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
The Purple Cottage
The Purple Cottage — handcrafted stained & fused glass art from Key West, where coastal light meets colorful artistry.
Key West
Key West Treasure Chest
Key West Treasure Chest is the premier local retailer for authentic Atocha and El Cazador coins.
Key West
Williams Hall
Williams Hall — restored historic community venue hosting concerts, cultural events, culinary experiences and inter-generational programs in Key West.
Key Largo
John Pennekamp Coral Reef State Park
Discover Pennekamp Park: Nature, adventure, and fun await you!
Islamorada
White Waters Paradise Bait & Tackle
White Waters Paradise Bait & Tackle — full-service fishing & outdoor gear shop in Islamorada, Florida Keys.
Key West
Gingerbread Square Gallery
Key West’s oldest private art gallery, showcasing original works in a historic Victorian setting.
Key West
Blue Horizon Charters
Blue Horizon Charters offers private boat adventures in Key West—ranging from sandbar escapes and snorkeling to sunset cruises—crafted by three lifelong friends passionate about island life and hospitality.
Marathon
Legendary Jet Skis Marathon
Jet ski tours, sandbar trips, snorkeling, and clear kayak adventures in Marathon, Florida Keys.
Islamorada
The Caribbean Resort
The Caribbean Resort in Islamorada offers 22 private, Caribbean-style homes with ocean views, a beach-entry pool, fishing pier, and complimentary use of bicycles, kayaks, and paddleboards.
Islamorada
Florida Keys Hot Sauce Company
Locally owned hot sauce maker in Islamorada, FL, offering a variety of sauces and gift sets.
Islamorada
Coconut Cove Resort & Marina
Coconut Cove Beach Resort & Marina is a family-friendly, waterfront resort in Islamorada, offering a zero-entry pool, private beach, and event spaces for weddings and private functions. Located on a 7-acre tropical estate, it's ideal for both relaxation and special events.
Islamorada
General Store At Caloosa Cove Marina
Oceanfront resort in Islamorada with suites, marina, pool, and on-site dining.
