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
A Family Fun Boat Tour Company
Family Fun Boat Tours offers private, kid-friendly boating adventures for up to 12 guests in the Upper Florida Keys—perfect for snorkeling, eco-tours, sandbar visits, sightseeing, or sunset cruises.
Key West
Tropically Hip
Shaddow & Fish — stylish resort-wear boutique on Duval Street in Key West for women, men, kids and souvenirs.
Key West
7 Artists & Friends Gallery
7 Artists Key West: discover photo realism, sculpture, and glass art.
Islamorada
Dolphin Life Hospital
Hands-on dolphin encounters, research, and education in an immersive marine setting.
Marathon
The Tackle Box
Your Florida Keys fishing adventure starts here with expert gear, charters, and tips!
Islamorada
Florida Keys Farmers Market
A lively weekly farmers market in Islamorada with fresh produce, local art, and live music.
The Lower Keys
Big Pine Key Park
Big Pine Community Park is a vibrant, waterfront recreation hub on Big Pine Key, offering tennis, basketball, bocce, a skate park, playgrounds, a fitness trail, and a spacious community center.
Marathon
Fish 'n Fun Boat Rentals
Affordable boat rentals with a variety of vessels, including center consoles and deck boats, at Duck Key Marina.
Islamorada
Seahorse Water Adventures
Explore reef, sandbars, and waves with jet skis, boats, and snorkeling adventures by Seahorse Water Adventures.
Marathon
Isla Bella Beach Resort & Spa
Isla Bella Beach Resort offers luxury oceanfront rooms and suites, five pools, a full-service spa & multiple dining options—all set on over a mile of private beachfront
Weddings Max
150
Meetings Max
300
Total Space
20000 sq ft
Largest Room
4000 sq ft
Key West
Lagerheads Beach Bar & Watersports
Key West waterfront hotspot: good eats, live music, sunset views.
