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 West
The Water Traveler Vacations
The Water Traveler is your luxury guide to private boat charters, all-inclusive captained getaways, and bespoke waterfront events.
Marathon
Coco Plum Beach
This secluded beach on the Atlantic side of Marathon offers calm, shallow waters perfect for kayaking, with free parking, restrooms, and a shower.
Key West
Effusion Gallery
Curated contemporary art and unique works by local and international artists in Key West.
Marathon
Ocean Equipment / Scuba Equipment Plus
Ocean Equipment: marine hardware & parts provider supporting boating needs, repair, and equipment sourcing in the Keys.
Key West
Elizabeth Bishop House & Garden
Elizabeth Bishop House — historic home of poet Elizabeth Bishop in Key West, where literary heritage meets island charm.
Marathon
Florida Keys Aquarium Encounters
Explore interactive marine life encounters and touch tanks at Florida Keys Aquarium!
Weddings Max
300
Islamorada
Tavernier Creek Marina
Tavernier Creek Marina — full-service Keys marina with dry storage, wet slips, and ocean access.
Islamorada
Cheeca Lodge & Spa
Cheeca Lodge & Spa is a luxury oceanfront resort in Islamorada, offering elegant rooms, a 9-hole golf course, multiple dining options, and a full-service spa. Ideal for couples and families seeking a tranquil Keys getaway.
Meetings Max
675
Total Space
16000 sq ft
Largest Room
10000 sq ft
Key West
Key West Seaplane Adventures
Soar over crystal waters and land on the Gulf—Key West’s premier seaplane tours to Dry Tortugas and beyond.
Islamorada
The Trading Post
The Trading Post of Islamorada — a 24/7 deli, grocery, and local market hub with fresh food, full deli, and essentials.
Key West
Local Color
Three vibrant Key West boutiques offering designer jewelry, jewelry-exclusive items, island clothing & accessories in prime locations.
Islamorada
NIKNAX Antiques And Collectibles
Antique store in Islamorada, Florida located at Robbie's.
Key West
Clarence S.Higgs Memorial Beach Park
Higgs Beach Park in Key West features sandy beaches, turquoise waters, historic sites like Fort West Martello, a beachside café, a children’s playground, and recreational amenities including snorkeling, kayaking, and tennis.
