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.
1 of
Filters
Marathon
Uniques
Uniques Gifts — one-stop island retail spot in Marathon offering an eclectic mix of apparel, souvenirs, and coastal-inspired accessories.
Islamorada
Blackbeard Private Charters
Blackbeard Private Charters offers personalized boat excursions in the Florida Keys, including trips to the Islamorada Sandbar, snorkeling at Alligator Reef, sightseeing, and sunset cruises.
Marathon
The Tackle Box
Your Florida Keys fishing adventure starts here with expert gear, charters, and tips!
Key West
Lilly Pulitzer
Lilly Pulitzer – Key West — signature resort-wear boutique in Key West, where bold tropical prints and timeless style meet island flair.
The Lower Keys
The Stockyard, Studios & Artists
Stockyard Studios — dynamic artist collective and creative workspace in Stock Island, where makers, sculptors and painters forge Florida Keys originality.
Key West
Aqua Lodges At Hurricane Hole Marina
Stay in unique dual stateroom houseboats with full kitchens, A/C, and waterfront views!
Marathon
Living Like Larry Charters
Private boat charters in the Florida Keys for unforgettable ocean adventures.
Key West
SeaSister Island Gallery
Discover high-end contemporary art from local and international artists in vibrant Key West.
Islamorada
Sea Dragon Fine Furnishings
Island-inspired Bali décor & furnishings from reclaimed teak, bamboo, and sustainable materials in Islamorada.
Islamorada
Robbie's of Islamorada
Robbie’s of Islamorada offers thrilling tarpon feeding, fishing, water sports, and vibrant local dining in the heart of the Florida Keys.
Key Largo
JD Outdoor Adventures
Your one-stop shop for fishing, boats & bait in Key Largo’s backyard.
Islamorada
Florida Keys Dive Center
Three-dive adventures, snorkeling & scuba charters from Islamorada with courses & lobstering.
