Old Town Trolley Tours

When you’re touring a historical city such as Boston, you want to get in the mood. That’s why Old Town Trolley Tours exist! These vehicles, each equipped to hold 35 passengers, are reminiscent of times past, but still provide all the bells and whistles of current day technology. Hop aboard, and your conductor will take you on a cruise through the streets of Boston, all the while filling you in on the historical significance of each site.

Why You’ll Love the Old Town Trolley

Trolley Stop #1, where you can purchase your ticket, is a transfer station that will provide you with an optional tour of the Seaport District. At this stop, you can browse through Faneuil Hall, hop on a Boston Harbor Cruise, grab a bite at the Hard Rock Café or step inside the New England Aquarium. Then you’ll head to Stop #17, where you’ll learn all about the Boston Tea Party Ships & Museum, the Boston Children’s Museum, South Station, and the Fort Point Channel. Continue to Stop #18 for a glimpse of the Boston Convention Center and Black Falcon Cruise Ship Terminal. Stop #19 will bring you to the Blue Hills Bank Pavilion and a variety of restaurants. At Stop #20, you can head to the Institute of Contemporary Art, Sprit of Boston Cruises, the Seaport World Trade Center, and even more restaurants!

Stop #2 should not be missed! Some of the most important historic sites are along this route, like the Paul Revere House, Old North Church, and Copps Hill Burying Ground. You’ll also find a ton of eateries, and it’s close to the USO/Coast Guard.

History buffs will continue to drool over the sites on Stop #3, which includes the USS Constitution & Museum, the USS Cassin Young and the Bunker Hill Monument.

Trolley Stop #4 is an exciting one! You’ll get to see the New England Sports Museum, the Museum of Science and the Boston Bruins Pro Shop. You can also access a variety of restaurants and the commuter rail to Salem.

Stop #5 takes you back in time to the Old State House, Boston Massacre Site, Old South Meeting House and Kings Chapel and Burying Ground. You can also check out the Boston Latin School Site and Old Corner Bookstore.

Next up, Stop #6, where you can grab a beer where everybody knows your name at Cheers, take a ride on the Swan Boats and explore Chinatown and the Theatre District.

If you want to do some shopping, check out Stop #8, where you can browse Copley Square and Newbury Street. Plus see the Trinity Church and Boston Public Library.

Give your eyes a real treat at Stop #9, where you can take in the extravagant Christian Science Plaza, Symphony Hall, and browse the halls of the Isabella Stewart Gardner Museum or the Museum of Fine Arts.

Trolley Stop #10 is another spot where you can pick up a ticket to ride. Here, you can make a reservation at the Boston Marriott Copley Place or browse the shops at Copley Place.

Stop #11 features the best of the Back Bay. You’ll roll by the Skywalk, Mapparium, the Shops at Prudential Center and the Hynes Convention Center.

It wouldn’t be a complete tour of Boston without Stop #12, where you can take the tour of Fenway Park. You’ll also be close to Lansdowne Street, known for its hip night scene.

You don’t need good grades or perfect SAT scores to get off at Stop #13, which will allow you access to the M.I.T. Museum and Campus, Harvard Square and a ton of great places to eat.

Trolley Stop #14 takes you to Beacon Hill, home to much of Boston’s history. You can view the Charles Street Meeting House, Louisburg Square, the Esplanade and Hatch Shell, and the historic houses that line the streets around Boston Commons.

If you’re planning on following the Freedom Trail, Stop #15 is yours. It’s the beginning of this historic trek. You’ll also come across the Massachusetts State House, the Black Heritage Trail, and other notable sites of historical relevance.

If you’re traveling with kids, you’ll want to hop off on Stop #16, where you can tour the Boston Tea Party Ships & Museum and the Boston Children’s Museum.

What Makes the Old Town Trolley Special?

Most tours whiz you by the sites, dropping tidbits of information as you see snapshots of the city. The Old Town Trolley allows you to stop and see the sites. Get off wherever you find interest, and board when you want to get to a new destination.

What Else Is in the Neighborhood?

Everything! The whole city is part of the tour. Ask your tour guide for their recommendations to get the inside scoop.

Who’ll Have the Most Fun on the Old Town Trolley?

Everyone will have a blast on the Old Town Trolley. At the very least, it provides you with easy transportation between sites, but you’ll get much more out of it. The tour guides are specially trained, with a deep interest in the history of Boston.