Sightseeing
From quirky tours to can’t-miss landmarks, sightseeing in The Florida Keys is anything but ordinary - on island or at sea. Hop on a trolley or the iconic Conch Train, set sail on a charter, or wander museums filled with history, art, and stories you couldn’t make up if you tried. Key West’s haunted tours add a spooky thrill, while scenic drives and hidden stops up and down the island chain reveal the Keys’ offbeat charm. These listings connect you with the guides, tours, and attractions that turn “just looking around” into a true island adventure.
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Wall To Wall Fishing Charters
Wall To Wall Fishing Charters — premier private fishing and sandbar tours out of Key West for all ages and experience levels.
Key Largo Parasail
USCG-certified parasail adventures: soar over Key Largo’s waters in style.
Air Key West
Air Key West offers private, on-demand charters from Key West International Airport, specializing in flights to Cuba, the Bahamas, and throughout Florida.
Longtab Charters
Luxury private charters from Summerland Key — fish, snorkel, dive, sandbars & sunset cruises aboard a 30′ Hydrocat.
Cruisin’ Tikis Key West
Cruisin’ Tikis Key West offers fun, BYOB tiki-bar boat cruises—including sunset sails, swim-stop excursions, and eco tours—aboard floating tiki bars navigated by USCG-certified captains.
Hawks Cay Marina
Hawks Cay Marina on Duck Key offers wet slips, fuel, fishing charters and convenient access to the waters of the Middle Florida Keys.
SeaEO Luxury Boat Charters
SeaEO offers luxury private boat charters, rentals, and tours—servicing the Florida Keys and beyond. Experience personalized, high-end excursions aboard their ultra-luxury vessels, perfect for snorkeling, sandbars, dolphin safaris, special celebrations, or simply enjoying the sun and surf.
Aloha Sailing Key West
Personalized sailing charters aboard a Fountaine Pajot catamaran, exploring the Florida Keys and Dry Tortugas.
Pigeon Key and Marine Science Center
Historic island tours, snorkeling & Bridge-tram ride at Pigeon Key
Salty Pup Adventures
Explore unforgettable boat tours and adventures in Marathon, FL with Salty Pup Adventures!
Skydive Key West
Experience tandem skydiving over the turquoise waters of the Keys at Skydive Key West.
Capt. Sterling's Everglades Tour
Captain Sterling's Everglades Eco-Tours offers personalized, small-group boat excursions through the Everglades National Park, Pennekamp Park, and Florida Bay, led by experienced guides passionate about wildlife conservation.
Deep Sea Scuba
Deep Sea Scuba & Snorkel in Islamorada offers top-quality personalized scuba diving, snorkeling, eco-tours, PADI training, and six-pack charters, all backed by over 25 years of safety-focused experience.
Friend With A Boat Charters
Friend With A Boat Charters: Enjoy private, family-friendly boat tours out of Key Largo — snorkeling, sandbars, and BYOB fun on the water.