5 Things You Should Know This Week – May 4th

Celebrate Mother’s Day in East Boston
With Mother’s Day on Sunday, many are busy planning the perfect celebration for one of the most important people in their lives. Whether you’re looking to treat Mom to a delicious meal or indulge in some relaxation, there are plenty of options to ensure her day is filled with love and joy. We’ve put together the perfect Mother’s Day itinerary, so you don’t have to! Check it out here.
Let’s Roll, Eastie!
National Bike to Work Day is Thursday, and Boston’s National Bike to Work Day Festival celebrates National Bike to Work Day. This year, the city will celebrate from 7:30 to 9:30 a.m at City Hall Plaza with coffee, fruit, baked goods, and more surprises! You can register here!
Celebrate Cinco de Mayo in Eastie
Cinco de Mayo is all about drinking delicious margaritas and chowing down on chips and guac. For those of you who plan to celebrate the Mexican holiday on May 5, look no further than the list of Mexican restaurants we’ve rounded up in Eastie. Check them out here!
The Return of the Tall Ship for 2026 Season
If eating oysters and drinking rosé on a tall ship sounds like fun, then you’ll love The Tall Ship! Navy Yard Hospitality Group, which is also behind waterfront spots Pier 6 and Reelhouse, has officially reopened The Tall Ship on the East Boston Waterfront for the 2026 season. Make sure to follow The Tall Ship on Instagram for the latest events including Thursdays with Dalton, workouts, pop-ups and more!
Catch a Game + Grab a Snack
When you think of Little League, you probably picture very long games with lots of walks, sitting in the stands in freezing cold or stifling heat, depending on the month. You probably don’t think about enjoying a fresh shrimp cocktail! Yes, that’s right, shrimp cocktail! The snack shack at Festa Field is back for its fourth season, complete with shrimp cocktail served in a mini cap. In addition to the shrimp, they also offer oysters, hot dogs with caviar, chips, candy, cookies, ice cream, and more, all perfectly curated by EBO + Co. Grocery!
If only they served wine…let’s put that out there into the universe! Stop by and watch the kids play and treat yourself to something to eat!
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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