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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Lazy Days Islamorada
Award-winning oceanfront dining with fresh seafood, steaks, and stunning views.
Islamorada Spearfishing Adventures
Islamorada Spearfishing Adventures is Islamorada's premier spearfishing charter led by Captain Jordi, a Florida Keys-raised PADI Scuba Instructor with 16 years of diving experience, offering private spearfishing, lobster hunting, scuba diving, freediving, and snorkeling charters with a 5.0-star rating across 100-plus reviews.
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 Honey Company
Islamorada Honey Company — raw, unfiltered Florida Keys honey & live bee-relocation services in Islamorada, where sustainability meets sweetness.
Whale Harbor Marina
Whale Harbor Marina — premier full-service marina and charter hub in Islamorada, Florida Keys.
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.
Latitude Charters
Private boat charters in the Upper Keys — sandbar trips, sunset cruises, snorkeling & special-occasion charters.
The Trading Post
The Trading Post of Islamorada — a 24/7 deli, grocery, and local market hub with fresh food, full deli, and essentials.
Drop Anchor Resort & Marina
Drop Anchor Resort & Marina offers oceanfront accommodations with full kitchens, a heated pool, complimentary kayaks, paddleboards, and bicycles, all set in a tropical garden atmosphere. Ideal for couples and families seeking a relaxing Florida Keys getaway.
Pelagic Raptors Charters
Captain Mike runs a 39 foot Contender with triple 300s and a Seakeeper stabilizer out of Islamorada, for up to six anglers. Trips run from four hours to a ten hour swordfish expedition, with tackle and your fishing license included.
Miss Monroe Boutique
Shop Miss Monroe showcases chic, island-inspired women’s fashion, accessories & resort wear in the Keys.
Florida Keys Fishing and Eco-Tours
Tarpon specialists delivering snag-free charters & gear to reel in the Silver King.
Cayo Vida Marina
A small working marina on Old Highway at the top end of Islamorada, open from 6 in the morning for people who are actually going fishing. Live and frozen bait at the counter, charter boats on the dock, and Cayo Vida shirts on your way out.