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
Key West Collective | Art Gallery
Key West Collective is a curated art gallery in Old Town’s Historic Seaport featuring local and contemporary artists in a bright, welcoming space.
Key West
Cabana Club
The Cabana Clubis a premier private swim and beach club offering a range of amenities including a heated/cooled pool, private sandy beach, spa/whirlpool, showering facilities, full bar, and a beach shop.
Key West
Zazoo Fine Art Gallery
ZaZoo Art — whimsical fine art & print gallery in Key West, where playful color meets island inspiration.
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
Key West
Guild Hall Gallery
Key West’s oldest cooperative art gallery showcasing local artists in a historic Duval Street storefront.
Key West
Salty Dog Key West
Salty Dog Key West – iconic apparel & gift shop on Simonton Street, offering unique coastal gear, island-themed fashion, and pet merchandise.
Key West
Old Town Trolley Tours Key West
Key West hop-on/hop-off trolley tour with narrated stops & perks.
Key West
Fly-Key West Helicopter Tours
Soar above Key West in a helicopter tour — scenic, adventurous, unforgettable.
Key West
Simonton Beach Key West
Picturesque city beach on Simonton Street in Key West with easy access and tropical ambiance.
Key West
Sunshine Apparel_1
Sunshine Apparel_1 — stylish, island-inspired clothing boutique in Key West.
Key West
The Purple Cottage
The Purple Cottage — handcrafted stained & fused glass art from Key West, where coastal light meets colorful artistry.
Key West
Captain's Corner Dive Center and Boat Charters
Dive Key West’s stunning reefs and wrecks with expert guides at Captain’s Corner!
