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.

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 Largo

Kickin It In The Keys Charters

Experience Florida Keys fishing adventures with Captain Forrest.

Key Largo

Amoray Dive Resort

Amoray Dive Resort: Dive into adventure and relax in stunning Key Largo bayside rooms.

Key West

Casual Monday Charters

Casual Monday Charters offers private, customizable boat excursions in Key West, featuring sandbar hopping, snorkeling, sunset cruises, and eco tours aboard a 25' Hydrasports center console.

Marathon

Marathon Snorkeling & Sunset Cruise

Explore stunning reefs, sandbars, and sunsets with Marathon's top snorkeling tours!

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

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.

Marathon

Sailing Catamaran Sirius - Ocean Sailing Inc

Sail the Florida Keys on the luxurious 36ft catamaran "Sirius" for unforgettable sunsets.

Key West

Fly-Key West Helicopter Tours

Soar above Key West in a helicopter tour — scenic, adventurous, unforgettable.

Marathon

Sole Watersports

Explore stunning snorkeling, sandbar swims, and sunset cruises in Marathon, FL!

Marathon

Living Like Larry Charters

Private boat charters in the Florida Keys for unforgettable ocean adventures.

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.