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

Fury Water Adventures

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

Key West

Sea Monkey Ocean Adventures

Exciting Key West boat tours and ocean adventures — snorkeling, sunset cruises & more.

Islamorada

Allergic to Land Charters

Discover Islamorada's waters with Captain Sue—snorkel, sunset, eco tours.

Key West

CN-it Adventures

CN-IT Adventures offers personalized boat excursions in Key West aboard a 26-foot Twin Vee, delivering custom eco-tours, snorkeling, and island hopping catered to your preferences and weather conditions.

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

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.

Key Largo

Kickin It In The Keys Charters

Experience Florida Keys fishing adventures with Captain Forrest.

Key West

Island Vibe Charters

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

Key Largo

Pirates Cove Watersports

Pirates Cove Watersports, located at Reefhouse Resort & Marina in Key Largo, is a top-rated watersports hub offering jet ski rentals, scuba diving & snorkeling, parasailing, eco-tours, sunset cruises, dolphin swims, fishing charters, and more—all under one roof.

Marathon

Nautica Watersports

Thrilling jet ski adventures and serene sunset rides in Marathon, Florida.

Key West

Six Fins Charters

Private luxury boat and jet ski charters in Key West — explore hidden reefs, sandbars, and dolphin playgrounds.

Key West

Tiki Boat Adventures Key West Sandbar Charters

Tiki Boat Adventures — private tiki-bar boat charters in Key West for sandbars, sunsets & island-style fun.

Islamorada

Easy Livin' Charter Boat

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

Key Largo

Captain Lew Charter

Key Largo private cruise on a 32' catamaran—snorkel, sunset, up to 6.

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.