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Old Town Trolley Tours Key West

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Address: Mallory Square, Key West, FL 33040
Phone Number: 305-296-6688
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9:00 am - 5:00 pm
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Sun - Sat 9:00 am - 5:00 pm

Don’t just visit Key West, relive it aboard Old Town Trolley Tours...

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.

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TripAdvisor Reviewer Highlights

Read all 1,322 reviews
Visitor rating
  • 780
  • 371
    Very good
  • 112
  • 36
  • 23
The instant cure for the aches and pains of long driving.

Hop in to this not very ordinary trolley (but you have to pay for the ticket first) and you will enjoy the attractions as you travel the streets of Key West. The driver/ tour... read more

4 of 5 starsReviewed yesterday
Keleko Q
Honolulu, Hawaii

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1,322 Reviews from our TripAdvisor Community

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Date | Rating
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English first
Honolulu, Hawaii
Level Contributor
28 reviews
22 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
4 of 5 stars Reviewed yesterday NEW

Hop in to this not very ordinary trolley (but you have to pay for the ticket first) and you will enjoy the attractions as you travel the streets of Key West. The driver/ tour guide somewhat acts as your storyteller while the trolley is moving, passing by or even in traffic .There's so many tourist spots/attractions that this trolley will... More 

Thank Keleko Q
New York
Level Contributor
107 reviews
37 attraction reviews
common_n_attraction_reviews_1bd8 32 helpful votes
4 of 5 stars Reviewed 2 days ago NEW

The guides are funny and informative. The hop on and off makes seeing attractions easy because parking can be difficult. Take the full 90 minute tour first, then get off at what interests you. We did two days at the discount rate which is not really worth the extra money. We found it annoying to have to take the long... More 

Thank DebiOco
Round Rock, Texas
Level Contributor
211 reviews
123 attraction reviews
common_n_attraction_reviews_1bd8 97 helpful votes
5 of 5 stars Reviewed 2 days ago NEW

We only had a half a day in Key West, and this was the best way to see the most that we could. Lovely people truly!

Thank sherri g
Tinley Park, Illinois
Level Contributor
179 reviews
41 attraction reviews
common_n_attraction_reviews_1bd8 59 helpful votes
4 of 5 stars Reviewed 3 days ago NEW

We purchased the 2 day pass but I believe one day would have been ample. We did find that some drivers were more interesting to listen to than others. At some stops we had to wait for a 2nd trolley as they were quite crowded the time we were there.

Thank Colleen B
Erie, Colorado
Level Contributor
33 reviews
common_n_attraction_reviews_1bd8 9 helpful votes
5 of 5 stars Reviewed 3 days ago NEW

What a great way to get the lay of the land! Our guide was Patterson and I give him a perfect 10!! We were going to hop on and off at several stops but decide to stick with him all 13 stops and revisit the points of interest on foot after the tour. We toured on our last day and... More 

Thank Michelle I
Cleveland, Ohio
Level Contributor
20 reviews
12 attraction reviews
common_n_attraction_reviews_1bd8 23 helpful votes
3 of 5 stars Reviewed 3 days ago NEW

If you just want a drive tour take the conch train by same company and not hop on off. Took from cruise ship and took almost 2 hours making stops at hotels etc.

Thank PeleeTraveler
Level Contributor
3 reviews
5 of 5 stars Reviewed 4 days ago NEW

Fab tour with the driver giving the tour rather than a pre recorded effort! Great way to see the town and learn about the history.

Thank Angela P
Washington DC, District of Columbia
Level Contributor
23 reviews
17 attraction reviews
common_n_attraction_reviews_1bd8 8 helpful votes
5 of 5 stars Reviewed 4 days ago NEW

I always though these tours were a bit silly. Boy was I wrong. For 1 1/2 hour they took us all over Key West pointing out sites and telling back stories. We were really impressed and enjoyed it. Only downside is that the benches are a bit tight together. If you are taller than 6 feet - it might get... More 

Thank charlesonmission
Port Coquitlam, Canada
Level Contributor
14 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed 5 days ago NEW

Our group had gotten off the cruise ship and before we left the dock we booked with this company( it was cheaper there than going into key west) The driver Jim was excellent and gave us more than the regular tour information. This tour is a great way to see key west and get around. They allow you to hop... More 

Thank 2dreamdancers
Level Contributor
5 reviews
3 attraction reviews
4 of 5 stars Reviewed 5 days ago NEW

always use this tour service, although, one of the tour guys wasn't so enjoyable the others were. These guys can never seem bored to me as one did, it just wrecks the experience.

Thank Chris C

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Bedford, Ohio
Portland, Oregon
10 months ago

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?