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
Marathon Mermaid Charters
Marathon Mermaid Charters offers sunset cruises, sandbar adventures, and reef snorkeling trips from Marathon, FL — fun for all ages.
Islamorada
Anchors Away Boat Rentals and Tours
Anchors Away Boat Rentals & Tours offers a diverse fleet of over 30 boats, including center consoles, deck boats, and pontoons, available for flexible rentals ranging from 2-hour to monthly durations, with GPS-equipped vessels and optional add-ons like snorkeling gear and GoPro cameras.
Marathon
Spongebob Kayak Eco Tours
Explore Boot Key Harbor’s mangrove tunnels and vibrant wildlife with a guided kayak eco-tour in the heart of the Florida Keys.
Islamorada
Tavernier Creek Marina
Tavernier Creek Marina — full-service Keys marina with dry storage, wet slips, and ocean access.
Islamorada
Captain Michael Fishing
Captain Michael Party Boat Fishing offers affordable, group-friendly deep-sea fishing trips aboard a 65-foot vessel, departing daily from Robbie’s of Islamorada.
Marathon
Key Colony Beach Nine Hole, Par 3 Golf Course
Enjoy diverse family-friendly recreation in Key Colony Beach—golf, parks, playgrounds, pickleball, and more!
Islamorada
Florida Keys Outfitters Fly Shop & Guide Service
Islamorada's premier fly fishing outfitter offering guided trips, gear, and expert instruction.
Islamorada
Sandy Bottom Charters
Sandy Bottom Charters offers personalized private boat charters in the Florida Keys for snorkeling, sandbar trips, and sunset cruises.
Islamorada
The Trading Post
The Trading Post of Islamorada — a 24/7 deli, grocery, and local market hub with fresh food, full deli, and essentials.
Key West
Local Color
Three vibrant Key West boutiques offering designer jewelry, jewelry-exclusive items, island clothing & accessories in prime locations.
Islamorada
Sea Dragon Fine Furnishings
Island-inspired Bali décor & furnishings from reclaimed teak, bamboo, and sustainable materials in Islamorada.
Key West
Lost Reef Adventures
Lost Reef Adventures is a 5-Star PADI dive center in Key West offering daily scuba diving, snorkeling trips, certifications, sunset cruises, and private charters—all backed by 30 years of experience and full-service gear support.
Marathon
Captain Hook’s Marina and Dive Center
Explore award-winning Florida Keys adventures with Captain Hook’s Marina & Dive Center!
