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Old Town Trolley Tours Key West

Key West, FL, USA
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About Old Town Trolley Tours Key West
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% satisfaction guarantee.
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Tours and Tickets by Old Town Trolley Tours Key West

Key West Hop-On Hop-Off Trolley Tour

Discover the many sights of Key West stress-free on the hop-on hop-off trolly. Visit the Ernest Hemingway House, Mallory Square, and more without the worry of finding parking or getting lost. An unlimited 1-or 2-day pass allows you to get off at any of the stops, then catch the next trolley when you're ready to move on.
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1 hour 30 minutes
from $47.20

Key West Ghost and Gravestone Trolley Tour

Discover the dark side of Key West on this spooky after-dark tour. Hop aboard a traditional trolley for a tour of the city’s most haunted sites and prepare to be shocked, scared, and thoroughly entertained. Explore the atmospheric Old Town, hear stories about ghosts and ghouls from your costumed gravedigger guide, visit an old Civil War fort, and meet Robert the Doll, the inspiration for Chucky.
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1 hour 30 minutes
from $32.50

Key West Conch Tour Train

Explore the best that Key West has to offer on this narrated, Conch Tour Train excursion. Visit Key West’s top attractions and learn about the Conch Republic’s history and residents, past and present. See where Ernest Hemingway used to hang out and find out why Harry Truman used to spend so much time here. Get to know Old Town Key West, from the Front Street Depot to Mallory Square and everything in between, including live onboard commentary from a professional tour conductor. It’s Key West’s original sightseeing tour.
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1 hour 30 minutes
from $36.70

Key West Shore Excursion: Conch Tour Train

When arriving at the Port of Key West, explore the best this island city has to offer on a narrated, 90-minute Conch Tour Train independent excursion. Visit Key West’s top attractions and learn about the Conch Republic’s history and residents, past and present. See where Ernest Hemingway used to hang out and find out why Harry Truman used to spend so much time here. Get to know Old Town Key West, from the Front Street Depot to Mallory Square, including live onboard commentary from a professional tour conductor. It’s Key West’s original sightseeing tour.
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1 hour 30 minutes
from $36.70

Key West Shore Excursion: Key West Hop-On Hop-Off Trolley Tour

When arriving at the Port of Key West, explore the best this island city has to offer on an independent, narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions—like Mallory Square, Southernmost Point, and Key West Aquarium, to name a few. With this 1-day pass, board at any of the conveniently located stops and get to know the city in customized fashion, with live onboard commentary from a professional tour conductor.
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1 hour 30 minutes
from $47.20
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Cathie D wrote a review Oct 18
Boston, Massachusetts65 contributions36 helpful votes
We've done the trolley tours in other cities we've been too and find them enjoyable. This one did not disappoint. We did the full "tour" and then started over and hopped off at certain stops we wanted to see. Very informative and certainly beats walking around everywhere. Highly recommend!
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Date of experience: October 2020
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Response from Jennifer G, Guest Relations Manager at Old Town Trolley Tours Key West
Responded 2 days ago
Thank you for posting. We are glad you enjoyed your time with us and hope you come back and see us soon.
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Lanny H wrote a review Oct 17
Vancouver, Washington27 contributions4 helpful votes
Seems a little pricey for the trip. Only about an 1hr 30min. Lots of information, but only 13 stops. Definitely good to get the breeze while riding and beats walking.
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Response from Jennifer G, Guest Relations Manager at Old Town Trolley Tours Key West
Responded 2 days ago
We are pleased your enjoyed the information shared on the tour. Thank you for stopping by and reviewing.
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Ellen S wrote a review Oct 15
1 contribution
This is an excellent way to learn about the history of key west and a nice break from walking. It also allowed the opportunity to get off and on at our convenience. The guide was very knowledgeable, helpful, and friendly. I would definitely recommend this tour.
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Date of experience: October 2020
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Response from Jennifer G, Guest Relations Manager at Old Town Trolley Tours Key West
Responded 5 days ago
We appreciate you taking the time to share your experience. We love to share guests comments with our employees. They will be pleased your thought they were knowledgeable, helpful and friendly. Thank you!
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Karl M wrote a review Oct 15
Virginia Beach, Virginia20 contributions
We were in Key West for our honeymoon and decided to take the tour while we were there. Our driver (Bob) was wonderful. Told us a lot about the history of Key West and showed us a number of different sites. If you have never been to Key West this is a trip that you should add to your things to do while you are here.
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Date of experience: September 2020
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Response from Jennifer G, Guest Relations Manager at Old Town Trolley Tours Key West
Responded 5 days ago
Thank you for spending some of your honeymoon time with us. We understand this is a special time and we are pleased we helped you make some wonderful memories in Key West.
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Storyteller256141 wrote a review Oct 15
Sunrise, Florida62 contributions
+1
Awesome memories of a great Key West Old Town Trolley tour are repeated over and over, so much so that my friends are probably tired of hearing me talk about it. Our driver/tour guide, Grace, was well versed and so knowledgeable about her hometown! She told interesting stories, including history of roosters and chickens and we even had time for an Iguana search which appealed to everyone! To start our tour, she made sure riders were comfortable, socially distanced and was prepared to answer questions... but, she was so detailed that questions were few! Pictured are just a few (of my 376) photos that I took on the approximately 80 minute tour. It's hop on hop off so many of us wanted to fo the full ride before deciding which landmark to visit at the end of our ride. I'm looking forward to my next visit to Key West so that I may take another trolley tour.
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Response from Jennifer G, Guest Relations Manager at Old Town Trolley Tours Key West
Responded 6 days ago
We are thrilled that Grace helped you make awesome memories in Key West. We are fortunate to have Grace as one of our CASTmembers. She will be delighted to see the kudos you have written about her tour. We look forward to hosting you again.
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