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About this vendor

Kimberly
Kimberly
Group Sales and Charters

No team details yet

Based in the heart of Boston, Massachusetts, Old Town Trolley Boston provides unique transportation for wedding occasions. For over 20 years, the dedicated drivers have been helping couples to celebrate their wedding journey in style. Their vintage trolleys feature striking orange and green paintwork and make the perfect backdrop for photo opportunities.

Services Offered

With Old Town Trolley Boston, newlyweds and their wedding party can enjoy a novel outing as they travel from the ceremony to the reception. Usually seen on Boston’s splendid streets, these antique trolleys serve private events throughout Massachusetts and beyond. Family and friends alike can join in the fun, and traveling together in an old-school trolley is an ideal way to break the ice between guests. Whether you are celebrating a city wedding in Boston or elsewhere, you can connect with the experienced team today to learn more about their event packages and offerings.

FAQ

What types of vehicles are in your fleet?

Shuttle
Trolley

Schedule permitting, which of the following driving services do you provide?

Round Trip
One-Way Trip
Multi-Locations

Typically, what is the minimum rental time required to book your services during peak season?

2 Hours

Which of the following amenities are your vehicles equipped with?

Premium Stereo System

Still have questions?

Reach out about anything you didn't see answered here—no question is too small!

Wedding couple

Reviews of Old Town Trolley Boston

Gia
Gia H. Sent on 09/28/2024
4.6 out of 5 rating

Fun, Cute, Unique

The trolley was such a fun way to get around Boston on our wedding day in Boston in October 2023! We used the trolley to travel from the Lenox Hotel in Boston, to the Public Garden for pictures, and then finally to the Boston Public Library for the wedding itself. It was cute, memorable, and a great way to transport the whole wedding party around a busy city on a Friday!
J
Joan Sent on 11/15/2022
5 out of 5 rating

June wedding 2022

Had a great experience. Lots of fun and excitement going to and from the church /venue. Old Town Trolley was responsive when we had an issue with one trolley that had a mechanical problem. Thanks Kim!
J
Joelle Sent on 11/13/2022
5 out of 5 rating

Reliable and fun wedding transportation!

I booked 6 trolleys for 3 hours to bring 250 wedding guests and bridal party to and from the ceremony/venue in Boston. They did a great job keeping to my timeline and getting everyone to the destination safely, reliably and efficiently. The trolley coordinator was vital to the smoothness of the day. The trolleys also made for a fun ride through the city and photo op for everyone!
J
Julia Sent on 06/04/2014
5 out of 5 rating
This was so incredibly fun! Not only was I excited to have my wedding, but pulling up in a trolley was a blast! My bridesmaids loved going from the house to the church and then the whole bridal party from the church to the reception. It was so much fun! Our driver's name was Bear and he was an incredibly good sport for putting up with photo ops, arrival times, Newton Corner, and a trolley full of singing girls! I'm so happy we went with this company and they were fantastic!
S
Michael Sent on 05/15/2012
5 out of 5 rating
We had 2 drivers for the day of shuttle service and for a next day tour of Boston and both were perfectly professional and delivered exactly what we were looking for. Michael was our day of wedding driver and he was very tasteful, respectful and accommodating. We had hired OTT to drive us to the ceremony, the reception and then provide shuttle service to & from the hotel and reception site and Michael subtly won over all of our guests to the point where they were willingly and without being solicited, going out of their way to bring him food or drink because he was so nice to them.

I can not for the life of me remember our Saturday driver, but she was excellent, friendly, humorous and a great tour guide. My father said it was his best experience ever in Boston and he's been here a lot. To me that says something huge when your pops gives a raving review. He always drives when he comes to town and he loved seeing Boston from a different point of view and seeing non-traditional (not just Fenway Park or TD Banknorth Garden), yet historic sites. She even stopped and let us hit up a food truck b/c those are presently popular and our out of town guests hadn't seen or experienced them before.

Thumbs up all the way.

Plus the lady on the phone, was super helpful and flexible. She was very experienced working with people's budgets and did her best to help us get both experiences (shuttle and next day tour), though we had to compromise as well to make it a win-win.

I would hire them again.
E
Erica Sent on 08/04/2015
5 out of 5 rating
We used Old Town Trolley for transportation for our rehearsal dinner and again to transport our wedding guests back and forth from the ceremony. Bob, our driver called when they arrived and everything went seamlessly. My aunt accidentally left her camera on the trolley and Bob put the camera aside so that we could claim it. They even delivered the camera to my aunt's hotel on Monday since she did not have transportation. That is wonderful service that goes above and beyond!
Norman
Norman Sent on 11/18/2024
5 out of 5 rating

Great Experience- Wedding Party

We used Old Town Trolley to transport our wedding guests from the hotel to the seaport area in Boston for our welcome party. Everything was great from start to finish. Booking was easy, pricing was great. The trolley was on time and we had a wonderful driver. The trolleys are very nice and are a step above some of the other options in the area. Highly recommend!
Caitlin
Caitlin Sent on 11/14/2024
5 out of 5 rating

5/5 Great experience!

We rented Old Town Trolley for our wedding party in September! Very reasonably priced and easy to schedule. The trolley was so clean and spacious and we were more than happy!!
L
Laura Sent on 11/10/2022
5 out of 5 rating

Haunted Trolley Tour a Breeze

The Framingham History Center hired OTTB for our Halloween event, the Haunted Trolley Tour, which required 4 Stadium trolleys to drive across Framingham for 45 minute tours. The trolley drivers were exceptional and working with Kim V. was a breeze. Kim made sure the trolley portion of our event went off without a hitch. We look forward to working with OTTB again soon.
M
Madeline Sent on 10/24/2022
5 out of 5 rating

Fun and affordable transportation!

Old Town Trolley was the perfect transportation option for our June wedding! They were much more affordable compared to other options and tons of fun. We loved having the old school trolley as part of our day, and it was fun to drive around the city and see lots of smiles from people on the streets. The Molly trolley was perfect for escorting our wedding party (4 bridesmaids, 4 groomsmen, 4 parents, 2 grandparents, and a few other folks) from our hotel, to the ceremony in Brookline, downtown to the Boston Common for photos, and back to the reception in Cambridge. The driver was friendly and dropped us off exactly where we needed to be. He even was kind enough to turn around when we realized that we were going to get a ticket for parking our car in the wrong spot in Brookline. Kim V was super helpful in coordinating the whole day and was flexible as we were deciding where we wanted to take our photos. We highly recommend Old Town Trolley!
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Awards

18
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Are you interested?

Real Weddings

Kyle & Kate
24 photos · 07/16/2017
Ed & Megan
24 photos · 05/15/2016

Team

Kimberly
Kimberly
Group Sales and Charters

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