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
Caribbean Soul Charters
Waterfront Florida Keys rental with sailboat included—perfect for sailors and nature lovers!
Key West
Sugar Shark Market
Sugar Shark Market — Key West’s eclectic shop offering local art, surf gear, apparel, and coastal finds.
Key West
Derubeis Fine Art of Metal Key West
Chris DeRubeis, acclaimed as the “Father of Conceptual Movement,” pioneers the signature style of Abstract Sensualism®, transforming metal into luminous, emotionally charged fine art that blends sculpture and painting in celestial abstraction.
Key West
Key West Express
Key West Express — high‑speed ferry service from Fort Myers Beach and Marco Island to Key West for relaxing day trips or island adventures.
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.
Marathon
Keys Fisheries
Seafood restaurant, market & marina in Marathon offering fresh local catch, waterfront views & full bar.
Islamorada
General Store At Caloosa Cove Marina
Oceanfront resort in Islamorada with suites, marina, pool, and on-site dining.
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.
Marathon
Nearly New Thrift Shop
St. Columba Thrift Shop: community thrift store offering affordable clothing, household goods & gently used treasures in Marathon.
Islamorada
Chris Clearwater Charters
Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.
Key West
Key West Sponge Market
Indulge in luxury with natural sea sponges—sustainably harvested, soft, durable & eco-friendly. Perfect for sensitive skin & a spa-like bath at home.
Key Largo
CrossFit Key Largo
CrossFit Key Largo — strength, conditioning & community workouts on the ocean side, MM 100.
