Oysterpalooza at Castle Island Brewing
Calling all seafood lovers! Castle Island Brewing will be hosting an outdoor raw bar on Saturday from 2pm-5pm. DJ Begbick will be spinning the tunes!
Boozy Donuts at The Broadway
Who doesn’t love a donut? How about a specialty donut with a little booze? The Broadway features a rotating selection of Boozy Donuts at their weekend brunch on Saturdays and Sundays!
Pure Barre Pop-Up at Harpoon
On Sunday, enjoy a Pure Barre Class at 11am at Harpoon Brewery! You can register here for this FREE event! all you need to bring is a yoga mat, sneakers, water, and yourself. They will be raffling off prizes, so be sure to join in on the fun!
Gin by the Ocean
The Sipsmith Gin pop-up at Woods Hill Pier 4 will take place daily starting at 5pm until sunset from Thursday, July 27 through Saturday, August 5th. Get the refreshing details here!
Take a Hike
Connecting 17 Boston neighborhoods from the Neponset River Reservation to Bunker Hill Monument, the Walking City Trail is a 27-mile hiking path through some of Boston’s most scenically immersive parks, urban wilds, gardens, and residential neighborhoods. The trail starts in Mattapan and ends at Bunker Hill. You can get the full details, including maps, here.
Rhythm & Brunch
Cannonball Cafe announced that come August 6th, and brunch will be served from 10am-1pm. Every week, there will be live music brought to you by Safari & The Beat Explorers. Every Sunday, 10 am-1 pm. Enjoy live jazz & good food at our weekly Rhythm & Brunch. Register here!
Seaport Smalls
Enjoy free fun for your tiny crew at The Superette in the Seaport on Saturdays from 10am-11am! You can check out the schedule here!
Caught in The North End – Feast Time
Saint Agrippina Feast takes place this weekend! Opening ceremony and procession happen on Thursday from 7 to 11 p.m. Enjoy, food, fun, raffles, and live entertainment!
Dine Out Boston is Back, Baby!
From August 6th through August 13th, over 120 Boston-area restaurants will be offering special prix fixe lunch and dinner menus. Lunch deals start at $22 and dinner at $36. Get the full details and list of participating restaurants here!
Lawn on D Pickleball Tournament
Take part in the Lawn on D’s Pickleball Tournament this Saturday from 1pm-5pm. 36 Team Elimination!
Live Music Roundup
Capo – Maddi Ryan will play on Friday at 7pm. On Saturday, it’s the Beat Drops at 8pm. On Sunday, it’s the legendary Sinatra Sunday at 5:30pm.
Lincoln – Legends of Summer Band at 7pm-10pm
Shamrock Pub – Live Irish Music featutin Conor O’Donnell on Friday from 7:30pm-10:30pm.
Hunter’s – Ryan Flynn on Friday at 5pm. On Saturday it’s Joe Marino at 3pm. Matty Sheehan will play on Sunday at 2pm followed by It’s Ya Boy KR at 9pm.
Check out our Summer Guide
It’s summer in Southie – the hottest place to be! Forget Newport or the Cape. We’ve got it all right here – beaches, boats, roof decks, dining al fresco, and some of the coolest people around! We’ve got the scoop on everything that’s “Hot in Southie” this summer, from places to eat and drink apres beach, to summer workouts, outdoor music, and more. If it’s happening in Southie this summer, you’ll find it in our summer guide!
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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