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
Dream Catcher Charters
Top-tier fishing, snorkeling & eco-charters out of Key West since 1994.
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
Sunset Sail Key West
Sunset Sail Key West — private and shared sunset, snorkeling and stargazing sailboat charters in Key West, where classic vessels and tailored trips bring you out on the water for one of the best views in the Keys.
Key West
Lilly and Lola’s Pet Boutique
Lilly Lola’s — boutique fashion & accessories in Key West, where island style meets curated elegance.
Key West
Tennessee Williams Museum
Tennessee Williams Museum — dedicated to the life and works of the famed playwright in Key West’s Little White House complex.
Islamorada
City Hall Cafe & Wine Bar
City Hall Café & Wine Bar in Tavernier offers gourmet dining with fresh, locally sourced seafood, an extensive selection of wines and beers, and a welcoming atmosphere for both dine-in and take-out guests.
Islamorada
Sea La Vie Beach Boutique
Se La Vie Beach Boutique is your go-to island-vibe boutique for chic, seaside-inspired fashion and lifestyle essentials.
Key West
Skydive Key West
Experience tandem skydiving over the turquoise waters of the Keys at Skydive Key West.
Islamorada
Rain Barrel Village
Explore Rain Barrel Village: Florida Keys' vibrant artisan shops, tropical gardens, and iconic Betsy the Lobster!
The Lower Keys
Looe Key Reef Resort & Dive Center
Looe Key Reef Resort offers beachfront accommodations, daily scuba and snorkeling trips, a full-service dive shop, and a Tiki Bar with live entertainment in the Florida Keys.
Key West
Southernmost Trolley Stop
The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.
Islamorada
Theater of the Sea
Theater of the Sea — immersive marine life shows and animal interaction programs in Islamorada, Florida Keys.
