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Our Tours

old town trolley tours key west

At Old Town Trolley Tours, we take great pride in offering exciting and informative tours in some of the most fascinating cities in America. With our tours you aren’t simply visiting a city, rather you are invited to relive history as you hear the stories and see the sights. On board our trolleys you’ll experience Transportainment, a delightful blend of transportation and entertainment. Our expert conductors, charming trolleys, and a fun mix of trivia, colorful anecdotes, and humorous stories, make for an unforgettable vacation experience.

Old Town Trolley Tours has tours in 7 cities: Boston, known as the Cradle of Liberty, Key West, the Southernmost city in the US, San Diego, the birthplace of California, Savannah, known for its Southern hospitality, St. Augustine, the nation’s oldest city, Washington, DC, the nation’s capital, and Nashville, known for its legendary country music. Each was chosen because of its distinct role in the story of America.

We believe that you should see the best first, so our tours highlight all the must-see places in the city you’re visiting. All of our tours also feature exclusive stops, taking you to attractions that you won’t see on any other tour. Because we cover the entire city, you can avoid costly parking and city driving. The tours are also designed so that you can hop on and off and explore on your own at any time. With frequent pickups at all our stops, this helps you avoid walking long distances.

At Old Town Trolley Tours, our goal is to be the best sightseeing tours in America. Because we believe so strongly in the quality of our tours, we offer a 100% Satisfaction Guarantee*.

“Hop aboard one
 of our trolleys and
 you’ll experience Transportainment,
 a delightful combination
 of transportation and entertainment.”

*Special exemptions apply to the following reservation based attractions: Yankee Freedom III, Boston Tea Party Ships & Museum and Ghosts & Gravestones charters.
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