PLAN YOUR TRIP
Experience the Magic of Boston's Holiday Sights and Festive Nights Trolley Tour!
Greetings and welcome to Boston, where history meets the holidays! As we embark on our winter adventure, let’s journey through Boston’s past, present, and future during this festive season. Join our costumed character guides who will regale you with stories of yesteryears and the modern festivities that have made Boston a holiday haven.
Old Town Trolley’s Holiday Sights and Festive Nights Tour: A Great Way to Celebrate the Holiday Season!
Tour Highlights
1
Learn about the Christmas tree tradition
Educational Storytelling
2
Learn about the history of the Holidays in Boston.
Seasonal Stories
3
All guests will receive a small gift during the Boston Holiday Tour.
Festive Gifts
4
Make this your new annual tradition with friends and family!
Tradition
5
Designed especially for the New England winters, our festive trolleys will give you more than just a warm welcome.
Heated Trolleys
A Dickensian Adventure on the Holiday Sights and Festive Nights Trolley Tour:
Our journey begins with a “Dickens of an adventure.” As we traverse the city, you’ll learn about Christmas in the time of the Colonists and even Charles Dickens’ stay at the Omni Parker House. See how contemporary Boston celebrates the festive season.
Boston Common:
Make a stop at the Boston Common, where the magic of the holidays comes to life. You’ll witness our famous ice-skating rink and discover the fascinating history behind Boston’s annual Christmas tree from Halifax, Nova Scotia. This is a fantastic opportunity for a family photo that captures the holiday spirit.
Charles Street:
Relax as we take you down Charles Street, one of Boston’s most historic thoroughfares. Let its elegant decorations transport you to holidays of the past. Learn about the renowned writers and artists who called this street home and even the Royal family’s Christmas stroll in the winter of 2022.
Tickets & Schedule
WHERE
Trolley Stop 1:
The Marriott Long Wharf, 200 Atlantic Ave.
WHEN
December 1-30, 2025.*
No tours on December 25.
Check the reservations calendar for departure times.
DURATION
Approximately 90 minutes.
Reservations are required.
PRICE
Adults:
Starting at $34.91
Kids 3-12:
Starting at $17.96
2 & under: Free
Children 2 years and younger may be considered a lap child. Toddler carriers and children ages 3 and older are required to have their own seat and must remain seated at all times.
RSVP
Reservations are required as space is limited for this popular tour.
GROUPS: For groups of 10 or more, please call for discounted group rates.
Reservation based tickets are non-refundable.
You may reschedule up to 24 hours in advance of tour time by calling (855) 396-7433.
What Our Guests Are Saying
“I went on the Holiday Lights tour on a snowy, cold Friday evening and it was amazing! Our tour guides, Juniper & Victor were the highlights of this tour!… Our guides made this tour so much fun. They made history fun, which is not an easy thing to do. They were engaging and personable and full of interesting stories. Juniper & Victor are truly an amazing asset to your company. And our driver kept us safe on that snowy evening… Just wanted to thank you.” – L.K.
2024 Holiday Events
Coming soon