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
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.
Marathon
Island Warbirds - Aerial Tours & Gift Shop
Aviation gear & nostalgia—shop for pilot-apparel, model aircraft & warbird culture.
Key West
Cariloha
Cariloha Key West offers luxuriously soft, eco-friendly bedding, clothing, and bath goods made from sustainable bamboo, providing a unique shopping experience in the heart of Old Town.
Key West
Brightwild Adventures
Brightwild Adventures offers personalized boat excursions in Key West, including family and adult sandbar trips, sunset cruises, private charters, and golf cart rentals, all tailored to your preferences.
Key Largo
Horizon Divers
Explore vibrant reefs and shipwrecks with expert scuba training and tours in Key Largo!
Marathon
Sea Bird Marina
Full-service Long Key marina offering slip rentals, boat launch, fuel, rentals & bait shop.
Marathon
Sweet E'Nuf Charters
Experience top fishing adventures in Marathon, FL with expert captains and unforgettable catches!
Marathon
Keys Vacation Supply Rentals
Trusted Florida Keys rentals delivered to you—bikes, beach gear, baby & more!
Key West
Casual Monday Charters
Casual Monday Charters offers private, customizable boat excursions in Key West, featuring sandbar hopping, snorkeling, sunset cruises, and eco tours aboard a 25' Hydrasports center console.
Marathon
Legendary Jet Skis Marathon
Jet ski tours, sandbar trips, snorkeling, and clear kayak adventures in Marathon, Florida Keys.
Key West
Art On Duval Key West, A Procaccini Gallery
Explore an eclectic collection of original artworks, photography, and sculptures by local and international artists in the heart of Key West.
Islamorada
Purple Pineapple Boutique
Women’s Plus size, Women’s, baby, toddler and so much more!
