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
Key West Tiki Boat
Cruise Key West on a private tiki bar boat: sandbars, sunsets, paddleboards, lily pads, and your playlist—all aboard a fully decked out Tiki Boat for groups up to 12
Islamorada
Rain Barrel Village
Explore Rain Barrel Village: Florida Keys' vibrant artisan shops, tropical gardens, and iconic Betsy the Lobster!
The Lower Keys
DiveN2Life
Dive N2 Life offers immersive scuba and freediving training programs for all levels.
Key West
Captain Conch Charters
Captain Conch Charters offers customizable fishing experiences in Key West, including split, private, and party boat charters, targeting species like mahi mahi, tuna, and sharks.
Key Largo
Gilbert's Resort
Gilbert’s Resort & Marina is a laid-back waterfront resort in Key Largo, featuring waterfront rooms, a private beach, and the Keys’ largest tiki bar with live music and dining.
Key West
Key West Pottery
Key West Pottery is a hands-on studio offering locally made ceramics, coastal pottery gifts, wheel-throwing classes, and a chance to create your own piece in island style.
Marathon
The Rhum Runner Aqua Park
Rhum Runner — scenic floating playground and bar at The Lagoon on Grassy Key with waterside bites & cocktails.
Key West
Sunset Watersports Key West
Sunset Watersports is Key West’s oldest and most trusted watersports provider, offering parasailing, snorkeling, jet ski tours, sunset dinner cruises, and more.
Marathon
Marathon's Dog Park
Marathon’s Dog Park offers a safe, off-leash space with separate areas for large and small dogs to play, run, and socialize from dawn to dusk.
Marathon
Alo Jewelers
Alo Jewelers: A family‑owned jewelry shop in Marathon, Florida Keys — since 1986.
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.
Key West
Lilly Pulitzer
Lilly Pulitzer – Key West — signature resort-wear boutique in Key West, where bold tropical prints and timeless style meet island flair.
Key West
Nine Line Apparel & Black Rifle Coffee Shop - Key West
Nine Line Apparel offers patriotic, veteran-owned apparel — shirts, hoodies, gear that honors service and American values.
