Model train and figure in a colorful outdoor theme park setting.

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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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.

Islamorada

Latitude Charters

Private boat charters in the Upper Keys — sandbar trips, sunset cruises, snorkeling & special-occasion charters.

Key West

Hunter SportFishing

Veteran-led fishing charters in Key West.

Key West

Aquaholics Charters

Aquaholics Charters offers private, customizable boat tours aboard a brand-new 2022 21' Tahoe, providing a stylish and comfortable way to explore the Florida Keys.

Key West

Captain Hook's Dive Key West

Captain Hook's Dive Key West is a full-service dive shop offering scuba diving, snorkeling, and private charters.

Key Largo

Caribbean Watersports

Private charters, sails, and snorkeling adventures in the Florida Keys.

Key West

Sebago Watersports

Top-rated Key West watersports & sailing tours — snorkeling, sunset sails, parasailing & more.

Islamorada

AquaBlue Adventures Sandbar Charter & Boat Tours

AquaBlue Adventures: Your go-to for expert-guided snorkeling, paddleboarding, and private eco-charters in the Florida Keys.

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.

Key West

After Hours Yacht

Private yacht charters in Key West for unforgettable sunset cruises and day trips.

Key West

Life On The Rocks Charters

Life on the Rocks Charters offers fun, customizable boat trips around Key West—sandbar hopping, snorkeling, sunset cruises, and more.

Key Largo

Captain Lew Charter

Key Largo private cruise on a 32' catamaran—snorkel, sunset, up to 6.

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.

Islamorada

Sundance Watersports

Explore stunning Florida Keys snorkeling, SNUBA, and sunset cruises with Sundance Watersports!

Islamorada

Islamorada Turtle Tours

Sandbar trips, snorkeling, sunset cruises & private charters in Islamorada.