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
Sunset Pier
Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.
Marathon
Grassy Key Land and Sea Market
Butcher, fish house, bakery, and deli offering fresh, local fare in Grassy Key.
Marathon
Sombrero Beach
Sombrero Beach — Marathon’s palm-lined jewel for swimming, picnicking, and family beach days.
Islamorada
Rain Barrel Village
Explore Rain Barrel Village: Florida Keys' vibrant artisan shops, tropical gardens, and iconic Betsy the Lobster!
Islamorada
Treasure Harbor Marina
Stay in unique over-water Aqua Lodges at Treasure Harbor Resort, your private marina gateway to stunning Florida Keys adventures.
Marathon
Captain Pip's Marina & Hideaway
Captain Pip’s Marina & Hideaway offers waterfront accommodations in Marathon, FL, featuring cozy rooms and 1- and 2-bedroom apartments with kitchenettes.
Key West
Soul House
Soul House Key West — boutique lifestyle shop offering fashion, home décor, gifts & furniture in Old Town.
Islamorada
Jolene's Hidden Treasures and Boutique
Eclectic boutique treasures—fashion, gifts & décor in Tavernier’s hidden gem.
The Lower Keys
Bernstein Park
Bernstein Park on Stock Island is a vibrant community recreation area featuring baseball, soccer, and basketball fields, playgrounds, a fitness court, and a community center—all open daily from 7 a.m. to 10 p.m.
Key West
Beach Weekend
Beach Weekend Key West is a full-service marina on Stock Island offering pontoon and fishing boat rentals, storage, repairs, and a well-equipped ship store—all just a stone’s throw from Key West.
