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.

Filters
Destination
Category
Key West

Argo Navis Key West Sailing Charters

Argo Navis is a 75-foot luxury catamaran offering intimate, all-inclusive sailing experiences in Key West, including sunset cruises, brunch sails, and private charters, with curated food and drink pairings.

Key Largo

Kickin It In The Keys Charters

Experience Florida Keys fishing adventures with Captain Forrest.

Key West

Key West Conch Life Charters

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

Key West

Wall To Wall Fishing Charters

Wall To Wall Fishing Charters — premier private fishing and sandbar tours out of Key West for all ages and experience levels.

Marathon

Custom Cat Charters

Custom Cat Charters offers tailored private boat trips for fishing, sightseeing, and special events in the Florida Keys.

Islamorada

Easy Livin' Charter Boat

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

Key West

Reel Fresh Fishing

Reel Fresh Fishing — private fishing charters in Key West, where expert captains and top-tier gear deliver unforgettable deep-sea, reef and wreck experiences.

Islamorada

Sandy Bottom Charters

Sandy Bottom Charters offers personalized private boat charters in the Florida Keys for snorkeling, sandbar trips, and sunset cruises.

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

Pigeon Key and Marine Science Center

Historic island tours, snorkeling & Bridge-tram ride at Pigeon Key

Islamorada

AquaBlue Adventures Sandbar Charter & Boat Tours

AquaBlue Adventures: Your go-to for expert-guided snorkeling, paddleboarding, and private eco-charters in the Florida Keys.

Key West

Sebago Watersports

Top-rated Key West watersports & sailing tours — snorkeling, sunset sails, parasailing & more.

Marathon

Nautica Watersports

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

Key West

Captain Conch Charters

Captain Conch Charters offers customizable fishing experiences in Key West, including split, private, and party boat charters, targeting species like mahi mahi, tuna, and sharks.