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
4.1
(63 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
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
Troy_d
Dec 22, 2024
very accommodating for... - very accommodating for wheelchair accessibility.the driver was funnier than the comedian on our cruise ship
Review provided by Viator
Gmail183
Dec 9, 2024
great ride - it not only is the best way to see the island. The drivers explain all of the places and things you'll see it was well worth the money!!
Review provided by Tripadvisor
Pio
Oct 28, 2024
Key West trolley tour 10/28/24. - Hi we booked excursion out of Margaritaville Islander key West trolley. We had a great time getting off the trolley and back on drivers were very professional and with great humor, Driver Ian is a great asset to the trolley company. Well explained tour and very professional at their duties. Thanks for a great tour.
Review provided by Tripadvisor
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
Philip_b
Feb 13, 2025
Instructions on getting... - Instructions on getting voucher/ticket was vague. First Trolley operator let us on by only showing voucher. Next time we hopped back on we had someone who knew how to get voucher and give us stickers to ride. Overall a good experience on the Trolley.
Review provided by Viator
Sumithra_n
Dec 20, 2024
I - Doug was our driver. It seemed that he was a little racist and sarcastic. The speaker voice was low so could not hear everything. Hop on hop off is great experience but the drivers should be the same to all race and color.
Review provided by Viator
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).