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
Key West
Sigsbee Marina
Navy MWR Key West: Your go-to hub for family recreation, fitness, dining, lodging, and tickets on Naval Air Station Key West.
Islamorada
The Caribbean Resort
The Caribbean Resort in Islamorada offers 22 private, Caribbean-style homes with ocean views, a beach-entry pool, fishing pier, and complimentary use of bicycles, kayaks, and paddleboards.
Marathon
Sunset Bay Park on Grassy Key
Sunset Bay Park (Grassy Key) — serene waterfront park on Grassy Key ideal for sunset viewing and island relaxation.
Islamorada
Our Place in Paradise
Discover unique original art, pottery, and workshops in a welcoming Florida Keys gallery.
Key Largo
Fischer and Sons Jewelers
Family‑owned jewelers offering custom designs, repairs, and gifts since 1954.
Marathon
Tropical Boat Rentals
Explore the Florida Keys with top-quality, well-equipped boat rentals!
Key West
Shade Ceramics & Shutter Photography
Gallery & studio in Key West specializing in ceramics, fine art photography, and custom works.
Key West
Key West Coastal Charters
Set sail with Key West Coastal Charters and discover Key West’s famous sandbars on private charters full of snorkeling, dolphin-watching, nature, fishing & more.
The Lower Keys
Big Pine Key Park
Big Pine Community Park is a vibrant, waterfront recreation hub on Big Pine Key, offering tennis, basketball, bocce, a skate park, playgrounds, a fitness trail, and a spacious community center.
Islamorada
Sand Dollar Boat Rentals
Rent your next adventure: Sand Dollar Boat Rentals offers boats, jet skis, paddleboards & more in Islamorada.
Key West
Captain Conch Charters
Captain Conch Charters offers customizable fishing experiences in Key West, including split, private, and party boat charters, targeting species like mahi mahi, tuna, and sharks.
Islamorada
Aziza Daima Bellydance
Bellydance workouts and live performances by Aziza Daima in the Upper Keys.
Islamorada
Veteran Sailing Association
Empowering veterans through free sailing instruction, certification, and aquatic therapy in the Florida Keys.
Marathon
Yacht Haven Boat Rentals
Explore the Florida Keys with the newest boats, kayaks, and bikes for endless fun!
Marathon
Sweet Savannah's Bake Shop
Sweet Savannah’s — cozy Key West bakery & café serving homemade breads, sandwiches, pastries, and island comfort
