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
Reel Fresh Fishing
Reel Fresh Fishing — private fishing charters in Key West, where expert captains and top-tier gear deliver unforgettable deep-sea, reef and wreck experiences.
Key Largo
The Mark Sorensen Youth Sailing Program
Mark Sorensen Youth Sailing — nonprofit sailing school in the Keys teaching kids boat handling, safety & seamanship.
Key West
Salty Bottom Boats
Salty Bottom Boat — private custom charters in Key West for sandbar parties, sunset cruises & island adventures.
Key Largo
CrossFit Key Largo
CrossFit Key Largo — strength, conditioning & community workouts on the ocean side, MM 100.
Key West
Screaming Lines Adventures
Four generations of Estenoz heritage leading sportfishing adventures in Key West’s waters.
Key West
Key West Local Luxe Jewelry
Key West Local Luxe is a boutique jewelry studio offering handmade, rare & statement pieces—including pearls, gemstones, sea-life designs, unisex styles & curated under-$100 finds.
Marathon
Custom Cat Charters
Custom Cat Charters offers tailored private boat trips for fishing, sightseeing, and special events in the Florida Keys.
Key West
Steve Diossy Marine Art Gallery
Steve Diossy Marine Artist — vibrant coastal art, apparel & gallery celebrating ocean life with humor and heart.
Key West
Second Generation Fishing Charters
We Fish Key West — your local charter partner for top offshore, reef, and backcountry fishing adventures.
Key Largo
Tropic Ocean Airways
Tropic Ocean Airways — seaplane and charter flight service across Florida & the Bahamas, where effortless skies meet elevated coast-to-coast travel.
Islamorada
Zero Dress Code Boutique
Zero Dress Code — stylish women’s resort wear boutique in the Florida Keys offering unique beach-to-evening fashions.
Key Largo
Shell World
Iconic Florida Keys gift emporium offering shells, décor, resort wear & island treasures.
Marathon
Marathon Yacht Club
Exclusive waterfront community with boating, dining, and social events.
