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Old Town Trolley Tours Key West

#33 of 274 Tours in Key West
Certificate of Excellence
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Address: Mallory Square, Key West, FL 33040
Phone Number:
+1 305-296-6688
Website
Today
09:00 - 17:00
Closed now
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Hours:
Sun - Sat 09:00 - 17:00
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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Easy way to get around

Left our rental car at the Best Western Ambassador and used the trolley to get around. All the drivers very nice, funny and informative. I recommend use the trolley or taxis as... read more

5 of 5 bubblesReviewed 2 days ago
GERALD J
,
MADISONVILLE
via mobile
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1,825 Reviews from our TripAdvisor Community

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Showing 1,714: English reviews
MADISONVILLE
Level Contributor
15 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 2 days ago NEW via mobile

Left our rental car at the Best Western Ambassador and used the trolley to get around. All the drivers very nice, funny and informative. I recommend use the trolley or taxis as parking and traffic is crazy downtown. Leave the driving to others while you sit back and enjoy the sites. Start early because there is a lot to see.... More 

Helpful?
Thank GERALD J
Greensboro, North Carolina
Level Contributor
244 reviews
77 attraction reviews
common_n_attraction_reviews_1bd8 157 helpful votes
5 of 5 bubbles Reviewed 2 days ago NEW

Taking a trolley tour is a fine way to get an overview of Key West with details about its history and neighborhoods. The tour can be started at any of its stops, some near hotels and others close to major attractions. If you are staying in Key West for several days, we recommend beginning your visit with a complete tour... More 

Helpful?
Thank CarolinaTravelers2
Oxford, Ohio
Level Contributor
35 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 4 days ago NEW

This is the first thing you should do when arriving in Key West to get your bearings & take in how large Key West really is. Rocky was our driver... he was GREAT, fun & informative....Good Job Rocky! We learned a lot & then were able to narrow down what we wanted to see & when (like - he gave... More 

Helpful?
Thank Kate W
Wrentham, Massachusetts
1 review
5 of 5 bubbles Reviewed 5 days ago NEW via mobile

So my husband and I are in Key West for our long overdue honeymoon and decided to get the lay of the island on this tour...not only was it perfect, I grew up in the same town in Massachusetts as our driver Hugo!!!!! He was HYSTERICAL and VERY informative and I would recommend his tour highly!!!!

Helpful?
Thank leanne4266
Chicago, Illinois
Level Contributor
262 reviews
99 attraction reviews
common_n_attraction_reviews_1bd8 106 helpful votes
4 of 5 bubbles Reviewed 5 days ago NEW

The tour you take, of course, all depends on your driver/tour guide. I was fortunate and got great ones. Louie is hilarious and so was Sawaya. James was more informational and really dove into teaching you about Key West. I learned more with James than the others, but laughed my butt off with Louie. And Art, who was learning the... More 

Helpful?
Thank jbrenz
Brisbane, Australia
Level Contributor
17 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 1 week ago

We travelled to Key West just after Christmas Day and when a cruise ship (or 2) was in port. It was a very busy time, but once we go onto a trolley (about a 5 minute wait), we got on and off without too much of a problem. All the drivers were knowledgeable and pointed out the sights to see.... More 

Helpful?
Thank SylviaShand
Florida
Level Contributor
23 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 8 helpful votes
5 of 5 bubbles Reviewed 1 week ago via mobile

Really fun trolley tour. Louie was so funny. He made the trip around Key West special. Typical hop on hop off but excellent guide

Helpful?
Thank Gatortayl
Holly Springs, North Carolina
Level Contributor
79 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 38 helpful votes
5 of 5 bubbles Reviewed 1 week ago

We arrived in Key West on a cruise ship. We had been there many times, but we never took a tour. We booked this tour because we intended to use it as a transportation vehicle. We expected to get off and on at interesting places. Our trolly was driven by a woman who captured our attention and interest. She did... More 

Helpful?
1 Thank Charles M
New York City, New York
Level Contributor
82 reviews
16 attraction reviews
common_n_attraction_reviews_1bd8 136 helpful votes
5 of 5 bubbles Reviewed 1 week ago

My review of the Old Town Trolley- 7 Tips To Consider: 1. You can board only until 4:30PM and after that you must hail a cab. The cabs in Key West are usually readily available but keep your cell phone handy!; 2. The trolley driver is also the tour guide. He chats while he/she drives the trolley and he speaks... More 

Helpful?
Thank mauiman98
Randolph, New Jersey
Level Contributor
13 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 1 week ago

There is a lot of ground to cover in Key West and so much to see! Key West is a fun town but also has an abundance of history to explore! We took the Old Town Trolley to get the lay-of-the-land and found this to be most valuable to make your way around town and to learn about the history... More 

Helpful?
Thank places2c25

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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?