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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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.
Key West
Gato Village Pocket Park
Historic Key West park celebrating the 1880s Gato Village and cigar-making heritage.
The Lower Keys
Longtab Charters
Luxury private charters from Summerland Key — fish, snorkel, dive, sandbars & sunset cruises aboard a 30′ Hydrocat.
Key West
Effortless Creations
Effortless Creations — curated gift boxes and custom handcrafted presents in Key West & the Florida Keys for weddings, corporate events, celebrations, and special occasions.
Islamorada
Florida Keys Farm
Working farm building a local, sustainable food source and community garden.
Marathon
Driftwood Marina & Storage
Boat storage, Bottom painting, Underwater gear service. Our storage area is outdoors and for vessels only month to month for long term.
Key West
Saltwater Angler
The Saltwater Angler — Key West’s premier outfitter for fishing charters, technical gear, and apparel.
Key West
Lazy Dog Adventures
Kayak, paddleboard & eco boat tours/rentals in Key West — explore mangrove tunnels, sandbars, backcountry waters.
Key West
Beached Bum Life
Beached Bum Life — laid-back beachwear, sunglasses & coastal essentials for seaside living.
Bayshore Clothing
Bayshore Clothing is a locally owned family boutique in Marathon offering island-inspired apparel, jewelry, and gift items for men, women, and kids, featuring SPF-protective wear and beach-themed accessories.
Key West
Off the Charts!
Off the Charts! offers personalized fishing charters, eco-tours, and sandbar excursions aboard a 32' Whitewater center console in Key West. Led by a captain with over 40 years of experience, they provide all necessary gear, safety equipment, and fishing licenses are included.
Key Largo
Dagny Johnson Key Largo Hammock Botanical State Park
The park is home to 84 protected species, including wild cotton, mahogany mistletoe, and the American crocodile, with accessible trails perfect for exploring nature and wildlife.
