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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
Website
Today
9:00 am - 5:00 pm
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Hours:
Sun - Sat 9:00 am - 5:00 pm
Activities: City walk sightseeing
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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Visit like an insider
$30*
and up

TripAdvisor Reviewer Highlights

Read all 920 reviews
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  • 566
    Excellent
  • 238
    Very good
  • 69
    Average
  • 27
    Poor
  • 20
    Terrible
Convenient and Informational

We enjoyed this trolley tour, the drivers were all full of information. They hit all the popular stops and came around every 30 minutes. They were convinent to our hotel so we... read more

4 of 5 starsReviewed May 24, 2015
irma2lucy
,
Dallas, Texas
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920 Reviews from our TripAdvisor Community

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English first
Dallas, Texas
Top Contributor
67 reviews 67 reviews
13 attraction reviews
31 helpful votes 31 helpful votes
4 of 5 stars Reviewed May 24, 2015 NEW

We enjoyed this trolley tour, the drivers were all full of information. They hit all the popular stops and came around every 30 minutes. They were convinent to our hotel so we could use them to get into town or back to the hotel.

Was this review helpful? Yes
Top Contributor
50 reviews 50 reviews
16 attraction reviews
14 helpful votes 14 helpful votes
5 of 5 stars Reviewed May 22, 2015 NEW

We rode the trolley the first morning we arrived and just stayed on for the entire trip around the island. Our driver was really interesting and pointed out all the things we should see and do. He had a great personality and sense of humor and made the tour so much fun. This let us see everything and then we... More 

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Chicago, Illinois
Senior Contributor
30 reviews 30 reviews
9 attraction reviews
25 helpful votes 25 helpful votes
4 of 5 stars Reviewed May 21, 2015 NEW

We used the trolley for the 2 full days we had in Key West and loved it. We were staying just 2 blocks away from the 2nd stop on the route, by the waterfront, and it was such a convenient way to get to the other side of the Island while still getting a tour. It was our first visit... More 

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Atlanta, Georgia
Top Contributor
64 reviews 64 reviews
15 attraction reviews
60 helpful votes 60 helpful votes
3 of 5 stars Reviewed May 21, 2015 NEW

Not a bad way to get acquainted with the points of interest on the island for the first visit. The experience really depends on the driver/tour guide. Some are great, others should be selling tickets not trying to inform and entertain the passengers. You can buy your tickets from our guide near Mallory Square.

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Santa Maria, California
Senior Contributor
22 reviews 22 reviews
14 attraction reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed May 21, 2015 NEW

The trolley is a great way to get a little bit of history of the island with the drivers giving a guided tour. Hop on and off, figure out the lay of the land and what you might want to see while visiting Key West. Be sure to ask about the combo packages if you know you'll want to see... More 

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Senior Reviewer
6 reviews 6 reviews
4 attraction reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed May 21, 2015 NEW

You pay for one day and get a second day free. Not just a great tour but an excellent way to get around the island. We stayed out away from Duval St and used the trolley to travel to and from Duval, Southernmost point, and Mallory Square. It was great!

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Gaithersburg, Maryland
Contributor
17 reviews 17 reviews
3 attraction reviews
5 helpful votes 5 helpful votes
4 of 5 stars Reviewed May 20, 2015 NEW

The Trolley is a great tour of Key West, if you get a personable and knowledgeable driver. We had a couple of great drivers on our short hops- the one we had for our full tour was not as good. Once you've done the tour or have gotten oriented it can be a drag to have to plan around the... More 

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Colorado Springs, Colorado
Contributor
11 reviews 11 reviews
5 attraction reviews
4 of 5 stars Reviewed May 20, 2015 NEW

Loved the variety of attractions and sights they covered on the tour.. the convenience of on and off gave us the ability to vary our time at the attractions we purchased .. THe guide s commentary was quite informative

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Key West, Florida
Reviewer
3 reviews 3 reviews
5 of 5 stars Reviewed May 20, 2015 NEW

Louie was our trolley driver for a private party. His positive, energetic attitude added to the great time we had on the trolley. He is one happy person and it shows through his kindness.

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Asheville, North Carolina
Senior Contributor
33 reviews 33 reviews
4 attraction reviews
9 helpful votes 9 helpful votes
4 of 5 stars Reviewed May 20, 2015 NEW

The trolleys at least need fans. We were told there was air conditioning, but I didn't see any. Our tour guide was Richard and he was funny and informative, even while dealing with some really rude passengers from the cruise ship.

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Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Old Town Trolley Tours Key West and other visitors
2 questions
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Bedford, Ohio
Portland, Oregon
4 months ago

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Questions? Get answers from Old Town Trolley Tours Key West staff and past visitors.
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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?