Join us on a trolley tour to explore the back streets, marinas, and points of interest in Annapolis—colonial seaport, state capital, county seat, sailing center, and home of the United States Naval Academy!

Our tours are fun and full of surprises. Discover Annapolis from a trolley—a little bus with big windows. We’ll travel down charming streets laid out over three centuries ago. With our friendly and knowledgeble guides telling you what to look for, you won't miss a thing. Sights include: 

  • The City Dock
  • The Maryland State House
  • St. John's College
  • Maryland WWII Memorial
  • Handsome colonial mansions
  • Beautiful Victorian homes
  • Sailboats along the waterfront
  • Spectacular water views from bridges

You'll learn all about the academic and althetic programs at the United States Naval Academy as we view its beautiful grounds from the spectacular vantage point of the Severn River Outlook. You'll also learn about the almost 1300 buildings in Annapolis that are over a century old, and which represent 15 different styles of architecture. We'll pay special attention to the harmonious and balanced Georgian style, using numerous examples to showcase it—Annapolis has the highest concentration of Georgian buildings in America! 

We offer both public and chartered tours seasonally, (our trolley is air-conditioned or heated as the season requires), with available 40 and 60 minute tours. Click on the trolley to purchase your tickets today!

You can also email us for more information at, or call us at 410-626-6000.


My husband and I took the 60 min tour and just loved it. We had been in Annapolis already for 5 days and walked around quite a bit and found that we hadn't even scratched the surface of all there is to see and learn about this beautiful and historic city. Our guide was wonderful. I highly recommend this for people who are interested in the history and architecture of the area.

                                                                                                                                                                                                                                                                                                                                                                                                       Visited August 2012

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Ahh Airconditioning while getting an Excellent Education....
The guide was unique, very knowledgeable, yet a lot of his knowledge was first hand, not out of a book. Smart way to go as he knew the roads, the ally's and the sneaky ways around the traffic. Very enjoyable and educational. Gave us a solid "lay of the land" upon which to plan the rest of our day.
                                                                                                                                                                                                                                                                                                                                                                                       Visited June 2013