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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Islamorada
Keys Mercantile
Keys Mercantile in Islamorada, Florida Keys is your go-to hardware and home supply store with tools, paint, gifts, and expert service.
Key West
Air Key West
Air Key West offers private, on-demand charters from Key West International Airport, specializing in flights to Cuba, the Bahamas, and throughout Florida.
Islamorada
boo kee sue BOTANICS
boo kee sue BOTANICS is an open-air boutique in Islamorada offering handmade gifts, decor, crystals, plants, and rugs in a tropical garden setting.
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.
Marathon
Keys Vacation Supply Rentals
Trusted Florida Keys rentals delivered to you—bikes, beach gear, baby & more!
Key West
Astro City Playground
Astro Park Playground is a family-friendly outdoor recreation area in Key West featuring a playground, beach access, barbecues, and beach wheelchairs, open daily from 7:30 AM to sunset.
Key Largo
Florida Bay Outfitters
Kayak, paddleboard & canoe rentals plus tours & gear right in Key Largo.
Key West
Smathers Beach
Smathers Beach — Key West’s scenic oceanfront escape for sun, swim, and seaside strolls.
Key West
Saddlebunch Keys: Bay Point Park
Tranquil waterside park in Saddlebunch Keys, Monroe County — perfect for fishing, picnicking, and shoreline exploration.
Islamorada
Dolphin Life Hospital
Hands-on dolphin encounters, research, and education in an immersive marine setting.
Key West
Key West Wildlife Center (24 hour rescues)
Rescue and rehabilitate native wildlife in Key West to protect nature.
Key West
Schooner Wharf Bar
Historic waterfront bar in Key West offering live music, fresh seafood, and island vibes.
Key West
Rusty's Bucket Charters
Rusty's Bucket Charters offers private fishing trips, snorkeling, sunset cruises, and sandbar adventures aboard a 24' Sea Hunt center console. Led by Captain Russ, they provide a hands-on experience for up to six guests, with trips tailored to your preferences.
Marathon
Banana Bay Resort Marathon
Banana Bay Resort & Marina in Marathon is a laid-back tropical retreat featuring 59 charming guestrooms, a private marina, and complimentary breakfast. Nestled on ten serene Gulf Coast acres, it's the perfect blend of coastal comfort and Florida Keys adventure.
Total Space
1000 sq ft
Islamorada
Florida Keys Farm
Working farm building a local, sustainable food source and community garden.
