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.

Islamorada

Friend With A Boat Charters

Friend With A Boat Charters: Enjoy private, family-friendly boat tours out of Key Largo — snorkeling, sandbars, and BYOB fun on the water.

Islamorada

Islamorada Fishing Charters Florida Keys

Offshore and inshore sportfishing charters in Islamorada.

Marathon

Manic Sportfishing

Manic Sportfishing is a top-rated Florida Keys fishing charter in Marathon offering private offshore, reef, and family-friendly fishing trips with experienced captains and premium boats.

Islamorada

Reef Quest Tours

ReefQuest Tours: Explore the vibrant reefs, wildlife, and sandbars of the Florida Keys on tailor-made, eco-educational boat adventures.

Key West

Fishy Business Charters

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

The Lower Keys

Snapshot Charters

Family-friendly Snapshot Charters offers unforgettable reef to swordfish fishing trips!

Key West

Above & Below Fishing Adventures - Key West & Lower Keys Fishing Charters

Above & Below Fishing Adventures offers private, all-in-one Florida Keys charters—fishing, snorkeling, sunset cruises, spearfishing, lobster diving, and more—with full gear, Starlink Wi-Fi, and expert guides.

Marathon

Z Flight Watersports | Marathon FL

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

Key West

Green Turtle Charters

Private charters in Key West offering sandbar trips, snorkeling, eco-tours, and dolphin watching.

Islamorada

Lightly Salted Charters

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

Marathon

Keys Jet Ski & Boat Rentals

High-octane jet ski rentals and guided water adventures in the Florida Keys.

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.

Marathon

Captain Hook’s Marina and Dive Center

A Blue Star dive shop and marina at mile marker 53 on Vaca Cut, running reef and wreck trips twice a day, plus snorkeling, sunset cruises, boat rentals and a bait and tackle counter. They will also put you on a coral nursery dive with Mote Marine Lab, which is not something most dive shops can offer.