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.
America's 250 in the Florida Keys
Monroe County is proud to celebrate America’s 250th anniversary with community-wide experiences that honor our nation’s history while showcasing the unique spirit of The Florida Keys.
Historic Pigeon Key
Visitors to Pigeon Key venture back in time to a tiny island that played a tremendous role in the Florida Keys of today.
Florida Keys State Parks
Ten secluded state parks throughout the 125-mile-long Florida Keys include the Keys’ most scenic wide-open spaces for exploration, solitude and...
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Cigars In the Keys
Cigars In The Keys, located at Mile Marker 82 in Islamorada, offers a curated selection of premium cigars, including exclusive blends crafted by Yaxel Ortiz, in a relaxed, welcoming environment.
Forever Salty Charters LLC
Private snorkeling, sandbar, sunset & eco-tours from Islamorada.
Coastal Outfitters Sport Fishing Charters
Coastal Outfitters offers customized fishing charters and sunset cruises in Islamorada, delivering relaxed, captained outings tailored to your preferences.
The Trading Post
The Trading Post of Islamorada — a 24/7 deli, grocery, and local market hub with fresh food, full deli, and essentials.
Islamorada Boat Rentals
Center consoles and a twelve seat pontoon, bookable online with instant confirmation for a half day, a full day, or up to a month. GPS, VHF and safety gear come aboard, and you need to be 25 to rent.
Backcountry Cowboy Outfitters
Explore the Florida Keys with kayak, bike, and paddleboard rentals for unforgettable adventures!
Bluewater Adventure
Bluewater Adventure – The Keys offers guided two-person catamaran tours in Islamorada, allowing guests to drive their own boat while exploring the scenic waterways of the Florida Keys.
Sway Islamorada
Discover Sway Islamorada – a chic women's boutique in the Florida Keys offering curated fashion, jewelry, and gifts. Shop coastal vibes with style.
Keys Salt Scrub (The)
Handcrafted, chemical-free sea salt scrubs from the Florida Keys — exfoliating, moisturizing, and odor-neutralizing.
Chris Clearwater Charters
Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.
Florida Keys Dive Center
Three-dive adventures, snorkeling & scuba charters from Islamorada with courses & lobstering.
Amiga Mia Home - Boutique
Amiga Mia Home is a women-owned boutique in Islamorada built inside a redesigned vintage travel trailer. It stocks artisanal, boho-chic home decor and personal accessories, from ceramic planters to woven macrame crossbody bags and other handcrafted pieces.
Florida Keys Kayak and Ski
Guided kayak tours and rentals in Islamorada, exploring mangroves, Indian Key, and local wildlife.