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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Marathon
Coco's Deli & General Store & Tackle
Coco’s General Store & Deli in Marathon offers made-to-order sandwiches, cold beverages, snacks, grocery essentials, and beach gear in a convenient off-U.S. 1 location.
Key West
A & B Marina
A&B Marina is a premier full-service marina in Key West’s Historic Seaport, offering dockage for yachts up to 215 feet with top amenities, dining, and charters.
The Lower Keys
Ye Olde English Fly Shop
Ye Olde English Fly Shop — premium custom fly rod building supplies and fly-tying gear in the Florida Keys.
Marathon
Skipjack Resort and Marina
Relax at Skipjack Resort & Marina in the Florida Keys—luxury suites, marina, pool, and fresh seafood!
Marathon
Island Girls Excursions
Island Girls Excursions — premier boat tours and sandbar adventures in Marathon, Florida Keys, offering unforgettable sunset cruises and private island experiences.
Islamorada
Wild Lily Boutique
Wild Lily Boutique — stylish women’s fashion and accessories shop in Islamorada, Florida Keys.
Key West
West Marine
West Marine – Key West — full-spectrum marine supply store at 951 Caroline St., Key West, FL.
The Lower Keys
Paddlin' Madeleine - Paddleboard Tours & Rentals
Intimate paddleboard tours & rentals in Key West’s hidden waters
Islamorada
General Store At Caloosa Cove Marina
Oceanfront resort in Islamorada with suites, marina, pool, and on-site dining.
Islamorada
A Family Fun Boat Tour Company
Family Fun Boat Tours offers private, kid-friendly boating adventures for up to 12 guests in the Upper Florida Keys—perfect for snorkeling, eco-tours, sandbar visits, sightseeing, or sunset cruises.
Key West
The Promenade at The Perry Hotel & Marina
The Perry Hotel & Marina — boutique waterfront resort on Stock Island blending marina life with Key West charm.
Islamorada
Otherside Boardsports
Otherside Boardsports in Islamorada offers lessons, rentals, and retail gear for paddleboarding, kiteboarding, winging, wake, foil & more.
Marathon
Florida Keys Kiteboarding and Stand Up Paddleboarding
Guided paddleboarding tours and rentals in the Florida Keys, offering eco-friendly adventures.
