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

Captain's Corner Dive Center and Boat Charters

Dive Key West’s stunning reefs and wrecks with expert guides at Captain’s Corner!

Marathon

Salt Dance Boat Tours

Custom private boat excursions in Marathon with sandbar trips, snorkeling adventures, and sunset cruises on a pet-friendly deck boat for families and friends.

Islamorada

Florida Keys Food Tours

Guided culinary tours through Islamorada & Key Largo featuring local eateries, history, and culture.

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 West

Key West Seaplane Adventures

Soar over crystal waters and land on the Gulf—Key West’s premier seaplane tours to Dry Tortugas and beyond.

Key West

Key West Ghost And Mysteries Tour

Guided walking tours of Key West’s haunted side, full of local lore, ghosts, and history—90 minutes of spooky fun whether you believe in the paranormal or not.

Key West

Key West Tiki Boat

Cruise Key West on a private tiki bar boat: sandbars, sunsets, paddleboards, lily pads, and your playlist—all aboard a fully decked out Tiki Boat for groups up to 12

Key West

Key West Ghost Tours: Southernmost Shadows and Ghosts

Discover Key West’s haunted history with a chilling walking ghost tour through cursed graveyards, eerie historic sites, and stories of restless spirits in the heart of Old Town.

Key West

Fishy Business Charters

Offshore, reef, and backcountry fishing charters aboard a 36’ Front Runner Center Console with Captain Eric Evans.

Marathon

Island Warbirds - Aerial Tours & Gift Shop

Aviation gear & nostalgia—shop for pilot-apparel, model aircraft & warbird culture.

Key West

Ghosts & Gravestones Tour Key West

Nighttime trolley tour revealing Key West’s haunted history, including eerie tales and historic sites.

Key Largo

Eye Catcher Charters

Private fishing, snorkeling & sunset charters aboard a 30' Sea Hunt with Captain Bry.

Key West

Classic Harbor Line Key West

Sail Key West offers unforgettable sunset and specialty cruises aboard the elegant Schooner America 2.0.

Key Largo

Morning Star Sailing Charters

Morning Star Sailing Charters offers personalized sailing experiences in the Florida Keys, including captained and bareboat charters, sunset cruises, and snorkeling tours.