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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Islamorada
Sandy Bottom Charters
Sandy Bottom Charters offers personalized private boat charters in the Florida Keys for snorkeling, sandbar trips, and sunset cruises.
Key West
After Hours Yacht
Private yacht charters in Key West for unforgettable sunset cruises and day trips.
Key Largo
Saltwater Cowboy Charterz
Experience unforgettable fishing and snorkeling adventures in Key Largo with Saltwater Cowboy Charterz.
Islamorada
Sundance Watersports
Explore stunning Florida Keys snorkeling, SNUBA, and sunset cruises with Sundance Watersports!
Key West
Captain's Corner Dive Center and Boat Charters
Dive Key West’s stunning reefs and wrecks with expert guides at Captain’s Corner!
Islamorada
Islamorada Luxe Charters
Luxury private boat charters in Islamorada, Florida Keys—Islamorada Luxe Charters offers fully customized, high-end excursions aboard The Bougie Girl, a 28-ft Scout Dorado.
Key West
Screaming Lines Adventures
Four generations of Estenoz heritage leading sportfishing adventures in Key West’s waters.
Islamorada
Spray Watersports
Spray Watersports is Islamorada's premier on-water adventure company offering guided jet ski tours, catboat tours, reef snorkeling, sandbar excursions, sunset cruises, and private tiki boat charters departing from Three Waters Resort & Marina with 1,000+ five-star reviews.
Key West
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.
Key Largo
Cruisin’ Tikis Key Largo
Cruisin’ Tikis Key Largo offers quirky tiki-bar boat cruises—ranging from fun daytime outings to romantic sunset sails and seasonal night tours—departing dockside at Snook’s Bayside in Key Largo.
Islamorada
Morada Mermaid Adventures
The Morada Mermaid is a scenic charter boat experience in the Florida Keys offering sunset cruises, sandbar escapes, and island adventures from Marathon and Islamorada, FL.
Islamorada
Coral Keys Adventures
Coral Keys Adventures, founded by longtime Islamorada captain Rebekah Susa, offers immersive boat tours that blend snorkeling, history, and adventure at iconic sites like Alligator Lighthouse and Indian Key.
Islamorada
Clearly Unique Charters
Clearly Unique Charters offers snorkeling, sandbar, and sunset boat tours in Islamorada aboard spacious powerboats designed for family fun and special events.
Key West
Sebago Watersports
Top-rated Key West watersports & sailing tours — snorkeling, sunset sails, parasailing & more.
