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
Coconuts Art Studio
Art by Arana is an art studio in Islamorada offering a vibrant range of paintings, prints, apparel, accessories, and home décor inspired by Florida Keys themes.
Key West
SALT Gallery
SALT: a curated gallery and boutique in Key West offering local art, jewelry, sea salts, and island treasures.
Key West
Sebago Watersports
Top-rated Key West watersports & sailing tours — snorkeling, sunset sails, parasailing & more.
Key West
Key West Olive Oil & Gourmet
Boutique gourmet shop on Duval Street selling fresh olive oils, infused vinegars, gourmet foods & gifts. Tastings, friendly staff & unique flavor finds.
Key West
Williams Hall
Williams Hall — restored historic community venue hosting concerts, cultural events, culinary experiences and inter-generational programs in Key West.
Marathon
Island Girl Charters
Experience unforgettable Florida Keys adventures with Island Girl Charters—fishing, snorkeling, and more!
Marathon
Dolphin Connection
Interact with dolphins in their lagoon habitat and help support marine conservation.
Marathon
Golden Road Boutique
Golden Road is a boutique in Marathon offering elevated coastal fashion and curated pieces inspired by effortless island style.
Marathon
Coco's Deli & General Store & Tackle
Coco’s General Store & Deli in Marathon offers made-to-order sandwiches, cold beverages, snacks, grocery essentials, and beach gear in a convenient off-U.S. 1 location.
Key West
Island Safari Rentals
Cruise Key West on 2 wheels—affordable bike & scooter rentals, free hotel pickup.
Key West
Boca Chica Marina
Boca Chica Marina on the West side of Boca Chica Key offers boat slips, moorings, and a full range of amenities including dining, beach access, and watersport rentals.
Marathon
Florida Keys Aquarium Encounters
Explore interactive marine life encounters and touch tanks at Florida Keys Aquarium!
Weddings Max
300
Islamorada
Fisher Inn Resort and Marina
Fisher Inn Resort & Marina is an oceanfront boutique resort in Islamorada offering stylish rooms with kitchenettes, a heated pool with ocean views, and unique amenities like its own boat ramp and marina. Ideal for anglers, boaters, and families seeking waterfront comfort.
Islamorada
Sundance Watersports
Explore stunning Florida Keys snorkeling, SNUBA, and sunset cruises with Sundance Watersports!
