Sightseeing

Guided walking tours of Key West’s haunted side, full of local lore, ghosts, and history—90 minutes of spooky fun whether you believe in the paranormal or not.

Bamboo Charters, led by Captain Matt Bellinger, offers personalized fishing, snorkeling, sandbar, and sunset excursions aboard the "Chubby Mermaid," providing unforgettable experiences in the Florida Keys.

Anchors Away Boat Rentals & Tours offers a diverse fleet of over 30 boats, including center consoles, deck boats, and pontoons, available for flexible rentals ranging from 2-hour to monthly durations, with GPS-equipped vessels and optional add-ons like snorkeling gear and GoPro cameras.

Cruisin’ Tikis Key West offers fun, BYOB tiki-bar boat cruises—including sunset sails, swim-stop excursions, and eco tours—aboard floating tiki bars navigated by USCG-certified captains.

Pretty Work Charters — full-service fishing charters in Islamorada, FL, where experienced crews and flexible boats deliver unforgettable Florida Keys adventures.

Four generations of Estenoz heritage leading sportfishing adventures in Key West’s waters.

Explore stunning Florida Keys snorkeling, SNUBA, and sunset cruises with Sundance Watersports!

Experience unforgettable Florida Keys adventures with Island Girl Charters—fishing, snorkeling, and more!

Adventure Boat Tours takes visitors out from Marathon for snorkeling at Sombrero Reef and laid-back sunset eco-history cruises. Slip into the clear water over living coral, then watch the sky light up on the ride home through the Florida Keys.

Sail the Florida Keys on the luxurious 36ft catamaran "Sirius" for unforgettable sunsets.

Adventures Key West is a full-service Key West experience booking company curated by local experts, offering everything from on-water adventures and private charters to golf cart and scooter rentals, cultural workshops, wellness experiences, and private event and wedding bookings throughout Key West.

Soar above Key West in a helicopter tour — scenic, adventurous, unforgettable.

A small, captain-run sailing charter out of Stock Island Marina Village, building each trip around what you actually want: backcountry anchorages, uninhabited islands, snorkeling in the national marine sanctuary. For the ambitious, a three day voyage out to Fort Jefferson in the Dry Tortugas.

Boats, jet skis and the Lignumvitae ferry, all out of Robbie's Marina at mile marker 77.5 bayside. The ferry runs Friday through Sunday afternoons to an island you cannot otherwise reach without a boat.