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
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.
Marathon
Sweet Savannah's Bake Shop
Sweet Savannah’s — cozy Key West bakery & café serving homemade breads, sandwiches, pastries, and island comfort
Key Largo
RIVA Motorsports
Your Florida Keys full-service powersports & marine showroom — boats, jet skis, ATVs, parts, and expert service in Key Largo.
The Lower Keys
Mary Jane's Closet
Home goods & gift shop in Cudjoe Key — local art, souvenirs, kitchenware, apparel & quirky treasures.
Key West
Stone Soup Gallery & Frame Shop
Stone Soup Gallery — Key West’s gallery of fine art, crafts & local expressions in a cozy, creative space.
Islamorada
Purple Pineapple Boutique
Women’s Plus size, Women’s, baby, toddler and so much more!
Key West
Fishy Business Charters
Offshore, reef, and backcountry fishing charters aboard a 36’ Front Runner Center Console with Captain Eric Evans.
Islamorada
Sandy Bottom Charters
Sandy Bottom Charters offers personalized private boat charters in the Florida Keys for snorkeling, sandbar trips, and sunset cruises.
Key Largo
Florida Bay Club
Florida Bay Club is a laid-back, Key Largo timeshare resort offering spacious 2- and 3-bedroom units with full kitchens and balconies, plus a heated pool, docks, and bayfront access—perfect for families and boating enthusiasts.
Key West
Mallory Square
Mallory Square is Key West’s iconic waterfront plaza where nightly sunset celebrations come alive with street performers, food, and local artisans.
