Couple descending wooden ship-themed stairway with nautical decor.

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.

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Islamorada

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.

Islamorada

Forever Salty Charters LLC

Private snorkeling, sandbar, sunset & eco-tours from Islamorada.

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.

Islamorada

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

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.

Islamorada

Backcountry Cowboy Outfitters

Explore the Florida Keys with kayak, bike, and paddleboard rentals for unforgettable adventures!

Islamorada

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.

Islamorada

La Jolla Resort

La Jolla Resort: Classic Keys charm, beachfront views, family fun!

Islamorada

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.

Islamorada

Keys Salt Scrub (The)

Handcrafted, chemical-free sea salt scrubs from the Florida Keys — exfoliating, moisturizing, and odor-neutralizing.

Islamorada

Chris Clearwater Charters

Chris Clearwater Charters: Custom fishing, snorkeling & sandbar adventures with a chef-captain in the Florida Keys.

Islamorada

Florida Keys Dive Center

Three-dive adventures, snorkeling & scuba charters from Islamorada with courses & lobstering.

Islamorada

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.

Islamorada

Florida Keys Kayak and Ski

Guided kayak tours and rentals in Islamorada, exploring mangroves, Indian Key, and local wildlife.