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Old Town Trolley Tours

The Key West Old Town Trolley takes you on a 90 minute tour of historic Key West. On the tour you see 100 points of interest around the historic town of Key West.

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Key West Trolley

The Key West Old Town Trolley

The Inside Florida Scoop:

Best Prices - If you buy tickets online for the Old Town Trolley Tour, you save $2 to $3 per person.

Best Key Lime Pie
If you love key lime pie get off on Stop # 3 at Simonton Row. 
Stop by Blond Giraffe Key Lime Pie Company to taste their award winning key lime pie.  There are 5 Blond Giraffe’s around Key West so if you miss this one, do not fear there’ll be another one coming up soon.

Best Drinks
Also on the Simonton Row (stop # 3), you can enjoy the award winning Margarita at Sloppy Joe’s.  After indulging on your key lime pie, walk about 2 blocks (go West on Front Street and then South on Duval Street) to Sloppy Joe’s where Ernest Hemingway use to hang out. 

Ask the bartender for a Sloppy Rita which won an award for the Best Margarita in Florida.

How The Key West Trolley Works

We bought tickets at Mallory Square, the ticket booth is on Wall Street in front of the Sponge Market and Key West Aquarium. You can hop on and off all day long for one flat fee (under age 4 is free.)  Adults are $29 and children ages 4 to 12 are $14 (buy tickets online and save $2 to $3 per person.)

The Old Town Trolley Tour has 12 different stops.  A trolley comes by every 30 minutes so you can do a little shopping or a lot of eating at any one of the stops.  When your ready to continue on the tour, just hop aboard the next trolley that shows up. 

Beginning at 9:00 am to 4:30 pm you can purchase tickets and use the trolley all day long.  It is open every day of the year, except for the last Saturday in October (thanks to Fantasy Fest.)

Trolley Tour Ticket Booth
303 Front Street
Key West, Florida 33040

Phone:  800-213-2474


Guided Tour of Key West

The trolley tour is a live narration.  No pre-recorded tour here.  It’s great because you can interact with your tour guide and ask questions along the way.  The tour guide will talk about more than 100 interesting facts on the history and present day Key West.  The guides are very friendly and fun.

Trolley Tour Stops

Along the guided tour, there are 12 stops.  You can get off at any one of the stops to have lunch or go shopping.  Every 30 minutes a new trolley comes by that stop.  At any time, you can hop back on the trolley to the next destination or stay on it until it completes the journey.

Here are some of our favorite stops on the trolley tour of Key West:

Mallory Square has the largest number of restaurants, shops, and museums.  Our favorite things to do are touring the Mel Fisher Museum and shopping at the Sponge Market.  Mallory Square on the water is where the Sunset Celebration takes place every night of the year.

Historic Waterfront lets you see how Key West first got started with its vessels bringing in their catches of the day.  Our favorite things to do are eating at the Conch Republic Seafood Company for great seafood and buying unique jewelry and clothes at Local Colors next to Turtle Kraals.

Simonton Row is on the corner of Greene and Simonton Streets.  Here’s where you’ll want to get your key lime pie and “specialty” drink from Sloppy Joe’s.

Crown Plaza La Concha is a great stop to go shopping for yourself, family and friends.  There’s a Coach Leather store and the Official Conch Republic Store.

Bahama Village Market stop lets you browse around the Bahama market and take a tour of Ernest Hemingway’s house and see his 6-toed cats.

Fairfield Inn stop is where the marina is to hire a fishing guide and there’s rentals across the street with electric cars, scooters, and bikes.

Southernmost Trolley stop lets you take care of the infamous photo opportunity next to the Southernmost Point buoy.  In this area, you’ll find the Southernmost everything - house, hotel, fire hydrant, and more.  You can also visit the Butterfly Museum here.

Truval Village is on the corner of Truman Avenue and Duval Street.  Our favorite stops are the Ernest Hemingway House and Lighthouse Museum.  You’ll also find Sunshine Rentals here to rent an electric car, scooter, or bike.

100% Guarantee
When a company offers you a 100% money back guarantee with no questions asked, this is a good sign.  We found the tour guides to be very pleasant, helpful, and fun so your chances of feeling “unsatisfied” by the tour will be null.

Old Town Trolley Tours of Key West

201 Front Street
Key West, Florida 33040
Phone:  800-868-7482
Hours:  9:00 am to 4:30 pm (to purchase tickets)

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