BOSTON, MA
THE ORIGINAL BYOB HOLIDAY LIGHTS TROLLEY
BOSTON, MA
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Check-In at a Neighborhood Bar
Meet at The Bebop (1116 Boylston St.) and kick off the night with festive decor, a complimentary snack, and meet-and-greet your tour guide before the ride begins.
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Hop on a Festive Trolley
Enjoy holiday music, trivia, prizes, and sing-alongs to classic carols as you ride through the city. The festive trolley decor sets a cheerful tone from start to finish.
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Bring Your Own Beverages
Trolleys are 21+. Sip on your favorite holiday spirit as you ride in style aboard our vintage trolley. It's the perfect way to toast the season while taking in the city’s festive sights.
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Enjoy Your City's Holiday Lights
Tour stops vary by date, but highlights may include: Boston Common, Rose Kennedy Greenway, Copley Square Tree Lights.
The earlier trolleys will include a stop at either Snowport Market in Seaport or Faneuil Hall. The later trolleys will include a stop at Encore Casino.
WELCOME TO THE BOSTON BYOB HOLIDAY LIGHTS TROLLEY
Celebrate the Holidays with a BYOB Trolley Ride Through Boston!
Hop on a vintage BYOB trolley for a cheerful ride through Boston’s most magical holiday sights! Your night begins in Back Bay at either The Bebop (1116 Boylston St.) or A.T. O’Keefe’s (911 Boylston St.), where you’ll check in, meet your tour guide, and enjoy a warm bowl of clam chowder.
Then we’re off to explore festive landmarks like Boston Common, the Rose Kennedy Greenway, and Copley Square’s sparkling tree lights.
Early trolleys will make a stop at Snowport Market in the Seaport or Faneuil Hall, while later trolleys will head to Encore Casino for a glitzy nightcap. Please note: stops are not guaranteed and may vary nightly based on traffic, timing, and availability.
Bring your favorite drinks, enjoy holiday music, games, and good cheer on board, and soak up Boston’s seasonal sparkle. After the ride, we’ll return to Back Bay to keep the festivities going.
Book your Boston trolley ride today—and let the holiday lights lead the way!
📍Check-In Location
Guests on trolleys 1, 2, and 3 will check-in at Bebop located at: 1116 Boylston St. Boston, MA 02215.
Guests on trolley 4 will check-in at A.T. O'Keeffe's located at: 911 Boylston St. Boston, MA 02115.
Please arrive at your event start time.
*Please note the length of the event is 4 hours. The first hour is spent at the check-in bar (meet your guide, sign paperwork, get your gift bag & complimentary snack) followed by a 3 hour trolley route which will make stops!
🚗Parking
Parking is not included with your ticket. Plan to arrive a little early to get a parking spot before boarding the trolley.
Neither BeBop nor A.T. O'Keeffe's has parking on site.
Trolleys 1, 2, and 3 will leave from Bebop. For Bebop, you can get dropped off in front of Bebop, but there is only street parking nearby. The closest garage is about a 7 min walk, on top of Whole Foods.
Guests on trolley 4 will leave from A.T. O'Keeffe's. There is a parking garage across the street from A.T. O'Keeffe's in the Prudential Mall.
👋When You Arrive
Look out for your spirited host wearing a red scarf and possibly wielding a flashing candy cane stick. Get ready to sign our event waiver before the trolley embarks promptly at departure time. Be prepared to show a valid ID verifying you are over the age of 21.
🍻BYOB
BYOB for the trolley, but ask your tour guide at the check-in table where you can store your drinks prior to boarding the trolley. Each host bar has a fantastic selection of additional spirits. If your drinks come in glass bottles, you are welcome to bring them onboard, however we ask that you pour the drink into a different non-glass container while on the trolley. We will provide you plastic cups that you can use.
Remember, no open containers outside the trolley. Beverages can be stored in personal-sized coolers (think: what can fit under an airline seat).
🧣Attire
While the trolley and the bars are heated, we will stop at various locations around the city that are not. We recommend dressing in layers and bringing hats, scarves, and mittens so you can have an enjoyable experience as you get up close to the light displays at each stop.
EVENT & TROLLEY SCHEDULE
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3-7PM TICKET
3:00-3:15pm - Arrive for Check-In at The Bebop or A.T. O’Keefe’s
Trolley 1, 2, 3: Check-in at Bebop (1116 Boylston St)
Trolley 4: Check-in at A.T O’Keefe’s (911 Boylston St)
3:15-3:45pm - Meet your guide & Complimentary snack at The Bebop or A.T. O’Keefe’s
4:00pm - Trolley Loading & Departure
4:00-7:00pm - Trolley ride with stops at Boston Common, Rose Kennedy Greenway & Snowport Market in Seaport OR Faneuil Hall
*2 bathroom stops along the way
7:00pm - Trolley arrives back to Back Bay starting location
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6:30-10:30PM TICKET
6:30-6:45pm - Arrive for Check-In at The Bebop or A.T. O’Keefe’s
Trolley 1, 2, 3: Check-in at Bebop (1116 Boylston St)
Trolley 4: Check-in at A.T O’Keefe’s (911 Boylston St)
6:45-7:15pm - Meet your guide & Complimentary snack at The Bebop or A.T. O’Keefe’s
7:30pm - Trolley Loading & Departure
7:30-10:30pm - Trolley ride with stops at Boston Common, Rose Kennedy Greenway & Encore Casino
*2 bathroom stops along the way
10:30pm - Trolley arrives back to Back Bay starting location
Fine Print: Event is 21+. All attendees must have valid ID at check-in. All sales are final and tickets are non-refundable. Tickets are only valid for event date and event time. No refunds or reschedules will be provided to anyone who misses scheduled event. Event is rain, shine or snow. No refunds will be given to customers who do not attend the scheduled event due to weather. Ticket transfer requests to change your trolley date/time will be accepted for a limited time. Transfers are subject to availability. After 10/1/25 ticket transfer requests will no longer be accepted.
Vehicle accommodations and arranged sightseeing are subject to change at any time due to unforeseen circumstances or circumstances beyond Holiday Lights Trolley control. Every effort will be made to operate tours as planned, but alterations may occur. Holiday Lights Trolley reserves the right to change vehicles and to make alterations to the itinerary or the tour as it deems necessary.
The trolley driver and guide are responsible for the route of the trolley. The route for each public tour is set and we are unable to take requests for stop changes or substitutions from customers for any reason.
Entry into Snowport is not guaranteed. The early tours have a planned stop at Snowport most nights, however there are some nights that entry into Snowport can not be guaranteed due to special events. These nights the guide and driver will make alterations to the itinerary and include an alternate stop.**