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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Islamorada
Florida Keys Farmers Market
A lively weekly farmers market in Islamorada with fresh produce, local art, and live music.
Islamorada
AquaBlue Adventures Sandbar Charter & Boat Tours
AquaBlue Adventures: Your go-to for expert-guided snorkeling, paddleboarding, and private eco-charters in the Florida Keys.
Islamorada
Sand Dollar Boat Rentals
Rent your next adventure: Sand Dollar Boat Rentals offers boats, jet skis, paddleboards & more in Islamorada.
Islamorada
Forever Salty Charters LLC
Private snorkeling, sandbar, sunset & eco-tours from Islamorada.
Islamorada
The Tipsy Octopus
The Tipsy Octopus — quirky souvenir & specialty shop in Islamorada, where island‑style treasures, art pieces and fun gifts meet a roadside stop filled with character.
Islamorada
Florida Keys Fragrance & Gifts
Boutique fragrance and jewelry shop in Islamorada offering unique scents and accessories.
Islamorada
Anne's Beach
Anne's Beach is located at Lower Matecumbe Key, Florida. The Islamorada Beach is dedicated to local environmentalist Anne Eaton.
Islamorada
Florida Keys Boat Rentals, Jetski & Island Tours
Boat & jetski rentals, island & state park tours in Islamorada from Robbie’s Marina.
Islamorada
Bass Pro Shops - World Wide Sportsman
Bass Pro Shops Islamorada: outdoor gear, fishing essentials, and adventures.
Islamorada
DRIFT Island Collective
DRIFT Islamorada // Island Collective — thoughtfully curated coastal apparel & artisan goods in Islamorada, where island style meets relaxed living.
Islamorada
Zero Dress Code Boutique
Zero Dress Code — stylish women’s resort wear boutique in the Florida Keys offering unique beach-to-evening fashions.
Islamorada
Chris Clearwater Charters
Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.
Islamorada
Keys Mercantile
Keys Mercantile in Islamorada, Florida Keys is your go-to hardware and home supply store with tools, paint, gifts, and expert service.
Islamorada
A Family Fun Boat Tour Company
Family Fun Boat Tours offers private, kid-friendly boating adventures for up to 12 guests in the Upper Florida Keys—perfect for snorkeling, eco-tours, sandbar visits, sightseeing, or sunset cruises.
Islamorada
Indian Key Historic State Park
Historic island ghost-town accessible only by boat / kayak.
