BOSTON, MA

THE ORIGINAL BYOB HOLIDAY LIGHTS TROLLEY

BOSTON, MA

  • 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.

  • 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.

  • 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.

  • 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 BYOB BOSTON HOLIDAY LIGHTS TROLLEY TOUR

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. Stops vary slightly by date and availability, but the holiday magic is guaranteed.

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

  • 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

    *2 bathroom stops along the way

    7:00pm - Trolley arrives back to Back Bay starting location

  • 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