The Westin Key West Resort & Marina

4.0 (668 reviews)

245 Front Street, Key West, FL, 33040, United States   •  Weather:    •   Local Time:     •  Phone: 305-294-4000   •  Hotel Reservations: 866-716-8108


Old Town Trolley Tours® of Key West


The sun, quaint setting, and clear waters of Key West have lured visitors since its settlement in 1822. For over 30 years, Old Town Trolley Tours has provided sightseeing tours highlighting the best of Key West attractions. Hop aboard one of our trolleys and you’ll experience Transportainment, a delightful combination of transportation and entertainment. Our friendly conductors narrate the tour with a fascinating and fun mix of trivia and humorous stories.

Because we cover the entire city, you can avoid the trouble of driving and parking in a new place. The trolley tour is also designed so that you can hop on and off and explore on your own; your ticket is valid for all day, so you can tour at your own pace. With frequent pickups at all our stops, this helps you avoid walking long distances.

Here are just a few reasons why Old Town Trolley is the best sightseeing tour in town:

  • 100% Money Back Guarantee
  • Ride Second Consecutive Day Free
  • Kids 12 and Under Ride Free
  • Military and Senior Discounts
  • Hop on and off at your leisure
  • The most comprehensive Key West tour fully narrated by our expert tour conductors
  • On and off FREE reboarding at 12 stops
  • Colorful anecdotes and well-research historical facts
  • Exclusive stops and Key West attraction discounts
  • More than 100 Points of Interest

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 1800’s at the Key West Shipwreck Treasures 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!

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


Visit our site to learn more, view our different tours, and book >>


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