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
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.
Islamorada
Saltwater Outfitters
Upscale clothing and fly fishing store with swimwear and brands such as Pelagic, Salt Life, Huk, and Columbia.
Key West
Ghosts & Gravestones Tour Key West
Nighttime trolley tour revealing Key West’s haunted history, including eerie tales and historic sites.
Key West
Key West Tropical Forest & Botanical Garden
Discover the only frost-free tropical garden in the continental US—serene, native, and full of life!
Islamorada
Bamboo Charters
Bamboo Charters, led by Captain Matt Bellinger, offers personalized fishing, snorkeling, sandbar, and sunset excursions aboard the "Chubby Mermaid," providing unforgettable experiences in the Florida Keys.
Key West
Key West Sunshine Club
Key West Sunshine Club is a Bahama Village boutique with curated apparel & accessories (women, men, kids), local-artist pieces, and its own clothing line.
Key West
The Purple Cottage
The Purple Cottage — handcrafted stained & fused glass art from Key West, where coastal light meets colorful artistry.
Key West
Southernmost Surf Shop
Southernmost Surf Shop KW — Key West’s local surf & beach gear destination.
Key Largo
The Pelican, Key Largo Waterfront Cottages
The Pelican Key Largo Cottages is a charming waterfront retreat located directly on Florida Bay in Key Largo, offering a serene and tropical escape just an hour from Miami International Airport.
Islamorada
Islamorada Art Gallery By Pasta
Marine-inspired art gallery & working studio in Islamorada.
Key Largo
Key Largo Princess Glass Bottom Boat
Glass-bottom cruises over Molasses Reef—see the reef without getting wet.
Islamorada
Caribee Marina
Caribee Boats Marina — full-service marina and boat sales in Islamorada, where 75+ years of Keys boat-lifestyle expertise meets prime waterfront access.
Key West
Blake Fernandez Skate Park
Blake Fernandez Skate Park is a modern 7,500-square-foot facility in Key West, featuring half and quarter pipes, grind rails, jump boxes, ramps, and open spaces for skateboards and inline skates.
