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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Islamorada

Forever Salty Charters LLC

Private snorkeling, sandbar, sunset & eco-tours from Islamorada.

Key West

Aloha Sailing Key West

Personalized sailing charters aboard a Fountaine Pajot catamaran, exploring the Florida Keys and Dry Tortugas.

Key West

Island Vibe Charters

Private Key West boat charters: sandbars, reefs & sunshine memories await.

Islamorada

Florida Keys Watersports

Boat & jet ski rentals + tours exploring reefs, mangroves & sandbars in Islamorada.

Marathon

SS Pops Two Conchs Island Tours

Explore stunning Florida Keys boat tours with Two Conchs Island Tours!

Marathon

Solé Watersports

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

Islamorada

Deep Sea Scuba

Deep Sea Scuba & Snorkel in Islamorada offers top-quality personalized scuba diving, snorkeling, eco-tours, PADI training, and six-pack charters, all backed by over 25 years of safety-focused experience.

Key West

Your Island Charter

Your Island Charter — private boat charters for sandbars, snorkeling, fishing and sunsets in the Florida Keys.

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!

Key West

Second Generation Fishing Charters

We Fish Key West — your local charter partner for top offshore, reef, and backcountry fishing adventures.

The Lower Keys

Longtab Charters

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

Marathon

Aqua Leisure Boat Tours

Aqua Leisure Boat Tours offers private, all-inclusive charters with licensed captains, providing a 25-foot Cobia deck boat equipped for snorkeling, sunset cruises, sandbar trips, and more, accommodating up to 6 guests.

Key Largo

Amoray Dive Resort

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

Weddings Max
60
Meetings Max
60

Islamorada

Lightly Salted Charters

Private Islamorada boat tours: snorkel, sandbar, fishing—book your adventure.

Key West

Up The Keys Tours

Up The Keys — immersive land-based eco-tours through the Florida Keys with expert local guides and scenic drives along the Overseas Highway.