Key West Trolley Tour: Explore Island History

Discover the rich history of Key West on a hop-on hop-off trolley tour shore excursion. Explore the island’s past, from Indians and pirates to the Civil War. Free admission to the Sails to Rails Museum included!

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 15-20 minutes. Guests with vouchers can board at any Old Town Trolley boarding location. Wheelchair accessible stops include #1, 2, 3, 6, 7, 8, 9, and 10. Open daily from 10:00 AM to 4:30 PM. The last full tour departs at 4:30…

What's Included
  • Two FREE Walking Tours Included
  • Narrated tour
  • Located taxes
  • FREE ADMISSION TO THE SAILS TO RAILS MUSEUM INCLUDED WITH TICKET
What's Not Included
  • Gratuities
  • Food and drinks
  • Port pickup and drop off
Additional Information

Upon reaching the harbor in Key West, embark on a self-guided, hop-on hop-off trolley tour adventure; the ideal method to discover the island. When you step off your cruise ship, just sit comfortably as your knowledgeable guide takes you through a history journey back to the era of Native Americans, buccaneers, salvagers and the Civil War. You’ll gain…

Cancellation Policy

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

Customer Ratings
4.2
(68 Ratings)
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Tameka_b
Sep 6, 2025
Adam the best tour guide.... - Adam the best tour guide. His personality speaks volumes. He was very knowledgeable and funny. He made everyone feel comfortable in the rain. He narrating was wonderful. It was fantastic. . I would recommend.
Review provided by Viator
Dmarquis_v
Jul 20, 2025
It was great! - It was great. The driver was very interesting and knowledgeable. It beats walking around in the heat.
Review provided by Viator
Faraway702146
Jul 13, 2025
A Great Way to See Key West - We had a great time hopping on and off this tour. We had many drivers and they were all good, yet our favorite driver was Adam. He was very engaging, funny, and personable.
Review provided by Tripadvisor
Gabriel_p
Jun 8, 2025
Adam was the best! - The tour was awesome and made it super convenient to move around Key West. Our tour guide Adam was the best. Super funny and knowledgeable. Would definitely recommend this tour if arriving to Key West on a cruise.
Review provided by Viator
Loismc2025
May 2, 2025
A Truly Great Experience - We started the trip close to our motel and it was very enjoyable. The driver of the bus was very knowledgeable and made our experience truly memorable.
Review provided by Tripadvisor
Frank_c
Apr 17, 2025
Great overview of the island - Friendly, knowledgeable and helpful conductor and guide. Great overview of the island and some interesting facts.
Review provided by Viator
Brucef524
Mar 31, 2025
Fun on the Trolley - Great way to tour and just get around the island. Stops are very convenient to most everything. Tour guides were fun and informative. Would definitely recommend.
Review provided by Tripadvisor
Luanne_l
Feb 13, 2025
Great Ride - Ride was worth it. Ride around to see what is on the tour then ride again getting off where there of things that interest you.
Review provided by Viator
Debitcred1
Mar 4, 2025
Enjoyable trip - There are several different of these in town. Drivers was great, informative, and we enjoyed the history of the island. When we booked, didn’t realize they stopped running at 4:30, so lost out on some use. The unlimited on-off was very useful. Little pricey, but everything in key west was.
Review provided by Tripadvisor
Sandra_k
Feb 15, 2025
Ok one time - It was ok. You can walk it as easy. One guide was informative the others not so much. Key West has serious service staffing issues! It shows!
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).