Weekend Picks – September 19th

History in Motion – USS Constitution Underway on Friday
USS Constitution is scheduled to get underway on Friday, September 19th, from Charlestown Navy Yard at 10:00 A.M. The cruise will be visible from the Boston Harborwalk, Castle Island, and Charlestown Navy Yard. A 21-gun salute will be fired at approximately 11:30 A.M., viewable from Fort Independence on Castle Island. This sail will commemorate Purple Heart Recipients. While you’re out there, you might as well pick up some lunch at Sully’s, right?
Red Bull Cliff Diving World Series Returns this Weekend!
The highly anticipated 2025 Red Bull Cliff Diving World Series will make its triumphant return to Boston Harbor on September 19 and 20, 2025, and will be the only stop in the United States and the final stop of the series. It is once again open to the public, free of charge.
Disco Hour Glitter at Blend
On Friday, enjoy glam house vibes at Blend with @djbrianderrick at 10pm. 21+
Polish Harvest Festival
Our Lady of Czestochowa parish is hosting a special Harvest Festival on Sunday, September 21st from 10am-6pm featuring traditional Polish food, pony rides, pastries, music and dancing, kids activities and more!
Let the Cheeseburger Celebration Continue!
As if you really needed an excuse to eat a burger. Well, it’s National Cheeseburger Day and we can’t think of a better reason to eat one! Whether you like it with the works or just a little ketchup, today is the perfect day to eat one! We are sharing our picks for the best burgers in the neighborhood!
McGonagle’s Makes the NYT Top 50 Best Restaurant List
The New York Times has released its 2025 list of the 50 best restaurants in the country, and two Boston restaurants are among the spots named as a must-visit – including McGonagle’s! Stop by this weekend and find out for yourself why they made the list!
Welcome to the Neighborhood btone Dorchester!
btone Dorcheter is officially opening this week in the neighborhood! The schedule is LIVE and you can check it our here! Plus take advantage of the grand opening specials including including 8 classes for just $99.
Scobie’s Live Irish Session
Scobie’s, Dorchester’s newest Irish pub, now has live Irish Sessions on the weekends!
Family Fridays at Landmark Public House
Landmark Public House is celebrating the end of the week with some good old-fashioned family fun on Fridays from 4pm-8pm! Enjoy a special kids menu, balloons, Kelly’s Mystery Toy Chest (ooohhhh), and free ice cream for the kids!
Codman Square Farmers Market Bact to School Jamboree
Head to the Codman Square Farmers Market at 20 Wainwright Street from 11am-2pm for the Back to School Jamboree! Enjoy food trucks, demos, bouncy houses and more!
Bird Walk at Franklin Park with Nature Man Mike
On Saturday, from 8am-10am enjoy a free bird walking tour with Nature Man Mike! meet at the tennis court near Shattuck Picnic Grove. Bring your binoculars!
PARK’D Presented by CommonWealth Kitchen: Eat. Play. Chill.
Franklin Park: Blue Hill Ave Entrance – Friday, Sept 5 – 4–10PM – Featuring: @extremeflavortruck on FRIDAY + @gourmetfingerz on SATURDAY & SUNDAY Join Commonwealth Kitchen for a soft launch of its food truck park! Happening alongside the Franklin Park @zoonewengland ‘s Boston Lights Exhibit, Park’d is bringing together neighbors and visitors for a one-of-a-kind outdoor experience while creating new business opportunities for local food entrepreneurs. This community gathering space will have food, games, and activities for all ages!
SPORTS!
Red Sox vs. Rays – Friday at 7:30, Saturday at 7:05pm and Sunday at 7:35pm.
Patriots vs. Steelers –Sunday at 1:00pm.
If you’re watching the game this weekend, check out our list of 10 places to catch the action in Dot, or check out 12 of our favorites in South Boston!
Check back! 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.

