Key West Trolley Tour: Explore Historic Island

Experience the rich history of Key West on a hop-on hop-off trolley tour. Discover the island’s fascinating past, from Indians and pirates to the Civil War. Don’t miss the free admission to the Sails to Rails Museum!

Duration: 1 hour, 30 minutes
Cancellation: 24 hours
Highlights

Old Town Trolley Tour of Key West (Route)

Operating Schedule: Tours depart from boarding locations approximately every 30 minutes. Guests with vouchers can board at any Old Town Trolley boarding location. Wheelchair accessible stops include Stops #1, 2, 3, 6, 7, 8, 9, and 10. Open daily from 10am to 4:30pm. The last full tour leaves from Mallory…

What's Included
  • Free admission to the Sails to Rails Museum
  • Two free walking tours included
  • Narrated tour
  • Ages 0-3 free
  • Local taxes included
What's Not Included
  • Gratuities
  • Food and drinks
  • Tour closed October 23-24
Additional Information

The hop-on hop-off tram journey around Key West provides an outstanding opportunity to discover this ancient island. Seat yourself comfortably as your knowledgeable tour leader delves into the past, recounting the era of Native Americans, buccaneers, salvage teams, and the Civil War. You’ll experience a comprehensive view of Key West through this Old…

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.4
(1397 Ratings)
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Trek37516118816
Aug 23, 2025
Good experience - The tour guides were friendly and helpful. They had lots of fun facts. There were plenty of trolleys coming and going so you didn’t have to wait long for a ride. It’s a cute little place. It is very hot in August. I would advise going not in the summer.
Review provided by Tripadvisor
Nita_m
Aug 22, 2025
Definitely a time saver and worth the money - Great way to see a variety of spots while learning some interesting history I got off three times. Each new driver was pleasant t and interesting
Review provided by Viator
Lenore_s
Aug 18, 2025
The tour bus drove all... - The tour bus drove all over town. The tour guide explained all stops. You can get off at any stop. Another bus comes to get you every 10 minutes.
Review provided by Viator
Aep77
Aug 17, 2025
Fabulously Informative Tour -and Fun! - This tour is worthy every single penny you will pay for it. We bought our tickets for it and boarded a trolley just as it started to pour one of those torrential Florida rains. No problem. We worked with the other passengers to pull down the clear window flaps -we could still see everything but stayed nice and dry. This tour will teach you all about the history of Key West -like how they used to auction off shipwrecked items that washed ashore. I really enjoyed it.
Review provided by Tripadvisor
Jeannine_l
Aug 16, 2025
Old and New Key West - It is a wonderful introduction to Key West, both old and new Key West. Our driver was Louis and he was absolutely excellent. He was a historian, born and bred there and a comedian as well. Great tour.
Review provided by Viator
Lyndell_b
Aug 14, 2025
Great Experience, great local transport - Get there earlier in the day, if possible so you can do the 1 and 1/2 hour complete loop. Then you can plan the rest of your day, using the tour bus as transport where it makes sense for you. We at one point were the only two folks o. The trolley but our guide continued on like the trolley was loaded and told the history as we drove by. Excellent driver, tipped him $10 for such a great job, sorry I forgot his name though, my bad.
Review provided by Viator
David_m
Aug 12, 2025
Great way to see and learn about Key West - Very easy to access, inexpensive. A great way to get to know Key West in all its history. Truly makes it much easier to know where to go for a great food and entertainment when you’re off on your own
Review provided by Viator
Pamela_c
Aug 9, 2025
Old Town Trolley-Definitely - We love to use the trolley system in any of the cities we travel too. Old Town Trolley in Key West did not disappoint! We used it all 3 days and it made getting around the island so easy. We definitely recommend!! The drivers were very knowledgeable about the history of the island and were very entertaining also. Special shout out to Kenny, he was our favorite!
Review provided by Viator
Sandra_b
Aug 20, 2025
Fans no on. too this time of year - Too Hot this time of year had fans but not on. Guy had to reporting every thing that might make him a second late. He did tell the very dry story of Keys. Not excitingly as when I rode them several years ago.
Review provided by Viator
Miranda_o
Aug 15, 2025
Too much travel time - We spent about an hour of the 90 minute tour going to remote location to pick up and drop off hotel guests. Only about 5 of the stops were worth visiting, but once you hopped off it was going to take us an hour to get back to the good stops. So there was no motivation to hop back on. They should run some trolleys back and forth to hotels, and the others just around the old town
Review provided by Viator
From $56
up to 9 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).