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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Marathon
Keys Vacation Supply Rentals
Trusted Florida Keys rentals delivered to you—bikes, beach gear, baby & more!
Islamorada
The Banyan Tree Garden Boutique
The Banyan Tree Garden & Boutique — a hidden oasis in Islamorada showcasing tropical gardens, artisan gifts & women’s fashion.
Marathon
Porky's Bayside Restaurant and Marina
Waterfront BBQ, seafood & sushi with island vibes in Marathon
Islamorada
Billy B Fishing Charters LLC
Billy B Charters — expert private fishing, snorkeling and custom outings in Islamorada, Florida Keys.
Key West
Ocean Blue Galleries Key West
Ocean Blue Art Gallery features fine art inspired by the sea — paintings, photography, and sculptures by coastal artists in Key West.
Bayshore Clothing
Bayshore Clothing is a locally owned family boutique in Marathon offering island-inspired apparel, jewelry, and gift items for men, women, and kids, featuring SPF-protective wear and beach-themed accessories.
Key West
Key West Flags LLC
Key West Flags — online store specializing in Conch Republic and Key West–branded flags, accessories and custom design goods.
The Lower Keys
Washed Up Key West
Washed Up Key West — sustainable hardwood art & furniture studio in Key West, where fallen trees become island treasures.
Marathon
Keys Kayak
Explore the Florida Keys with top kayak and paddleboard rentals, tours, and sales!
Islamorada
DePaula Jewelers
DePaula Jewelers, a trusted family-run jeweler in the Florida Keys for over 35 years, offers handcrafted nautical and island-inspired jewelry—including fish hook, treasure coin, and opal pieces—designed by GIA-certified gemologists and master artisans.
Marathon
Key Colony Beach Nine Hole, Par 3 Golf Course
Enjoy diverse family-friendly recreation in Key Colony Beach—golf, parks, playgrounds, pickleball, and more!
