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Old Town Trolley Tours Key West

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Address: Mallory Square, Key West, FL 33040
Phone Number: +1 305-296-6688
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9:00 am - 5:00 pm
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Hours:
Sun - Sat 9:00 am - 5:00 pm
Description:

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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$30*
and up
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TripAdvisor Reviewer Highlights

Read all 1,433 reviews
Visitor rating
  • 853
    Excellent
  • 398
    Very good
  • 120
    Average
  • 39
    Poor
  • 23
    Terrible
The tour guide makes all the difference, and he was amazing!

I was interested in the trolley tour so that I could get the lay of the land. The trolley takes you around the entire 2x4 island (learned that fact on the tour!) so I figured it... read more

5 of 5 starsReviewed 2 days ago
ak_amendolare
,
Odenton, MD

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1,433 Reviews from our TripAdvisor Community

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Birmingham, Alabama
Level Contributor
129 reviews
34 attraction reviews
common_n_attraction_reviews_1bd8 58 helpful votes
3 of 5 stars Reviewed yesterday NEW

First off, I read where everyone said this was the best way to see Key West. If you want and overall tour of the island , it is pretty good. My family had never been to Key West. I was undecided whether to go with City View or Old Town. City View is cheaper - especially if you buy online,... More 

Helpful?
Thank S_MadisonsMom
North Bay, Canada
Level Contributor
7 reviews
5 attraction reviews
2 of 5 stars Reviewed yesterday NEW via mobile

Chose this tour as I had been the year previous on my own and wanted a different take. Enjoyed the tour through old town but found the tour through new town pointless. The only stops in new town were at hotels that they had obviously made agreements with (which is fine if you're staying there) but if not it doesn't... More 

Helpful?
Thank maysieajams
Odenton, MD
Level Contributor
69 reviews
20 attraction reviews
common_n_attraction_reviews_1bd8 32 helpful votes
5 of 5 stars Reviewed 2 days ago NEW

I was interested in the trolley tour so that I could get the lay of the land. The trolley takes you around the entire 2x4 island (learned that fact on the tour!) so I figured it would be a good place to start my explorations. What I expected to be a dry, basic facts & historical tour was one of... More 

Helpful?
Thank ak_amendolare
Kerrobert, Canada
Level Contributor
7 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 2 days ago NEW

If going to Key West use the Old town Trolley as it has drivers that explain the island's history with enthusiasm. The tour takes about 2 or 3 hours to complete around the whole island. We hopped off at Ernest Hemmingway's house. Loved the cats all 50 or 60 of them. Eat at Margaretville and had very good food. Service... More 

Helpful?
Thank Jackie M
Level Contributor
3 reviews
5 of 5 stars Reviewed 2 days ago NEW

I have to say that as a family of four jumping on and off these trolleys with the wonderfully animated staff on board to not only give us the history but make us laugh out loud doing so!!! Great job and we will be back!!!

Helpful?
Thank bernadette b
Macomb, Michigan
Level Contributor
146 reviews
35 attraction reviews
common_n_attraction_reviews_1bd8 38 helpful votes
5 of 5 stars Reviewed 3 days ago NEW via mobile

We highly recommend the Old Town Trolley Tour. It's great for first time visitors to Key West like we were. You get to see the island and learn quite a bit about the beautiful homes and their history as well as other historic buildings. The guides are very knowledgable and can answer any questions you may have. Definitely worth the... More 

Helpful?
Thank Doug P
Williamsburg, VA
Level Contributor
8 reviews
common_n_attraction_reviews_1bd8 8 helpful votes
5 of 5 stars Reviewed 3 days ago NEW

We boarded the trolley at the main terminal and proceeded to tour a good portion of the city, then got off for lunch, then re-boarded, then got off to tour on foot a little then re-boarded. All of this worked well, and we were comfortable and able to ask questions and felt we had truly gotten our monies worth from... More 

Helpful?
Thank George S
Miami, Florida
Level Contributor
25 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 7 helpful votes
4 of 5 stars Reviewed 4 days ago NEW

OK. This is laid back Key West. Even the nicest hotels there are not as nice as you'll find in larger metropolises (at least as of a couple of years ago). So you have to view everything through that lens. Having said that, the Old Town Trolley Tour was definitely worth the time and expense during my one-day trip to... More 

Helpful?
Thank Schard
Fairhaven, Massachusetts
Level Contributor
5 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 4 days ago NEW

It was a wonderful tour, we hoped on and off twice and the tour guides were knowledgeable and funny. I did not realize how historic Key west was. Thank you and if we are your neck of the ocean again we will take the tour again. It is a must!

Helpful?
Thank DebbieRock
Baltimore, Maryland
Level Contributor
6 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed 4 days ago NEW via mobile

This is an fantastic tour where the guides know so much .I would do it again in a heartbeat,when I go there again, for any age and fun

Helpful?
Thank BaatimoreTraveler

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Bedford, Ohio
over a year ago
Portland, Oregon
over a year 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?