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
Island Safari Rentals
Cruise Key West on 2 wheels—affordable bike & scooter rentals, free hotel pickup.
Islamorada
Rain Barrel Village
Explore Rain Barrel Village: Florida Keys' vibrant artisan shops, tropical gardens, and iconic Betsy the Lobster!
The Lower Keys
Bernstein Park
Bernstein Park on Stock Island is a vibrant community recreation area featuring baseball, soccer, and basketball fields, playgrounds, a fitness court, and a community center—all open daily from 7 a.m. to 10 p.m.
Marathon
The Rhum Runner Aqua Park
Rhum Runner — scenic floating playground and bar at The Lagoon on Grassy Key with waterside bites & cocktails.
Key West
Sigsbee Marina
Navy MWR Key West: Your go-to hub for family recreation, fitness, dining, lodging, and tickets on Naval Air Station Key West.
The Lower Keys
Good Food Conspiracy
Organic market and juice bar in Big Pine Key offering vegan wraps, smoothies, and holistic wellness products.
Key West
Key West Local Luxe Jewelry
Key West Local Luxe is a boutique jewelry studio offering handmade, rare & statement pieces—including pearls, gemstones, sea-life designs, unisex styles & curated under-$100 finds.
Key West
Seam Shoppe
Seam Shoppe — Key Largo’s specialty fabric and sewing supply store with island flair.
Key West
Key West Bight Marina
Historic Key West marina with deep water slips & walk-to everything charm.
Key West
Bayview Park
Bayview Park in the center of Key West and has the following amenities: Basketball courts Five public tennis courts and a Pro Shop Open area for picnics and family gatherings Pavilion Pepe Hernandez softball field Playground equipment area Six restrooms
Islamorada
Purple Pineapple Boutique
Women’s Plus size, Women’s, baby, toddler and so much more!
Islamorada
Florida Keys Kayak and Ski
Guided kayak tours and rentals in Islamorada, exploring mangroves, Indian Key, and local wildlife.
