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Weddings
Multi-Locations
Shuttle
Trolley
Gia
Norman
Caitlin
M
J

Recommended by 96% of couples

About this vendor

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.

Links

Visit website

Weddings with this vendor

Ali & Nate's wedding
Ali & Nate
23 photos
Kyle & Kate's wedding
Kyle & Kate
24 photos
Ed & Megan's wedding
Ed & Megan
24 photos

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!
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!!
M
Marcy Sent on 04/25/2023
5 out of 5 rating

Amazing and unique for our guests

Great and unique experience for our wedding guests who were given an impromptu tour of Boston between the ceremony and reception. Guests raved about the fun added to the day! Kim at Old Town Trolley so accommodating and responsive to our needs. Can’t rate them highly enough!
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!
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.
S
Sandy Sent on 10/24/2022
5 out of 5 rating

Exceptional!

Boston trolly helped to make the day very special! I was making all these arrangements from out of town and it was excellent! The Trolleys (we had 2) took the guest from hotel to church and then to venue and back to the hotel again. All the guest really enjoyed the experience!
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!
D
Doreen Sent on 08/20/2021
5 out of 5 rating

Excellent service and clean fun Trollys

We got 2 trolleys for my daughter wedding !
Sue drove the Bridal party trolly which I was in and she was great!! So helpful thoughtful snd kind! Knew what was important to us snd made it happen, gettin us right up front to church during the fisherman’s feast, that is almost impossible to do! Thank you Sue!
Also Kim organized everything perfectly and was wonderful to work with, she answered my questions snd emails quickly and completely! Thank you Kim!

There was also another trolly driver but I didn’t have the opportunity to meet her but I have heard only good things!
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