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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Marathon
Sombrero Marina
Sombrero Marina: A full‑amenity, live‑aboard marina in Marathon’s protected Boot Key Harbor, complete with slips, laundry, showers, and a waterfront bar.
Marathon
Marathon Community Park
A vibrant 13.5-acre all-ages park in Marathon with sports fields, courts, playgrounds, picnic areas & more.
Key Largo
Florida Keys Swim with Dolphin Tours and Tickets
Swim, play, or just watch dolphins in their natural habitat in the Florida Keys.
Marathon
Banana Bay Resort Marathon
Banana Bay Resort & Marina in Marathon is a laid-back tropical retreat featuring 59 charming guestrooms, a private marina, and complimentary breakfast. Nestled on ten serene Gulf Coast acres, it's the perfect blend of coastal comfort and Florida Keys adventure.
Total Space
1000 sq ft
Islamorada
Charlie Boy Charters
Charlie Boy Charters, led by Captain Joe Gargan, offers personalized backcountry fishing adventures in the Florida Keys, specializing in tarpon, snook, and shark excursions.
The Lower Keys
Washed Up Key West
Washed Up Key West — sustainable hardwood art & furniture studio in Key West, where fallen trees become island treasures.
The Lower Keys
Saltwater Seafari
Explore the best private snorkeling and boat tours in the Florida Keys with Saltwater Seafari — where adventure meets paradise.
The Lower Keys
Watson Field Park & Big Pine Key Dog Park
Watson Field Park & Big Pine Key Dog Park — multi-use recreation park with athletic courts and a fenced off-leash dog area on Big Pine Key.
Key West
Opal Key Resort & Marina
Opal Key Resort & Marina is a luxury waterfront resort in the heart of Old Town Key West, offering 178 elegant rooms, Lolita’s Coastal Cocina, a 37-slip marina, and a sparkling pool just steps from Mallory Square and Duval Street.
Weddings Max
200
Meetings Max
300
Total Space
6800 sq ft
Largest Room
3850 sq ft
Marathon
Fishing Kings
Marathon Fishing Kings — private reef, wreck & offshore fishing charters in Marathon, where expert guidance meets trophy-fish potential.
Marathon
Island Girls Excursions
Island Girls Excursions — premier boat tours and sandbar adventures in Marathon, Florida Keys, offering unforgettable sunset cruises and private island experiences.
Key West
Soul House
Soul House Key West — boutique lifestyle shop offering fashion, home décor, gifts & furniture in Old Town.
Islamorada
Betsy Bar and Souvenirs
Rain Barrel Village is an iconic, open-air artisan complex in Islamorada featuring unique galleries, boutiques, tropical gardens, and the famous 30-foot Betsy the Lobster sculpture—one of the most photographed landmarks in the Florida Keys.
Islamorada
Islamorada Honey Company
Islamorada Honey Company — raw, unfiltered Florida Keys honey & live bee-relocation services in Islamorada, where sustainability meets sweetness.
