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.
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.
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.
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.
Filters
Collections Key West
DE LA Gallery — large-format fine art photography in Key West, where museum-quality prints meet bespoke framing.
Fisher Inn Resort and Marina
Fisher Inn Resort & Marina is an oceanfront boutique resort in Islamorada offering stylish rooms with kitchenettes, a heated pool with ocean views, and unique amenities like its own boat ramp and marina. Ideal for anglers, boaters, and families seeking waterfront comfort.
Islamorada's Art on a Whim Gallery
Local artists and artisans selling beautiful works of art, jewelry & pottery at all prices levels.
Seven Mile Fly Shop
Full-service fly shop and guide outfitter in Marathon, FL, specializing in bonefish, permit, and tarpon fishing.
Caribee Marina
Caribee Boats Marina — full-service marina and boat sales in Islamorada, where 75+ years of Keys boat-lifestyle expertise meets prime waterfront access.
Keys Vacation Supply Rentals
Trusted Florida Keys rentals delivered to you—bikes, beach gear, baby & more!
Keys Re-Treats
Keys Re-Treats crafts hand-made, healthy dog treats in Key Largo, Florida, using upcycled, locally-sourced ingredients that reduce food waste and support sustainable pet nutrition.
Captain Hook's Dive Key West
Captain Hook's Dive Key West is a full-service dive shop offering scuba diving, snorkeling, and private charters.
Florida Bay Club
Florida Bay Club is a laid-back, Key Largo timeshare resort offering spacious 2- and 3-bedroom units with full kitchens and balconies, plus a heated pool, docks, and bayfront access—perfect for families and boating enthusiasts.
Lazy Dog Adventures
Kayak, paddleboard & eco boat tours/rentals in Key West — explore mangrove tunnels, sandbars, backcountry waters.
Island Girl Charters
Experience unforgettable Florida Keys adventures with Island Girl Charters—fishing, snorkeling, and more!
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.