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.

Marathon

Z Flight Watersports | Marathon FL

Zip into the sky with Z-Flight Watersports: parasailing thrills await.

Key West

Salty Bottom Boats

Salty Bottom Boat — private custom charters in Key West for sandbar parties, sunset cruises & island adventures.

The Lower Keys

Longtab Charters

Luxury private charters from Summerland Key — fish, snorkel, dive, sandbars & sunset cruises aboard a 30′ Hydrocat.

Marathon

Island Warbirds - Aerial Tours & Gift Shop

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

Marathon

Solé Watersports

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

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.

VIP Robert the Doll Experience & Paranormal Investigation

Islamorada

Florida Keys Boat Rentals, Jetski & Island Tours

Boat & jetski rentals, island & state park tours in Islamorada from Robbie’s Marina.

Keys Season Deals

Key West

Adventures Key West

Adventures Key West is a full-service Key West experience booking company curated by local experts, offering everything from on-water adventures and private charters to golf cart and scooter rentals, cultural workshops, wellness experiences, and private event and wedding bookings throughout Key West.

Weddings Max

200

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.

Islamorada

Easy Livin' Charter Boat

Custom boat tours and fishing adventures with local legend Captain Augie in Islamorada.

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.

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.