Weekend Picks – May 15th

Celebrate Boston Harbor Islands’ opening weekend with a FREE trip to Spectacle Island
Explore Spectacle Island’s beaches and winding trails. Catch the ferry to Spectacle right from Downtown Boston’s Long Wharf North… for free on Saturday, May 16 and Sunday, May 17. Get all the fun details here.
90+ Cellars Rosé Weekend at The Tall Ship
Listen up, rosé lovers! This weekend at The Tall Ship is for you!

B/Spoked Fitness Studio Ribbon Cutting Ceremony
The East Boston Chamber of Commerce is proud to officially welcome B/SPOKE Fitness Studio to East Boston as its fifth location with a ribbon-cutting ceremony and complimentary Coffee Connect event. Having recently celebrated its first anniversary in the neighborhood, B/SPOKE invites the community to stop by, enjoy morning coffee, and help commemorate this milestone, while also welcoming them as the Chamber’s newest member and showcasing their facility. Takes place on Saturday from 8:30am-10:30am
New Menu at the ReelHouse
Reel House announced some new additions to its spring menu! Make a plan to check them out this weekend!
Free Summer Fitness in Boston
The Boston Parks and Recreation Department and the Boston Public Health Commission (BPHC) are pleased to announce the 2026 Boston Parks Summer Fitness Series sponsored by Blue Cross Blue Shield of Massachusetts. The series offers 22 free weekly classes in City of Boston parks from May 3 to August 29, 2026. The 2026 Boston Parks Summer Fitness Series will launch with a kick-off event at Copley Square Park in Back Bay on Wednesday, May 13, at 5:30 p.m., featuring free Bota Fogo Dance Fitness and Yoga plus fun giveaways. Get all the details here.
Check out AWG + Friends this weekend
Atlantic Works Gallery is hosting AWG & Friends, a group exhibit, on view May 2 through May 23, 2026. This dynamic exhibition brings together gallery members alongside invited artists, highlighting a diverse range of creative voices and mediums. Regular gallery hours throughout the exhibition are Fridays and Saturdays from 2:00 PM to 6:00 PM, or by appointment. Learn more here.
Register for this unique event at Well House
Give thrifted jewelry a new life — as art 🐛💍🖼️ Make your own on Saturday, June 6 from 1-3pm at @thewell_coffeehouse in East Boston with Ramble Events! 🎟️Limited spots available. Secure your spot here!
East Boston Farm Stand Bowls
Start off your day with something fresh and healthy! The team behind East Boston Farm Stand hand-picks the best produce before sunrise. Every bowl is layered with vibrant fruit, crunchy granola, and options for vegan or keto lifestyles. You can learn more here!
Mariachi Night at La Hacienda
Get the weekend spirit with live mariachi on Friday nights at La Hacienda! A great way to start the weekend!
6 Green Spaces to Explore
Get outdoors! Plan to explore these 6 green spaces in the neighborhood via a walk, a run, a picnic, or just sitting in the sun and taking it all in.
SPORTS!
Red Sox vs. Braves – Friday, May 15th at 7:15pm, Saturday, May 16th at 7:15pm and Sunday, May 17th at 1:35pm.
NBA Playoffs – schedule here
NHL Playoffs – schedule here
Here are 7 Places to Watch in the Neighborhood!
Check back as this list may be updated!
Maureen Dahill is the editor of Caught in Southie and a lifelong resident of South Boston sometimes mistaken for a yuppie. Co-host of Caught Up, storyteller, lover of red wine and binge watching TV series. Mrs. Peter G. Follow her @MaureenCaught.


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