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

Florida Keys Flight Academy Key West

Florida Keys Flight Academy — flight training and scenic tours in Marathon, where aspiring pilots and adventure seekers soar over the stunning Florida Keys.

Key West

Keys Seaplanes

Fly in style over Florida’s waters — Keys Seaplanes offers private amphibious charters and scenic flights across the Keys.

Islamorada

A Family Fun Boat Tour Company

Family Fun Boat Tours offers private, kid-friendly boating adventures for up to 12 guests in the Upper Florida Keys—perfect for snorkeling, eco-tours, sandbar visits, sightseeing, or sunset cruises.

Key West

Hunter SportFishing

Veteran-led fishing charters in Key West.

Key Largo

African Queen

African Queen — historic steamboat canal cruises in Key Largo, made famous by the 1951 film with Humphrey Bogart and Katharine Hepburn.

Key West

Lost Reef Adventures

Lost Reef Adventures is a 5-Star PADI dive center in Key West offering daily scuba diving, snorkeling trips, certifications, sunset cruises, and private charters—all backed by 30 years of experience and full-service gear support.

Key West

Key West Conch Life Charters

Customize your perfect Key West adventure with fishing, snorkeling, and sunset cruises!

Marathon

Fly Heli Florida Keys

Soar over the stunning Florida Keys with Fly Heli Tours for breathtaking island views!

Key West

Fury Water Adventures

Fury Water Adventures offers the ultimate Key West experience, from thrilling water excursions to convenient land rentals

Key West

Dauntless Excursions

Dauntless Excursions offers private, customizable charters from Key West, featuring activities like lobstering, snorkeling, reef fishing, and sandbar hopping aboard the 32-foot Dauntless vessel.

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.

The Lower Keys

Sandbar Somewhere Charter

Sandbar Somewhere Charter, led by Captain Hoyt Watkins, offers relaxed inshore and backcountry fishing trips around Summerland Key and Big Pine Key.

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

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

Reef Quest Tours

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