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
Nu Shuz
A Top Seller Poshmark boutique out of Key West, specializing in bold, statement footwear and accessories.
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
Dolphin Life Hospital
Hands-on dolphin encounters, research, and education in an immersive marine setting.
Key West
My Ohana Fishing Charters
My Ohana Fishing & Charters offers sport fishing, snorkeling, reef & sandbar tours, and custom boat adventures in Key West.
Islamorada
Ragged Edge Resort & Marina
Ragged Edge Resort & Marina is a charming, family-owned oceanfront retreat in Islamorada, offering a nostalgic "Old Keys" experience with modern comforts.
Marathon
Dolphin Connection
Interact with dolphins in their lagoon habitat and help support marine conservation.
Key Largo
Tarpon Flats Inn & Marina
Tarpon Flats Inn & Marina is a boutique waterfront retreat in Key Largo, offering five spacious, air-conditioned rooms with kitchenettes, private beach access, and complimentary kayaks for exploring the surrounding waters.
Key West
Cozumel Park
Cozumel Park in Key West features a playground, picnic areas, sports field, and the city’s only public splash pad for kids.
Marathon
Fly Heli Florida Keys
Soar over the stunning Florida Keys with Fly Heli Tours for breathtaking island views!
Key Largo
Pirate's Choice Sailing Vessel
Sail Key Largo’s pirate ship for sunset & snorkel adventures
Marathon
Saloon Surf Shop
Your Keys’ surf & watersports marketplace — gear, art, and island vibes at Saloon Surf.
Key West
Rodriguez Cigar Factory
Explore Key West’s historic Rodriguez Cigar Factory & shop artisan cigars.
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.
Islamorada
Sway Islamorada
Discover Sway Islamorada – a chic women's boutique in the Florida Keys offering curated fashion, jewelry, and gifts. Shop coastal vibes with style.
