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
Lazy Days Islamorada
Award-winning oceanfront dining with fresh seafood, steaks, and stunning views.
Bayshore Clothing
Bayshore Clothing is a locally owned family boutique in Marathon offering island-inspired apparel, jewelry, and gift items for men, women, and kids, featuring SPF-protective wear and beach-themed accessories.
The Lower Keys
Captain Hook's Looe Key Reef Adventures
Explore vibrant reefs, snorkeling, diving, and fishing adventures at Big Pine Key!
Key Largo
Captain Stewys Charters
Captain Stewy's Charters offers private, personalized boat excursions in Key Largo, specializing in snorkeling trips, sandbar tours, eco tours, and sunset cruises for up to six guests.
Marathon
Coco Plum Beach and Tennis Club
Charming family-friendly beachfront resort in Marathon featuring tennis, marina access, and relaxing coastal villas.
Islamorada
Purple Pineapple Boutique
Women’s Plus size, Women’s, baby, toddler and so much more!
Key Largo
Pirates Cove Watersports
Pirates Cove Watersports, located at Reefhouse Resort & Marina in Key Largo, is a top-rated watersports hub offering jet ski rentals, scuba diving & snorkeling, parasailing, eco-tours, sunset cruises, dolphin swims, fishing charters, and more—all under one roof.
Key West
Sunglass Hut
Sunglass Hut — global specialty retailer of performance and fashion sunglasses.
Key West
Earthbound Trading Co
Bohemian fashion, artisanal crafts, and globally inspired home decor.
Key Largo
AquaLife Charters
AquaLife Charters offers private, customizable boat excursions aboard the 23-foot "Tail Spin," providing personalized experiences such as snorkeling, island hopping, and scenic bayside tours for up to six guests.
Islamorada
Islamorada Honey Company
Islamorada Honey Company — raw, unfiltered Florida Keys honey & live bee-relocation services in Islamorada, where sustainability meets sweetness.
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.
The Lower Keys
Sugarloaf Shark Park
Sugarloaf Shark Park — scenic waterfront park on Sugarloaf Key with fishing, picnicking, and waterside views.
Marathon
Key Colony Boat Rentals
Explore the Florida Keys your way with top-quality Boston Whaler boat rentals!
