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Old Town Trolley Tours Key West

Mallory Square, Key West, FL 33040
+1 305-296-6688
Book In Advance
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US$ 31.45*
and up
Key West Hop-On Hop-Off Trolley Tour
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and up
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Conch Tour Train
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Don’t just visit Key West, relive it aboard Old Town Trolley Tours. Discover the island that charmed Ernest Hemingway, Harry Truman and Jimmy Buffet. The fully narrated, 90-minute tour covers over 400 years of history and over 100 points of interest. With 12 stops conveniently located, guests can enjoy shopping, dining, attractions and exploring on their own. Trolleys come by each stop every 30 minutes. Old Town Trolley Tours has a 100% money back guarantee.
  • Excellent60%
  • Very good27%
  • Average8%
  • Poor3%
  • Terrible2%
Travellers talk about
“hop on hop” (113 reviews)
“day pass” (56 reviews)
“driver guide” (28 reviews)
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Hours Today: 9:00 AM - 5:00 PM
Mallory Square, Key West, FL 33040
+1 305-296-6688
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JPMiles / Payback Arrow
JPMiles / Payback Arrow
Reviews (2,027)
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1 - 10 of 1,905 reviews

Reviewed yesterday via mobile

This is a perfect Trolley Tour if you only have a few hours in Key West. Drivers dialogue was fun and informative. The eight stops were plenty.

Thank Laurence M
Reviewed yesterday via mobile

We used Old Town Trolley Tours in Savannah and were happy to see they were in Key West too! My wife and I always learn so much on these tours and the tour guides are always entertaining and knowledgeable. We also like you can get...More

Thank Allen J
Reviewed 2 days ago

Our driver/tour guide COOKIE took us all around the City, entertaining us with great stories about Key West and it's history. She was knowledgeable and entertaining. Also very easy to hear and understand even with all the street noise.

Thank Jeanette P
Reviewed 3 days ago

Our tour guide Mr. Sawaya was entertaining has he showed us the sights of Key West and told us the history. Well worth the time!

Thank Scott F
Reviewed 1 week ago

We toured the entire loop, hopping off once so we experienced 2 drivers. They were both extremely funny and informative. I liked that each had their own joke style... not sure if they all use the same jokes or not but each told jokes that...More

Thank Chris B
Reviewed 1 week ago

I was on the trolley for 8 of the 13 stops with Mr Sawaya the tour guide who drove the trolley. I was very impressed with how entertaining he was and the wealth of knowledge he had about the area. He was extremely friendly and...More

Thank Christa P
Reviewed 1 week ago via mobile

I had used old time trolley in st augustine and thought this would be a great way to see key west without a car. The day i used them 3 cruise ships were in port. They were unable to handle the capacity. I had been...More

Thank Becky P
Reviewed 1 week ago via mobile

We were delightfully entertained by our tour guide J. Sawaya. He was informative and funny making the tour seem like minutes. Once we got on the trolley, we didn’t want to leave it. Well worth the price.

Thank wildwood2go
Reviewed 1 week ago via mobile

My husband & I drove to Key West from Key Largo for the day. We parked near Smathers Beach & caught the first Trolley at 9:25 at stop #9. We were lucky there were 2 seats, it was otherwise full- they don’t do standing. We...More

Thank Gretchen A. M
Reviewed 1 week ago

This service was NEVER on time - always 15 to 20 minutes late. Incredibly frustrating to watch TWO trolleys from their competitor to drive past you in the time you're waiting for these people to show up. We had a group of four, and when...More

Thank dpa_tim
Jennifer G, Guest Relations Manager at Old Town Trolley Tours Key West, responded to this reviewResponded 1 week ago

Please accept my apologies for the experience you had with our tour. We take great pride in providing our guests with great customer service and clearly in your case we let you down and I am very sorry for that. Please be assured that we...More

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Ask a question
Questions & Answers
23 April 2017|
AnswerShow all 5 answers
Response from Craigside | Reviewed this property |
Less than 5 minutes, maybe 300 yards distance?
30 March 2017|
AnswerShow all 2 answers
Response from Jennifer G | Property representative |
You may purchase tickets online on our website. This is our company site, offering a chat option for your questions, secure server for your purchase and a 100% Satisfaction Guarantee should we fail to provide you with a... More
Gail U
27 March 2017|
Response from fritomann | Reviewed this property |
Not really. There is a city parking garage that I used on Grinnell St north of Eaton St. for several days