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
Schooner Wharf Bar
Historic waterfront bar in Key West offering live music, fresh seafood, and island vibes.
Key West
Amanda Johnson Gallery
Dive into Tropical Impressionism by Amanda Johnson - originals and giclees.
Key West
Gallery on Greene
Gallery on Greene is a premier fine art gallery in Key West’s Historic Seaport, specializing in representational works by renowned Key West and Cuban artists, with offerings spanning paintings, sculptures, and reproductions.
Weddings Max
100
Meetings Max
50
Total Space
2000 sq ft
Largest Room
2000 sq ft
Islamorada
A1A Watersports and Boat Rentals
A1A Watersports & Boat Rentals is a family-owned operation at Mile Marker 85.9 in Islamorada offering year-round jet ski tours, WaveRunner freedom rides, and self-guided boat rentals with a large fleet and guided island adventures.
The Lower Keys
Looe Key Reef Resort & Dive Center
Looe Key Reef Resort offers beachfront accommodations, daily scuba and snorkeling trips, a full-service dive shop, and a Tiki Bar with live entertainment in the Florida Keys.
Islamorada
Bug Sportfishing and Charters
Bug Sportfishing — private sport-fishing charters in Islamorada, Florida Keys, guided by Capt. James Duncan.
Key West
Wilhelmina Harvey Park
Wilhelmina Harvey Park — a neighborhood rec park with playground, picnic area and walking trail on Big Pine Key.
Islamorada
Natacha's Boutique
Natacha’s Boutique in Islamorada offers island clothing, handmade jewelry, coastal decor, hammocks, and hair braiding services.
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
Key West Pottery
Key West Pottery is a hands-on studio offering locally made ceramics, coastal pottery gifts, wheel-throwing classes, and a chance to create your own piece in island style.
Key West
Williams Hall
Williams Hall — restored historic community venue hosting concerts, cultural events, culinary experiences and inter-generational programs in Key West.
Key West
Lilly Pulitzer
Lilly Pulitzer – Key West — signature resort-wear boutique in Key West, where bold tropical prints and timeless style meet island flair.
Islamorada
Michelle Nicole Lowe, Artist
Michelle Nicole Lowe creates vivid watercolors and gallery art in Islamorada, celebrating Keys marine life and conservation.
