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
General Store At Caloosa Cove Marina
Oceanfront resort in Islamorada with suites, marina, pool, and on-site dining.
Shade Ceramics and Shutter Photography
Shade & Shutter Key West is a serene, artisan gallery where handcrafted ceramics meet evocative nature photography.
Seascape Resort and Marina
Seascape Resort & Marina: serene oceanfront escape with pool, marina, and tropical charm.Seascape Resort & Marina is a tranquil oceanfront retreat in Marathon featuring a private beach, marina access, an outdoor pool, and complimentary kayaks, paddleboards, bicycles, and grilling facilities.
Legendary Jet Skis Marathon
Jet ski tours, sandbar trips, snorkeling, and clear kayak adventures in Marathon, Florida Keys.
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.
Wilhelmina Harvey Park
Wilhelmina Harvey Park — a neighborhood rec park with playground, picnic area and walking trail on Big Pine Key.
Oldest House Museum & Gardens Key West
Old Island Restoration Foundation — preserving historic buildings & culture in Key West since 1960.
Island Style Gallery
Artful island treasures—crafts, gifts & originals that wink at paradise.
Steve Diossy Marine Art Gallery
Steve Diossy Marine Artist — vibrant coastal art, apparel & gallery celebrating ocean life with humor and heart.
John Pennekamp Coral Reef State Park
Discover Pennekamp Park: Nature, adventure, and fun await you!
Florida Keys Dive Center
Three-dive adventures, snorkeling & scuba charters from Islamorada with courses & lobstering.
After Hours Yacht
Private yacht charters in Key West for unforgettable sunset cruises and day trips.
Keys Mercantile
Keys Mercantile in Islamorada, Florida Keys is your go-to hardware and home supply store with tools, paint, gifts, and expert service.