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
Lightly Salted Charters
Private Islamorada boat tours: snorkel, sandbar, fishing—book your adventure.
Key Largo
JD Outdoor Adventures
Your one-stop shop for fishing, boats & bait in Key Largo’s backyard.
Key West
Mel Fisher's Treasures
Authentic shipwreck treasure, jewelry & rare coins — shop the official Mel Fisher store for Atocha, Margarita, and historic finds.
Islamorada
Three Waters Resort & Marina
Escape to Three Waters Resort & Marina for island luxury, ocean views, and endless adventure.Three Waters Resort & Marina, a Tribute Portfolio Resort, is a newly reimagined oceanfront destination in Islamorada, Florida, blending island charm with modern luxury.
Meetings Max
120
Total Space
1680 sq ft
Largest Room
1680 sq ft
Marathon
Discount Divers
Discount Divers Bed & Breakfast offers affordable, eco-conscious accommodations with full kitchens, Wi-Fi, and private courtyards.
Marathon
Captain Pip's Marina & Hideaway
Captain Pip’s Marina & Hideaway offers waterfront accommodations in Marathon, FL, featuring cozy rooms and 1- and 2-bedroom apartments with kitchenettes.
Marathon
Golden Road Boutique
Golden Road is a boutique in Marathon offering elevated coastal fashion and curated pieces inspired by effortless island style.
Marathon
Fly Heli Florida Keys
Soar over the stunning Florida Keys with Fly Heli Tours for breathtaking island views!
Key West
LIK Fine Art
Gallery of world-renowned photographer Peter Lik—limited edition nature, landscape & wildlife prints.
Key Largo
Holiday Inn Key Largo
Holiday Inn Key Largo is a tropical hotel featuring two heated outdoor pools with a waterfall, a poolside Tiki bar, and an on-site marina.
Weddings Max
140
Meetings Max
140
Total Space
3070 sq ft
Largest Room
2400 sq ft
Islamorada
Southern Tide Islamorada
Southern Tide — premium coastal lifestyle apparel blending southern heritage with performance style.
Marathon
Paradise Watersports Rentals
Explore the Florida Keys with top-quality boat and jet ski rentals for unforgettable adventures!
Key West
Dauntless Excursions
Dauntless Excursions offers private, customizable charters from Key West, featuring activities like lobstering, snorkeling, reef fishing, and sandbar hopping aboard the 32-foot Dauntless vessel.
Key West
Tucker's Provisions
Tucker’s Provisions — classic Key West boutique on Duval Street offering curated men’s, women’s & kids’ apparel, accessories and island-style gifts.
