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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Key West
5 Brothers Grocery & Sandwich Shop
5 Brothers Grocery & Sandwich Shop: Fresh Cuban sandwiches, coffee, and community vibes.
Marathon
Sweet E'Nuf Charters
Experience top fishing adventures in Marathon, FL with expert captains and unforgettable catches!
Key Largo
Buddha Bait Co
Premium fishing lures, terminal tackle, and angler gear based in Key Largo, FL — crafted for performance on flats, reefs, and offshore waters.
The Lower Keys
Rippin Line Charters
Explore Florida Keys waters with Captain Anthony—fishing, eco tours, and sunset cruises!
Marathon
Keys Jet Ski & Boat Rentals
High-octane jet ski rentals and guided water adventures in the Florida Keys.
Islamorada
Reef Quest Tours
ReefQuest Tours: Explore the vibrant reefs, wildlife, and sandbars of the Florida Keys on tailor-made, eco-educational boat adventures.
Marathon
Kingsail Resort
Kingsail Resort offers waterfront accommodations with marina access, free kayak rentals, and a lagoon-view pool in Marathon, Florida Keys
Islamorada
Caribee Marina
Caribee Boats Marina — full-service marina and boat sales in Islamorada, where 75+ years of Keys boat-lifestyle expertise meets prime waterfront access.
The Lower Keys
Sugarloaf Shark Park
Sugarloaf Shark Park — scenic waterfront park on Sugarloaf Key with fishing, picnicking, and waterside views.
Islamorada
Miss Monroe Boutique
Shop Miss Monroe showcases chic, island-inspired women’s fashion, accessories & resort wear in the Keys.
The Lower Keys
Island Deli
Island Deli — popular sandwich shop in Big Pine Key serving hearty subs, Cuban sandwiches and breakfast favorites since the morning hour.
Islamorada
Ragged Edge Resort & Marina
Ragged Edge Resort & Marina is a charming, family-owned oceanfront retreat in Islamorada, offering a nostalgic "Old Keys" experience with modern comforts.
Key West
Local Color
Three vibrant Key West boutiques offering designer jewelry, jewelry-exclusive items, island clothing & accessories in prime locations.
