For 29 years, the Mayor’s Enchanted Trolley Tour has ushered in the holiday season with treats, music, and an opportunity to meet the jolly old soul himself, Santa Claus. In 16 neighborhoods this weekend, a series of trolleys escorted Mr. and Mrs. Claus, Mayor Michelle Wu, and a cohort of local officials as they toured the city to light up trees and spread Christmas cheer to the children of Boston.

The Mayor was joined by Mix 104.1’s ‘Fast’ Freddie Murphy, Councillor At-Large Julia Mejia, 3rd Suffolk District Representative Lydia Edwards, State Senator Sal DiDomenico, and District 1 Councilor Gabriela Coletta Zapata. They extended a heartfelt thanks to the city and public safety workers who made the day’s programming possible.

“​​I’m so proud to be your city councilor and grateful to be here in the spirit of community to kick off this unofficial start of the holiday season,” said Coletta Zapata. “We know that this community shows up and shares everything with one another all year long, but use this holiday season in the street as an example and as a testament to shine your brightest light this season.”

She encouraged the community to give back to local community benefit organizations and to support small businesses in their holiday shopping.

After a brief introduction from Murphy, Claus emerged to cheers from the gathered children and families. The Training Field’s decorations received the ‘Santan Seal of Approval,’ with both men remarking the display as best in the city. In an exclusive to Caught, Claus shared his message to the children of Boston. “Have a good time, be true to yourself, and be kind to other people.”

To keep the merriment moving through the holiday season, check out Caught In Southie’s second annual Holiday Stoop Stroll this Saturday. All proceeds benefit the South Boston Neighborhood House. Tickets can be purchased here.

Additionally, the Charlestown Business Alliance will host its annual Holiday Night Out on Wednesday – a neighborhood-wide celebration of local businesses complete with festive specials, holiday cheer, and an opportunity to connect with the community.

For more holiday programming, check out Caught In Charlestown’s weekly guide.