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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Marathon
Cool Guy Stuff
Cool Guy Stuff LLC is a quirky, offbeat shop in Marathon, Florida, offering an eclectic mix of unique and humorous items.
Key West
The Key West Butterfly and Nature Conservatory
Key West Butterfly & Nature Conservatory — a tropical glass-domed haven where hundreds of free-flying butterflies, exotic birds, and flamingos enchant visitors in the heart of Key West.
Islamorada
Betsy Bar and Souvenirs
Rain Barrel Village is an iconic, open-air artisan complex in Islamorada featuring unique galleries, boutiques, tropical gardens, and the famous 30-foot Betsy the Lobster sculpture—one of the most photographed landmarks in the Florida Keys.
Key West
OurKeyWest Galleria - Gifts, Art, Shopping
Discover Key West like a local with free concierge, tours, and unique adventures!
Islamorada
Pan In Paradise
Keys Steel Drum Weddings — live steel-drum music for beach weddings across the Florida Keys, bringing island rhythm to your big day.
Key West
Island Glow Kayaks
Explore the Lower Keys’ clear waters and mangrove tunnels on guided kayak eco-tours and glow-in-the-dark paddles — a top adventure for nature lovers.
Islamorada
Pinfish Entertainment
Florida Keys' top spot for family fun with bowling, axe throwing, arcade & more!
Key West
Green Turtle Charters
Private charters in Key West offering sandbar trips, snorkeling, eco-tours, and dolphin watching.
Key West
Sigsbee Marina
Navy MWR Key West: Your go-to hub for family recreation, fitness, dining, lodging, and tickets on Naval Air Station Key West.
Marathon
Overseas Aero Tours
Take to the skies over the Florida Keys with Overseas Aero Tours — scenic biplane flights delivering breathtaking views and unforgettable memories.
Islamorada
Cigars In the Keys
Cigars In The Keys, located at Mile Marker 82 in Islamorada, offers a curated selection of premium cigars, including exclusive blends crafted by Yaxel Ortiz, in a relaxed, welcoming environment.
Key West
Life On The Rocks Charters
Life on the Rocks Charters offers fun, customizable boat trips around Key West—sandbar hopping, snorkeling, sunset cruises, and more.
