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.
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.
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.
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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Classic Harbor Line Key West
Sail Key West offers unforgettable sunset and specialty cruises aboard the elegant Schooner America 2.0.
Key West Bight Marina
Historic Key West marina with deep water slips & walk-to everything charm.
Books & Books
Books & Books at The Studios of Key West is a locally owned, nonprofit independent bookstore offering a curated selection of fiction, nonfiction, children's books, and art titles, serving as a community hub for readers and writers.
Sammy Creek Landing
Peaceful shoreline park with a kayak launch and fishing opportunities, plus picnic areas and views.
Underwater Photography Gallery
Lombarduw Photography — fine art & portrait photography in the Florida Keys, where passion meets image.
Your Island Charter
Your Island Charter — private boat charters for sandbars, snorkeling, fishing and sunsets in the Florida Keys.
Founders Park
45-acre recreation park in Islamorada with beach, pool, sports & playgrounds.
Morning Star Sailing Charters
Morning Star Sailing Charters offers personalized sailing experiences in the Florida Keys, including captained and bareboat charters, sunset cruises, and snorkeling tours.
Effusion Gallery
Curated contemporary art and unique works by local and international artists in Key West.
Seaside Glassworks
Handcrafted glass art inspired by coastal beauty—discover unique creations!
The Wandering Paddler - Paddle Board Tours & Rentals
We're a mobile SUP guide that brings paddleboarding to you, wherever you are on Big Pine Key or the Lower Keys. SUP rentals, lessons or guided eco-tours through mangroves and on our clear turquoise waters - we come to you!
Caloosa Cove Resort
Caloosa Cove Resort & Marina offers 30 oceanfront suites with kitchens, balconies, and ocean views.
7 Artists & Friends Gallery
7 Artists Key West: discover photo realism, sculpture, and glass art.