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
Dream Catcher Charters
Top-tier fishing, snorkeling & eco-charters out of Key West since 1994.
Key West
SALT Gallery
SALT: a curated gallery and boutique in Key West offering local art, jewelry, sea salts, and island treasures.
Islamorada
Bud N Mary's Fishing Marina
Bud N' Mary's: Florida Keys' oldest, largest fishing fleet with charters, lodging, and epic fishing adventures!
The Lower Keys
Mary Jane's Closet
Home goods & gift shop in Cudjoe Key — local art, souvenirs, kitchenware, apparel & quirky treasures.
Marathon
Overseas Aero Tours
Take to the skies over the Florida Keys with Overseas Aero Tours — scenic biplane flights delivering breathtaking views and unforgettable memories.
Key Largo
Sail Fish Scuba
Sail Fish Scuba is a PADI 5-Star Dive Center in Key Largo offering guided scuba and snorkeling tours, PADI certifications, private charters, in-water photo guidance with free photos, and full-service gear support.
Marathon
Nearly New Thrift Shop
St. Columba Thrift Shop: community thrift store offering affordable clothing, household goods & gently used treasures in Marathon.
Islamorada
Safe Harbor Angler House
Secluded marina sanctuary with luxury lodging, sportfishing, pool, and events.
Marathon
Ocean View Marina
Ocean View Marina: Secure dry boat storage and rentals in the heart of the Florida Keys.
Key West
Truman Waterfront Market
Key West Farmers Market — vibrant open-air market every Thursday afternoon on the waterfront with fresh produce, artisan goods and island-style fun.
Islamorada
Jolene's Hidden Treasures and Boutique
Eclectic boutique treasures—fashion, gifts & décor in Tavernier’s hidden gem.
Key West
Key West Shells & Gifts
Gift shop selling souvenirs and vacation mementos, such as flamingos and magnets.
Islamorada
Clearly Unique Charters
Clearly Unique Charters offers snorkeling, sandbar, and sunset boat tours in Islamorada aboard spacious powerboats designed for family fun and special events.
