offering a serene and tropical escape just an hour from Miami International Airport.
Islamorada
Old Conch Harbor
Dockside Rawbar & Grill in Upper Islamorada serves fresh local seafood with a market on site, plus water sports, fishing, and excursions. Call 305-853-1010.
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.
Islamorada
Pan In Paradise
Keys Steel Drum Weddings — live steel-drum music for beach weddings across the Florida Keys, bringing island rhythm to your big day.
Islamorada
Lightly Salted Charters
Private Islamorada boat tours: snorkel, sandbar, fishing—book your adventure.
Key West
Sunshine Apparel_1
Sunshine Apparel_1 — stylish, island-inspired clothing boutique in Key West.
Marathon
Yacht Haven Boat Rentals
Explore the Florida Keys with the newest boats, kayaks, and bikes for endless fun!
Key West
Key West Pottery
Key West Pottery is a hands-on studio offering locally made ceramics, coastal pottery gifts, wheel-throwing classes, and a chance to create your own piece in island style.
Islamorada
GL Encounters
Private Florida Keys charters offering eco-tours, snorkeling, and sunset cruises.
Key West
Key West Shells & Gifts
Gift shop selling souvenirs and vacation mementos, such as flamingos and magnets.
