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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Key Largo
Key Largo Princess Glass Bottom Boat
Glass-bottom cruises over Molasses Reef—see the reef without getting wet.
The Lower Keys
Bernstein Park
Bernstein Park on Stock Island is a vibrant community recreation area featuring baseball, soccer, and basketball fields, playgrounds, a fitness court, and a community center—all open daily from 7 a.m. to 10 p.m.
Islamorada
Safe Harbor Angler House
Secluded marina sanctuary with luxury lodging, sportfishing, pool, and events.
Islamorada
Tavernier Creek Marina
Tavernier Creek Marina — full-service Keys marina with dry storage, wet slips, and ocean access.
Key West
Mattheessen's
Mattheessen’s on Duval Street serves homemade cookies, ice cream, key lime pie & marble slab fudge made with the finest ingredients.
Key West
Boca Chica Marina
Boca Chica Marina on the West side of Boca Chica Key offers boat slips, moorings, and a full range of amenities including dining, beach access, and watersport rentals.
Islamorada
Morada Mermaid Adventures
The Morada Mermaid is a scenic charter boat experience in the Florida Keys offering sunset cruises, sandbar escapes, and island adventures from Marathon and Islamorada, FL.
Key West
Southernmost Trolley Stop
The southernmost trolley stop is in Key West, Florida, located at the iconic Southernmost Point buoy.
The Lower Keys
Island Deli
Island Deli — popular sandwich shop in Big Pine Key serving hearty subs, Cuban sandwiches and breakfast favorites since the morning hour.
Key West
Earthbound Trading Co
Bohemian fashion, artisanal crafts, and globally inspired home decor.
Marathon
Nearly New Thrift Shop
St. Columba Thrift Shop: community thrift store offering affordable clothing, household goods & gently used treasures in Marathon.
Fausto's Food Palace
Key West’s oldest grocery store since 1926, offering gourmet groceries, deli, seafood, and home delivery.
Key Largo
Old Settlers Park
Old Settlers Park: pavilion, playground & pet-friendly green space in Tavernier.
Islamorada
Easy Livin' Charter Boat
Custom boat tours and fishing adventures with local legend Captain Augie in Islamorada.
