Key West visitors have been enjoying the island’s sights by trolley for over 25 years. A trolley tour is an excellent way to take in the atmosphere and attractions of Key West – Large, open-air windows and slow speeds let you relax and enjoy the nice weather, vibrant street life, and classic architecture the city is famous for.

Take a 90-minute fully-narrated island loop tour, or see the island at your own pace, hopping on or off the trolley at any one of the many convenient stops.

The trolley tour is a great way to learn about the history and highlights of Key West. Or simply enjoy the trolley’s convenience when it comes to getting around the island for shopping, dining, beach time, or simply exploring.

Relax in padded, comfortable seating and enjoy the breeze from the wide-open side windows as you travel the city streets smoothly and safely with a professional driver at the wheel. Listen to live tour narration and feel the long history and many interesting people and events of unique Key West come to life.

Thrill to the legends of the Calusa Native American tribe and their mysterious name for the island: Cayo Hueso, or Island of Bones. Did the Calusa leave the remains of defeated enemies to bleach on the Key West sands?

Hear tales of the lucrative Key West wrecking industry and the islanders who salvaged cargo from doomed vessels trapped on the reefs. Learn about Henry Flagler and his dream, a railroad that crossed miles of water to reach Key West.

Catch the trolley to find the best spots to shop, dine, relax, and have fun. The comprehensive tour covers over 100 key points of interest around the city. The trained professional guides that share Key West lore and legends can also answer any questions you might have and are glad to help make your island visit successful.

Tour at your own pace on American-made, clean-running natural gas-powered trolleys and enjoy the safest and easiest way to see the city.

Book your Key West Hop-On Hop-Off Trolley Tour tickets with Cool Destinations now!

• Reservations are REQUIRED for all bookings
• Book Your Package On-Line and Receive Your Confirmation
• Departure point: Detailed check-in instructions - including the address and parking information if applicable - will be included in your final confirmation email.
• Duration: 1 hour 30 minutes (Approx.)

• FREE ADMISSION TO THE SAILS TO RAILS MUSEUM INCLUDED WITH TICKET
• Narrated tour
• Ages 0-3 free!
• Located taxes
• Gratuities
• Food and drinks
• Tour closed October 23-24

• Confirmation Voucher (printed or mobile)
• Any required or suggested items listed on your confirmation email.
• A Smile!

• Wheelchair accessible
• Infants and small children can ride in a pram or stroller
• Service animals allowed
• Public transportation options are available nearby
• Infants are required to sit on an adult’s lap
• Transportation options are wheelchair accessible
• Suitable for all physical fitness levels
• Tours depart from boarding locations approx. every 30 minutes. Patrons with vouchers can board at any Old Town Trolley boarding location. Wheelchair accessible locations are Stops # 1, 2, 3, 6, 7, 8, 9, and 10.

You can cancel up to 24 hours in advance of the experience for a full refund.