Key West: Must-See Sights! Panoramic Trolley Tour & Island Adventure
The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour guide turns back the pages of history to the days of Indians, pirates, wreckers and the Civil War. You’ll get a full picture of Key West on this Old Town trolley tour. FREE ADMISSSION TO THE SAILS TO RAILS MUSUEM INCLUDED WITH TICKET!
Reviews
Reviews and Rating (Tripadvisor)
5 stars
4 stars
Reviews by Tripadvisor travelers
Jeanine_T, 12/9/2025 9:22:50 AM
The trolley tour is a great way to get “the lay of the land” to see where landmarks are or areas to visit. We took the trolley in its entirety to listen to tour guide (1 1/2 hours) then since ticket is good all day, used it later to get around on- to hop on and off. Definitely recommend!
NorthStar21274416221, 12/8/2025 9:01:06 PM
Manny was our driver for our tour on Monday, Dec 8. He was knowledgeable, helpful and fun. He answered all kinds of questions we were curious about and shared his experience of growing up on the island. Great tour!
905oceant, 12/7/2025 3:30:00 PM
Manny is an absolute hidden gem on the beautiful island of Key West. As we began our tour with Old Town Trolley, he was our driver and tour guide. He is native to Key West. Born and raised. I have taken many tours, all over the world. By far, Manny, without question, was the most engaging, fun, educational, interesting and intriguing. I have been to Key West, many times. During my tour I was incredibly impressed to learn and laugh as much as I did! Manny shared so many interesting facts, while making the history of the island come alive. If you're going to take Old Town Trolley in Key West? Make sure you're on a Trolley that Manny is operating! I cannot recommend the experience Manny provided enough. Ten out of ten stars!! I will definitely do this again, in the future.
stephanie_g, 12/6/2025 10:07:41 AM
Bobby was absolutely the best! Knowledgable, funny, friendly….cant say enough. We had a number of other drivers but none as good as Bobby. Give that man a raise!!!
Cathy_C, 12/4/2025 9:45:53 AM
It’s a very comprehensive, informative tour. Mr. Ed was knowledgeable and entertaining! Would recommend!
Cathy_C, 12/1/2025 6:25:55 PM
It’s a quick way to familiarize yourself with Key West. The guide was very knowledgeable and was willing to answer questions. It would be helpful if the guide would pause longer to give riders time to make pictures.
rinkc2021, 11/30/2025 10:49:19 AM
PERFECT way to see many interesting areas of Key West !! **Parking is a nightmare anymore. ,,this trolley service is Wonderful!
HappyOldOne, 11/30/2025 9:40:09 AM
Fantastic experience. Our tour leader was "Nobody". Great name and great stories to go with the name! The only complaint was that the tour should be less expensive. It was $125 for 2 people for an hour. That's a bit high.
TuscanGun, 11/28/2025 7:49:23 PM
Taking the Hop-off-Hop-On Trolley Tour in Key West was definitely the best way to get around the island. It made exploring so easy and stress free - no need to worry about parking, traffic or navigating unfamiliar streets. We could just hop off the stops we wanted.
Dave H, 11/28/2025 12:41:21 PM
Very informative about 90 minutes Bobby and Ian were great hosts Learned alot was able to jump on and off work ease Would recommend
- 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.
- First tour starts at 9am
- Last tour departs from Mallory Square at 4:30pm
No departure point available
Redemption
• Passengers can board the Trolley at any time between operation hours of 10am and 4:30pm. The last full tour is at 4:30pm. • For further information on the Old Town Trolley Tour of Key West please call Historic Tours of America on +1 305 296 6688. • Please exchange your voucher with the Old Town Trolley Tour Sales Representative for a ticket which will be stamped with the date. * FREE ADMISSION TO THE SAILS TO RAILS MUSEUM INCLUDED WITH TICKET Departure point: Tour departs every 30 minutes from any of the following stops: • Mallory Square - wheelchair accessible • Historic Key West Seaport • Simonton Row - Simonton and Greene streets • La Concha - Crowne Plaza • Bahama Village Market Place • Fairfield Inn • Key West Welcome Center - wheelchair accessible • Best Western Key Ambassador • Casa Marina Resort • Southernmost Trolley Stop • Truman Avenue and Duval Street • Angela and Duval streets24 hours before travel date - 100% refund
Less than 24 hours before travel date - 0% refund