Cinco de Mayo in Southie

Celebrate Cinco de Mayo by drinking margaritas and chowing down on chips and guacamole. Cinco de Mayo (for those of you who flunked high school Spanish) is on May 5th.  Here are some local neighborhood businesses that are celebrating! Check back as this list will be updated as needed!   

Be informed. Get involved. 776 Summer Street Meeting

The Boston Planning Department is hosting a virtual public meeting on Tuesday, May 5th, at 6pm to discuss the project proposed at 776 Summer Street in South Boston. The purpose of this meeting is to support the public in learning about this proposed project and an opportunity to ask questions and help the proponent team and City staff consider any potential impacts. This meeting will start with a presentation followed by time for questions and comments from the public. Please register in advance: http://bosplans.org/776SummerSt-0505 Meeting ID: 161 289 3843
Toll-free call-in number: +16692545252

Let’s Roll, Southie!

Thursday, May 7, 2026 marks Boston’s National Bike to Work Day—an annual event that encourages commuters to rethink their daily routine and consider a healthier, more sustainable way to get to work. In a city where traffic congestion and public transit delays are part of everyday life, biking offers a reliable, efficient alternative. It’s also a simple way to build movement into your day while reducing your environmental impact. With warmer weather finally here, there’s no better time to give it a try.

This year introduces a new South Boston route, a 3.2-mile ride designed to make participation easy and accessible. Riders can join at any of the following stops before heading together into the city:

• 7:30 AM: Corner of M Street & E Broadway
• 7:35 AM: South Boston Library (646 E Broadway)
• 7:50 AM: Summer Street across from Melcher (250 Summer Street)

Participants are encouraged to sign up in advance and select the stop that works best for them. From there, the group will collectively cycle to City Hall Plaza, where riders will be welcomed with free breakfast and coffee, along with vendors, exhibitors, and complimentary bike repairs between 7:30–9:30 AM You can register for free here:
https://docs.google.com/forms/d/e/1FAIpQLSe9khXC0d1_CvnoYQB3sz9yJykfQwhlur6bMyfqoai8Y1B9ug/viewform

Let’s Stroll!

The South Boston Chamber of Commerce and South Boston Neighborhood Development Corporation are excited to kick off the season with the annual Spring Stroll on Thursday, May 7, beginning at 4 p.m. Spend the evening strolling along Broadway and surrounding streets, where local shops and restaurants will be offering special deals, seasonal treats, and unique finds. It’s a great opportunity to support small businesses and find the perfect gift ahead of Mother’s Day. As an added bonus, there will be a pop-up market, featuring local brands and live music, from 4-7 p.m. in front of St. George Cathedral at 523 E. Broadway. From 5–7 p.m., enjoy live music from The Late Risers, bringing energy and entertainment to both East and West Broadway and setting the tone for a lively spring evening. Getting around is easy — complimentary pedicabs will be available from 4–7 p.m., offering a fun and convenient way to explore all the Stroll has to offer.