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
ElleSummersStudio
Wearable art, colorful resort fashion & accessories inspired by island living.
Islamorada
Ocean Gardens
Ocean Gardens & Gifts is a nautical gallery in Islamorada selling marine antiques, shells, coral, jewelry & coastal décor treasures.
Key West
Key West Collective | Art Gallery
Key West Collective is a curated art gallery in Old Town’s Historic Seaport featuring local and contemporary artists in a bright, welcoming space.
Key West
Above & Below Fishing Adventures - Key West & Lower Keys Fishing Charters
Above & Below Fishing Adventures offers private, all-in-one Florida Keys charters—fishing, snorkeling, sunset cruises, spearfishing, lobster diving, and more—with full gear, Starlink Wi-Fi, and expert guides.
Islamorada
Saltwater Outfitters
Upscale clothing and fly fishing store with swimwear and brands such as Pelagic, Salt Life, Huk, and Columbia.
Marathon
Shady Palm Art Gallery & Frame Shop
Discover unique local Florida Keys art, jewelry, and custom framing at Shady Palm!
Key West
Key West Bight Marina
Historic Key West marina with deep water slips & walk-to everything charm.
Key Largo
Stream2Sea SPF
Stream2Sea — environmentally responsible, reef-safe skincare and body care for ocean lovers.
Key West
Cruisin’ Tikis Key West
Cruisin’ Tikis Key West offers fun, BYOB tiki-bar boat cruises—including sunset sails, swim-stop excursions, and eco tours—aboard floating tiki bars navigated by USCG-certified captains.
Islamorada
Florida Keys Watersports
Boat & jet ski rentals + tours exploring reefs, mangroves & sandbars in Islamorada.
Key Largo
Saltwater Cowboy Charterz
Experience unforgettable fishing and snorkeling adventures in Key Largo with Saltwater Cowboy Charterz.
