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.
1 of
Filters
Key Largo
Caribbean Watersports
Private charters, sails, and snorkeling adventures in the Florida Keys.
Marathon
Florida Keys Kiteboarding and Stand Up Paddleboarding
Guided paddleboarding tours and rentals in the Florida Keys, offering eco-friendly adventures.
Islamorada
Maria Wagner Artworks
Painting with Maria — original tropical art & interactive paint parties in Islamorada, where island vibes meet creative expression.
The Lower Keys
The Perry Hotel & Marina
The Perry Hotel Key West is a modern, pet-friendly waterfront retreat located on Stock Island, just minutes from downtown Key West.
Weddings Max
150
Meetings Max
40
Total Space
960 sq ft
Largest Room
960 sq ft
Key West
Shade Ceramics & Shutter Photography
Gallery & studio in Key West specializing in ceramics, fine art photography, and custom works.
Key Largo
Reef Environmental Education Foundation (REEF)
Explore ocean conservation with REEF's citizen science, education, and marine programs.
Key West
Fury Water Adventures
Fury Water Adventures offers the ultimate Key West experience, from thrilling water excursions to convenient land rentals
Islamorada
Jolene's Hidden Treasures and Boutique
Eclectic boutique treasures—fashion, gifts & décor in Tavernier’s hidden gem.
Islamorada
Charlie Boy Charters
Charlie Boy Charters, led by Captain Joe Gargan, offers personalized backcountry fishing adventures in the Florida Keys, specializing in tarpon, snook, and shark excursions.
Marathon
Keys Cycle Studio
Boutique cycle studio with energetic classes, expert instructors, and personalized nutrition guidance in a beach-town setting.
Key West
Sugar Shark Market
Sugar Shark Market — Key West’s eclectic shop offering local art, surf gear, apparel, and coastal finds.
Key West
Key West Island Bookstore
Key West Island Books is a beloved independent bookstore in Old Town offering new, used, rare, & antiquarian books—including a strong selection by local authors, bestsellers & literary treasures.
Marathon
Ocean View Marina
Ocean View Marina: Secure dry boat storage and rentals in the heart of the Florida Keys.
Islamorada
Bella Sol
Bella Sol Fragrance Bar & Gifts — custom fragrance bar and artisan gifts in Islamorada, where personalized scents meet island charm.
