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Old Town Trolley Old Town Trolley Tours Key West sightseeing tours
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2-Day Old Town Trolley Tour

Certificate of Excellence
Don't try to do all of Key West in one day. We recommend a 2-day pass*. The island of Key West is full of fun and exciting things to do and see. From the Southernmost Point to the quaint streets of Old Town, our tour takes you to all the major areas and attractions.
TYPE RETAIL PRICE SAVE UP TO
Adults $111.45 $71.30 $40.15
Children 12 and Under $40.98 $28.30 $12.68

Must be used on consecutive days. Ticket valid until end of business day on date of use.

For over 30 years, Old Town Trolley Tours has provided sightseeing tours highlighting the best Key West attractions. Hop aboard one of our trolleys and you’ll experience Transportainment, a delightful combination of transportation and entertainment.

Your 2-Day Old Town Trolley Tour Includes:

  • 2 consecutive days of free unlimited re-boarding
  • Open-air sightseeing perfect for taking pictures
  • More than 100 points of interest
  • 100% satisfaction guarantee
  • Enjoy complimentary admission to Sails to Rails Museum
  • Colorful anecdotes and well-research historical facts
  • Exclusive stops and Key West attraction discounts

Key West Old Town Trolley Tours

There’s no better way to see all of Key West than with Old Town Trolley Tours.

The island of Key West is full of fun and exciting things to do and see. From the Southernmost Point to the quaint streets of Old Town, our tour takes you to all the major areas and attractions. See Key West’s first tourist attraction, the Key West Aquarium, which was also the world’s first open air aquarium. Cross the street and you’ll find yourself back in the 1800s at the Key West Shipwreck Treasure Museum, learning about how Key West became one of the richest cities in the US. The Oldest House Museum is also nearby; it is one of the many beautifully restored homes that are open to the public in Key West.

Stop by the Ernest Hemingway House Museum where he is rumored to have written A Farewell to Arms — and don’t forget to look for the 6 or 7 toed cats! Marvel at the beautiful species of butterflies in the Key West Butterfly and Nature Conservatory, and wander next door to the Southernmost House Mansion and Museum, known for its 19th century architecture and tropical gardens. Cool off with a drink at the famous Sloppy Joe’s Bar or Jimmy Buffet’s Margaritaville in the Old Town area. But don’t leave Key West until you’ve watched the sunset from Mallory Square, a truly memorable experience!

*Ticket must be used on consecutive days. Ticket valid until end of business day on date of use.

Safety is our First Priority

The safety and well-being of our guests and team members remain our highest priority.

  • We are providing hand sanitizer at key boarding locations throughout the city.
  • Our vehicles are cleaned between each tour at key touch points with an EPA-approved disinfectant.
  • All of our vehicles undergo a deep cleaning procedure on a nightly basis.
  • We’re enhancing our cleaning procedures at our sales depots and encourage guests to use cashless transactions.
  • Our cleaning practices meet or exceed all CDC guidelines.

Old Town Trolley Tours is taking enhanced safety and health measures for the benefit of our guests. Inherent risks to COVID-19 exist in any place where people are gathered. By using our services, you voluntarily assume all risks rising out of or resulting from exposure to COVID-19 or any other communicable illness.

Old Town Trolley Stops in Key West

Hop on and off at any of our 13 convenient stops.

  • 1
    STOP
    Mallory Square
  • 1a
    STOP
    Truman Little White House
  • 2
    STOP
    Historic Waterfront/Mac’s Sea Garden
  • 3
    STOP
    Simonton & Green Streets
  • 4
    STOP
    Duval Street/Crowne Plaza La Concha
  • 5
    STOP
    Bahama Village
  • 6
    STOP
    Fairfield Inn
  • 7
    STOP
    Roosevelt Station at Gates Hotel
  • 8
    STOP
    Hampton Inn
  • 9
    STOP
    East Martello Fort/ Robert The Doll
  • 10
    STOP
    Casa Marina Resort & Beach House
  • 11
    STOP
    Southernmost Point Trolley Stop
  • 12
    STOP
    Truval Village
  • 13
    STOP
    Angela Street Depot

Booth Locations

Stop 1 - Mallory Square Inside Mallory Square (between Shell Warehouse and Sponge Market)

Stop 3 - Simonton Row Corner of Simonton and Greene Streets

Stop 12 - Truval Village Corner of Truman Avenue and Duval Street

Stop 13 - Angela Street Corner of Angela and Duval Streets

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Old Town Trolley Tours

First tour starts at 10am.
Last tour departs from Mallory Square at 4:30pm.

Daily 364 days a year.
(We are closed the last Saturday in October for Fantasy Fest)
Tours depart at least every 30 minutes.

Length of tour: 1 hour and 30 minutes if you ride the tour all the way around without getting off and on.

All schedules are subject to change. Please call (855) 623-8289 for the most current information.

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13 stops
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100% satisfaction guarantee
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