Headout logo. Link to home.
Help
Top things to do in Boston

Boston Old Town Trolley Tours

Explore Boston’s rich history with Old Town Trolley Tours! This hop-on, hop-off journey brings you to iconic spots like the Boston Tea Party Ships, Fenway Park, and Beacon Hill. With engaging onboard commentary, you’ll uncover the stories behind each landmark.

44M+ travellers love us

Delivering best in class experience

Boston Old Town Trolley Tours
Boston Tea Party Ships & Museum and Old Town Trolley Tours in Boston.
Reenactor in period costume at Boston Tea Party Ship and Museum.
Reenactment of Boston Tea Party debate with actors in period costumes inside a historic room.
Boston Old Town Trolley in front of the Christian Science Plaza.
Passengers inside Old Town Trolley Bus in Boston, viewing the Massachusetts State House.
Tea tasting setup at Boston Tea Party Museum with staff in period costume.
Tourists reenacting the Boston Tea Party by throwing tea chests from a ship in Boston Harbor.
Boston Tea Party Ships & Museum with historic ship on the waterfront.
Old Town Trolley passing by the Old State House in Boston.
Boston Old Town Trolley by the waterfront with city skyline in the background.
Boston Old Town Trolley passing the World Trade Center building.
Free cancellation
Flexible duration
  • Dump some tea, hear tales of rebellion & see Boston’s top sights with this affordable combo to the Tea Party Museum and a hop-on hop-off trolley tour.

  • Discover Boston’s landmarks on hop-on hop-off trolleys with a 1-day pass, covering 17 stops across 3 unique routes.

  • Enjoy discounts at local experiences, museums, harbor cruises, and other must-see spots like the Sports Museum and the West End Museum.

  • Travel back to 1773 at the Tea Party Museum as costumed actors recount Boston’s historic tea protest & share bold stories of America’s iconic rebellion.

  • Tour the museum’s exhibits, see original tea ships and chests, and relive the protest by tossing tea overboard like the daring Sons of Liberty.

More details

  • Dump some tea, hear tales of rebellion & see Boston’s top sights with this affordable combo to the Tea Party Museum and a hop-on hop-off trolley tour.

  • Discover Boston’s landmarks on hop-on hop-off trolleys with a 1-day pass, covering 17 stops across 3 unique routes.

  • Enjoy discounts at local experiences, museums, harbor cruises, and other must-see spots like the Sports Museum and the West End Museum.

  • Travel back to 1773 at the Tea Party Museum as costumed actors recount Boston’s historic tea protest & share bold stories of America’s iconic rebellion.

  • Tour the museum’s exhibits, see original tea ships and chests, and relive the protest by tossing tea overboard like the daring Sons of Liberty.

from $87.45
$83.08

5% off

Visitors enjoying Boston skyline view and Old Town Trolley Tour passing through a park.
Entrance to View Boston observation deck with visitors walking inside.
Visitors enjoying panoramic views from an observation deck in Boston.
Boston Old Town Trolley Tour in front of Massachusetts State House.
Boston Old Town Trolley passing Massachusetts State House.
Aerial view of Boston skyline and Charles River.
Boston Old Town Trolley passing Trinity Church in Copley Square.
Flexible duration
  • Soak up Boston’s sky-high views and explore the city on a hop-on hop-off trolley tour and avail sweet discounts with this combo ticket.

  • Hop off, wander, hop back on! Your 1-day trolley tour takes you to 17 top spots in the city spread across 3 routes.

  • Enjoy brag-worthy discounts on local experiences and museums, including at the Sports Museum and the Boston Tea Party Ships & Museum.

  • Take in Boston’s stunning skyline from the 52nd floor at View Boston, and savor 360° views of the city’s famed sights and hidden gems.

  • What's Boston's history like? You'll find out from interactive exhibits, a 3D model of the city, and a feature that lets you handpick your must-visit spots.

More details

  • Soak up Boston’s sky-high views and explore the city on a hop-on hop-off trolley tour and avail sweet discounts with this combo ticket.

  • Hop off, wander, hop back on! Your 1-day trolley tour takes you to 17 top spots in the city spread across 3 routes.

  • Enjoy brag-worthy discounts on local experiences and museums, including at the Sports Museum and the Boston Tea Party Ships & Museum.

  • Take in Boston’s stunning skyline from the 52nd floor at View Boston, and savor 360° views of the city’s famed sights and hidden gems.

  • What's Boston's history like? You'll find out from interactive exhibits, a 3D model of the city, and a feature that lets you handpick your must-visit spots.

from $89.45
$82.13

8% off

Boston Old Town Trolley in front of the Christian Science Plaza.
Passengers inside Old Town Trolley Bus in Boston, viewing the Massachusetts State House.
Boston Old Town Trolley with tourists, city skyline in background.
Boston Old Town Trolley Tour in front of Massachusetts State House.
Old Town Trolley passing by the Old State House in Boston.
Boston Old Town Trolley by the waterfront with city skyline in the background.
Boston Old Town Trolley passing Massachusetts State House.
Boston Old Town Trolley near Boston Tea Party Ships and Museum.
Boston Old Town Trolley passing by a docked cruise ship.
Boston Old Town Trolley passing the World Trade Center building.
Boston Old Town Trolley passing by the waterfront with city skyline in the background.
Boston Old Town Trolley passing Faneuil Hall with tourists onboard.
Boston Old Town Trolley passing Trinity Church in Copley Square.
Boston Old Town Trolley passing Boston Public Garden with city skyline in background.
Free cancellation
Book now, pay later
Flexible duration
  • Discover the best of Boston on a 1/2-day unlimited hop-on hop-off vintage trolley tour, giving you the freedom to explore iconic landmarks at your own pace.

  • Hop on and off as many times as you’d like at 17 unique stops across 3 routes, with buses arriving frequently.

  • Extra perks include $10 off Harbor Cruises, $6 off Boston Tea Party Museum tickets, and special discounts on other local experiences and tours.

  • Stroll through Quincy Market’s foodie paradise, relive history at the Tea Party Ships, and soak up stunning harbor views from the waterfront.

More details

  • Discover the best of Boston on a 1/2-day unlimited hop-on hop-off vintage trolley tour, giving you the freedom to explore iconic landmarks at your own pace.

  • Hop on and off as many times as you’d like at 17 unique stops across 3 routes, with buses arriving frequently.

  • Extra perks include $10 off Harbor Cruises, $6 off Boston Tea Party Museum tickets, and special discounts on other local experiences and tours.

  • Stroll through Quincy Market’s foodie paradise, relive history at the Tea Party Ships, and soak up stunning harbor views from the waterfront.

from
$52.45

Similar things to do in Boston

Download app section background

We've served 44 million+ guests and we are here for you

44 million+

Happy customers across 10,000+ experiences

In the media

Featured and recommended by the best brands

24 x 7 help center

Have a question? Live chat with local experts anywhere, anytime