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Whether you’re just breezing through or enjoying an extended stay, we’ve got several options to choose from to help you maximize your time in Boston and still see the best first!

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1204 reviews

Old Town Trolley Tours of Boston

1-Day Old Town Trolley Tour

1-Day Old Town Trolley Tour

  • 1 day of free unlimited re-boarding*
  • $10 off Historic Harbor Cruise*
  • $10 off Ghosts & Gravestones Tour*
  • $6 off admission to Boston Tea Party Ships & Museum*
  • $5 off Boston Summer Nights Tour & Charles River Cruise* (May 24 – September 2, 2024)
  • 50% off admission at The Sports Museum*

Holiday Sights & Festive Nights Tour

Holiday Sights & Festive Nights Tour

Save up to 5%
  • Climb aboard our festively adorned trolley
  • Explore Boston Common and learn about the Christmas tree tradition
  • Traverse Charles Street and explore holidays of the past
  • Discover the tales of celebrated writers and artists
  • Small gift included

2-Day Old Town Trolley Tour

2-Day Old Town Trolley Tour

  • 2 consecutive days of free unlimited re-boarding**
  • $10 off Historic Harbor Cruise*
  • $10 off Ghosts & Gravestones Tour*
  • $6 off admission to Boston Tea Party Ships & Museum*
  • $5 off Boston Summer Nights Tour & Charles River Cruise* (May 24 – September 2, 2024)
  • 50% off admission at The Sports Museum*

Summer Nights Tour & Charles River Cruise

Summer Nights Tour & Charles River Cruise

  • 2 hours including a private, 1-hour river cruise
  • 45 minutes on the trolley with live narration through the city and across the Charles River into Cambridge
  • Discover the beauty of Boston on the water as you board the Charles River Boat
  • Our expert guides provide a captivating tour
  • Boston’s only evening sightseeing trolley tour

Ghosts & Gravestones

Ghosts & Gravestones

  • Explore Some of Boston’s Most Haunted Sites…
  • Walk Amongst the Dead in Burying Grounds Nearly 400-Years-Old
  • Exclusive Night-Time Access into Two of Boston’s Oldest Burying Grounds
  • See Boston’s Most Haunted Hotel: The Omni Parker House
  • Check for available days and times

Boston Tea Party Ships & Museum

Boston Tea Party Ships & Museum

  • Journey Back in Time to the Famous Event that Changed American History!
  • See Live Actors and High-Tech, Interactive Exhibits
  • Visit Authentically Restored Tea Ships
  • Dump Tea Overboard Just as the Sons of Liberty Did

Why use Old Town Trolley Tours in Boston

  • Riding around Boston for over 40 years!
  • All our tours are 100% live in real time - No pre-recorded narration
  • The finest, most highly-trained and knowledgeable guides
  • Unlimited hop-on & hop-off as often as you like all day long
  • Proudly owned and operated in the United States
interior of boston trolley with guests looking out the windows at state house

Old Town Trolley Tours is

Boston’s Best Hop-On, Hop-Off All Day Tour

  • Best view! Ride high above it all
  • State-of-the-art stadium trolleys
  • Every seat is the best seat!
  • Most frequent service
  • 18 convenient stops
  • Comfortable padded seats for a pleasant tour

Your Vacation…
All Mapped Out For You!

We want you to make the most of your Boston vacation, so we’ve come up with a tool that'll help you plan before you go and discover even more once you get there. Our easy-to-use interactive map will help you maximize your Trolley Tour experience, so you won’t miss all the excitement that Boston has to offer! And since it works great on mobile devices, you'll have all the information you need during your trip, right in your pocket.
  • Trolley Routes & Stops
  • Helpful information
  • Points of Interest
  • Shopping & Entertainment
  • Restaurants & Bars
  • And much more!
Click to Explore
City of St. Augustine Map
City of St. Augustine Map
Map Route of Tour
Map Pin Showing Location 1 Map Pin Showing Location 2 Map Pin Showing Location 3 Map Pin Showing Location 4 Map Pin Showing Location 5 Map Pin Showing Location 6 Building in St. Augustine tree in st. augustine landscape in st. augustine St. Augustine Trolley Tours


Things To Do In Boston
boston old town trolley driving past public garden and city skyline in background boston old town trolley driving past public garden and city skyline in background 2


What Our Guests Are Saying

We enjoyed greatly our tour today

Our tour guide, Phoenix, was very knowledgeable, had a good wit, and shared many, many nuggets of information that made the trip interesting and full of energy. Even when we asked about other points of interest we thought he might know about he was able provide name and an interesting nugget about it. He met children’s interests as well as adults. Will definitely tell others about your service and have them look for Phoenix. Thank you all.


...Money well spent and made our trip

Today, we did the last tour of the day with Scribe as our tour guide and he was phenomenal! He was knowledgeable, extremely affable and made us feel like family. My husband said it was money well spent and made our trip! Such an asset to your company! Thanks for your service today, Scribe.


...I cannot wait to visit Boston again soon

Your driver, Maureen, was by far the most memorable part of our trip. Her enthusiasm and energy lit up the entire trolley. She’s is passionate about her home town, packed full of tons and tons of information, and lovely to make the entire experience a GREAT one. My friends and I cannot wait to visit Boston again soon, and are hoping to have Maureen as our trolley driver. Thank you for a great traveling experience…


I learned more about Boston on that tour than in the seven years I lived there

My husband and I were in Boston after 25 years. We decided last minute to take one of your trolley tours. We had such a wonderful time! I learned more about Boston on that tour than in the seven years I lived there. Our guide Hugo was the BEST! He kept us laughing the whole time…


Without OTT, my aging parents would have struggled to see Boston

I’m grateful for the hop on/off tours; without them my aging parents would have struggled to see Boston; and they loved hearing the history. Perfect segue: We had several different guides… Book was far/away our favorite. Good storyteller, quick wit, quite helpful. Interesting guy… But seriously, really enjoyed his tour.


...An unforgettable experience

My girlfriend and I wanted to say how great Billy Ketch was. Not only was he extremely knowledgeable about your great city, his sense of humor and personality made this an unforgettable experience.


...No comparison to yours

I am an International Tour Director from Britain. I have just gotten my schedule and will be giving the heads up for the Old Town Trolley Tours which I hope all my pax will be taking while on their stay in Boston. I was given passes to go onto the other trolleys and NO COMPARISON to yours. Everyone is great and I have gotten to know most of the drivers from years past. They are the best and have the best tour…


...Truly fascinated with Billy’s knowledge

My friends, husband and I were on the Trolley with Billy last week and had the BEST tour! Having been an American History teacher for 30 years, I was truly fascinated with Billy’s knowledge and experience with the tour! Even my friends who are not especially interested in History, thought that Billy was the greatest tour guide they had ever had.


Thanks for an awesome visit

This was a great way to see the city. The two tour guides were both friendly and EXTREMELY knowledgeable. I would recommend this tour to anybody visiting Boston. I even dazzled my friends later in the week with all that I knew of the city. Thanks for an awesome visit!!!


...The best part of our trip to Boston

Just did a Tour with JD last weekend. He was awesome…… the tour was the best part of our trip to Boston. Not sure if you have a survey….. just wanted you to know he got an A+++ Thank you!


Townie may be the reason we again return to Boston!

…We took your tour and had a fabulous time learning… What made the tour memorable was our conductor, ‘Townie’. He made the tour one of the highlights… and having been on other operators in various cities, I must applaud him, as they’re the exact type of conductor you want on an introduction to the city…

R.A., Toronto, Ontario

Thank you so much for hiring the best!

We rode with two drivers today, Miss Jackson and Crafty. They are both PHENOMENAL. They made our trips around town outstanding and informative. Thank you so much for hiring the best! Make sure to compensate them above and beyond so that they continue to rep your company and the city of Boston so spectacularly!

S.V., Coon Rapids, MN

Thanks for having such a great team

I wanted to reach out about the absolutely fantastic tour we had of Boston. We were picked up from the Cheers stop by your driver, Twin, who got us through downtown rush hour safely and with the most humorous commentary that was one of the highlights of the trip. Not only did he keep up on discussing the points of interest, but also gave us good information on what not to miss when we got out on foot…

C.G., Blackfalds, AB

Ms. Beantown's kindness was one of the best parts of our trip

My family and I visited Boston this past week… While all of your drivers were knowledgeable and polite there was one that truly made the experience. Ms. Beantown was not only super entertaining, she went out of her way to help my family with wheelchair assistance with her trolley AND onto another trolley…

K.Z., Heath, OH

Miss Jackson was fantastic

As always, we had a great time doing your tour!… We had Miss Jackson! She was fantastic – that doesn’t even give her justice. She gave a great history of the city and sites, made some jokes and made the time we were on her trolley so enjoyable! She had a great personality and was just a bright star on our trip! Thank you for the opportunity to get to meet her and to take the tour!

D.R., Elmwood Park, NJ

Old Town Trolley Tours

Old Town Trolley Tours
Boston Tour Schedules
boston hop on Hop off
TOUR SCHEDULE Old Town Trolley Tours


April – October: 9am – 5pm.
November – March: 9am – 4pm.

For more information, go to Old Town Trolley schedule information.

All schedules are subject to change. Please call for the most current information:
(855) 396-7433

Get MORE DETAILS-Old Town Trolley Tours
Boston Public Garden and Washington Statue at dusk
TOUR SCHEDULE Boston Summer Nights Tour & Charles River Cruise

May 24 – September 2, 2024.
Two departures each night: 5:30 pm and 6:45 pm.

Marriott Long Wharf/Quincy Marketplace
200 Atlantic Avenue

Ghost & gravestones tour schedule
TOUR SCHEDULE Ghosts & Gravestones Night Tour

Starting at 6pm.
*Call (855) 396-7433 for availability.

For more information, go to Ghosts & Gravestones schedule information.

Reservations are required.
Call (855) 396-7433 for availability.

Get MORE DETAILS-Ghosts & Gravestones Night Tour


Our Boston tour is 13 miles long and two hours from start to finish, but our route is designed for you to hop off at any stop, explore a Boston attraction or neighborhood, and hop back on when you are ready to resume your Boston sightseeing experience.

You may start your Old Town Trolley Tour at any of our convenient stops. Click on Map and Stops to see a list of our stops with information about the attractions and points of interest at each stop.

The tour visits South End, Back Bay, Historic North End, Beacon Hill, the Theater District, Downtown Crossing, the Seaport District, and Charlestown.

We operate the city’s largest fleet of sightseeing vehicles and this allows us to pick up and drop off more frequently than any other tour company. The frequency of the trolleys depends on the time of the year, traffic, and weather conditions, but typically it is every 20 minutes. April – October: Daily. 9am – 5pm. November – March: Daily. 9am – 4pm.

The Freedom Trail is a 2.5-mile urban brick walking path that takes in different historical Boston sites. The trolley tour gets you close to many of the sites along the Freedom Trail, as well as all the other major points of interest around the city of Boston. Our Boston tours help you explore the entire Freedom Trail without having to walk it all on foot.

If you’ve ever visited or plan to visit Boston, you’ll know that getting around can be a bit tricky. However, there’s an easy solution to that — the Old Town Trolley. Hop on, and you’ll be able to explore some of the city’s best attractions without the bother of driving or navigating traffic. Exploring Boston without a car is easier than you think thanks to Old Town Trolley. From historic sites and shopping to amazing food and beautiful beaches, Boston has something for everyone, and the trolley takes you to all the best spots.

Boston’s most picturesque neighborhood is Beacon Hill, an area that boasts stunning architecture, cobblestone streets, and charming boutiques. For those who want to make the most of their time and see Beacon Hill from a unique perspective, hopping on the Old Town Trolley is the way to go.

The first stop of the Old Town Trolley in Beacon Hill is at the Massachusetts State House. From this towering location, visitors can take in the stunning panoramic views of the city and the Charles River. The tour guide will provide visitors with fascinating facts about the State House’s history, including the famous codfish atop its dome, the symbol of Boston’s fishing industry.

The trolley then takes visitors through the heart of Beacon Hill’s residential area, a place filled with old brick houses, antique gas lamps, and postcard-perfect scenery.

Continuing down Beacon Hill, the trolley stops at the legendary Cheers bar, also known as the set of the hit TV show, “Cheers.” Visitors can sit at the same bar where Norman and Cliff once did, take photos, and enjoy the historic décor.

Boston’s Beacon Hill is a hidden treasure of American history, and the Old Town Trolley is the perfect way to experience it. From the State House’s panoramic views to the blue skies to stopping at a bar where everyone knows your name, this tour offers visitors a unique way to see the city’s hidden treasures while learning about Boston’s vibrant past.

Here are some of the must-see attractions that you can explore on the Old Town Trolley Tour:

1. The Freedom Trail: This iconic 2.5-mile-long trail takes you through 16 significant historical sites that were crucial to the American Revolution. You’ll see the Massachusetts State House, Paul Revere’s House, Old North Church, the USS Constitution Museum, and more. The Freedom Trail is a fascinating way to learn about the city’s rich history.

2. Acorn Street: Located in Beacon Hill, this street is a throwback to Colonial times with its cobblestone streets, gas lamps, and impeccably preserved 19th-century homes. Its houses are some of the oldest in Boston, and their exteriors have remained mostly unchanged for over a century. Acorn Street’s timeless look and feel, mixed with its New England charm, has made it a favorite among filmmakers.

3. Boston Tea Party Ships & Museum: The Boston Tea Party Ships & Museum is an interactive, high-tech, floating museum. Unlike anything you’ve ever experienced before, this unique museum sits on a barge in the water and includes tours on restored tea ships and a stunning, interactive documentary that immerses you into the events that led up to the American Revolution.

4. Quincy Market: This colorful marketplace is a shopper’s paradise, with more than 100 vendors selling everything from souvenirs to food. You can indulge in some classic Boston dishes such as clam chowder or a lobster roll.

5. Bunker Hill Monument: This 221-foot granite obelisk commemorates the Battle of Bunker Hill, which was a pivotal moment in the American Revolution. You can climb to the top for a stunning view of the city.

Boston transforms into a picturesque and vibrant city at night, and it offers plenty of things to do for those who are up for some nighttime fun. If you’re visiting Boston this summer, there’s no better way to explore the city after dusk than taking the Boston Summer Night Tour by Old Town Trolley. You’ll be able to visit historic landmarks and hidden gems that are illuminated by the city’s glow. From the Old North Church and the USS Constitution, Boston has a plethora of iconic and historic landmarks to explore. From the stunning harbor views to the twinkling skyline at night, explore these sites under the cover of darkness, where the ambiance and atmosphere are simply magical.

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