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
Sunset Pier
Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.
Marathon
Discount Divers
Discount Divers Bed & Breakfast offers affordable, eco-conscious accommodations with full kitchens, Wi-Fi, and private courtyards.
Islamorada
Coral Bay Marina
Coral Bay Marina is a full-service boatyard and marina located in the heart of Islamorada, Florida Keys.
Islamorada
DRIFT Island Collective
DRIFT Islamorada // Island Collective — thoughtfully curated coastal apparel & artisan goods in Islamorada, where island style meets relaxed living.
Marathon
Blackfin Resort & Marina
Escape to Blackfin Resort & Marina in the Florida Keys—relax, fish, boat, and enjoy stunning sunsets!
Islamorada
Easy Livin' Charter Boat
Custom boat tours and fishing adventures with local legend Captain Augie in Islamorada.
Key Largo
Florida Bay Outfitters
Kayak, paddleboard & canoe rentals plus tours & gear right in Key Largo.
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 Largo
Dagny Johnson Key Largo Hammock Botanical State Park
The park is home to 84 protected species, including wild cotton, mahogany mistletoe, and the American crocodile, with accessible trails perfect for exploring nature and wildlife.
Islamorada
Cigars In the Keys
Cigars In The Keys, located at Mile Marker 82 in Islamorada, offers a curated selection of premium cigars, including exclusive blends crafted by Yaxel Ortiz, in a relaxed, welcoming environment.
Key West
Shooterz Pool Hall
Shooterz Pool Hall in Key West is a casual sports bar, restaurant, and lounge on Flagler Avenue where you can relax, play pool, watch the game, and join the fun on the Road to Vegas APA League.
Islamorada
A1A Watersports and Boat Rentals
A1A Watersports & Boat Rentals is a family-owned operation at Mile Marker 85.9 in Islamorada offering year-round jet ski tours, WaveRunner freedom rides, and self-guided boat rentals with a large fleet and guided island adventures.
The Lower Keys
Mary Jane's Closet
Home goods & gift shop in Cudjoe Key — local art, souvenirs, kitchenware, apparel & quirky treasures.
Islamorada
Founders Park
45-acre recreation park in Islamorada with beach, pool, sports & playgrounds.
Key West
Cabana Club
The Cabana Clubis a premier private swim and beach club offering a range of amenities including a heated/cooled pool, private sandy beach, spa/whirlpool, showering facilities, full bar, and a beach shop.
