Need weekend plans!?! We got you covered! Here are our Weekend Picks!

Lower End Lemonade Sale

After two children running a lemonade stand on West 9th Street were robbed on Wednesday afternoon, neighbors quickly stepped up to show their support. Dubbed the Lower End Lemonade Sale, the event is expected to bring neighbors together to support the children involved and send a message that Southie takes care of its own. Even better, 50% of the proceeds will be donated to a local organization working to prevent gun violence.  The lemonade sale will take place on Friday, June 12th at 5:30pm. Get all the details here.

Ross Gregor Adams at The Playwright

The Playwright is kicking off The World Cup with an awesome performance from Ross Gregor Adams, a Scottish multi-instrumentalist. The performance is on Friday, June 12th from 6 to 9pm. He is truly a must-see performer with a worldwide following! Stick around after the performance for the USA game! Make your reservation here!

A weekend of fun at The Seapoint

Seapoint has some don’t-miss deals for The World Cup to support Team USA. Stop by on Friday, June 12th 9 pm. They are offering $17.76 domestic beer pitchers, $25 domestic beer buckets, 5$ off USA apparel. Their new USA apparel is so cool and represents USA 250 and Southie! Also, their Sunday Summer Music Series kicks off Sunday, June 14th with Joe McDonough. He will be performing from 4 to 7 pm. Make sure to stop by! 

$1 Oyster Happy Hour at The Broadway

The patio is open at The Broadway and what better way to enjoy it with $1 oysters! The Happy Hour is from 4 to 6pm on Monday through Friday! Kick off your weekend on the patio! Make your reservations here!

Cisco Brewers Seaport Pride Party

Pride is taking over Cisco Seaport on Sunday, June 14th from 12 to 7pm. It is a full day of celebrations with live music and performances by Haus Of Monsters – Lady Gaga Tribute Band + a high-energy drag show hosted by Boston-area drag queen, Sticki Honey. The drag show starts at 5pm. RSVP here! And book a Beach Shack for the ultimate experience here!

Write a postcard at Mother’s East

Have you checked out Mother’s East yet!?! Stop by this weekend and grab a delicious cocktail and something to eat. And while you are there write a postcard to a loved one or friend! Mother’s East will stamp and mail them for you! Nothing is better than getting some good old-fashioned fun mail! 

Get a Steak & Cheese at Lucky’s Lounge

The steak & cheese at Lucky’s is to die for! And right now they are doing a giveaway to win free steak & cheeses for you and your friends!! To enter get a steak & cheese, take a pic, and tag Lucky’s, and you are entered! Also Lucky’s is open Monday to Friday for lunch and serving food till 1:30am Monday through Saturday! Follow them on instagram for giveaway updates!

1/2 Off All Starters at Local 149

Local 149 is offering ½ off all starters on Friday, June 12th from 4pm to 6pm. Make sure to stop by! Grab a drink and some popcorn chicken! Make your reservations here!

Cocktail Workshop at The Block at Woods Hill

Come by for a hands-on cocktail workshop featuring Privateer Rum at The Block at Woods Hill! The class is being held Saturday, June 13th from 2:30 to 4:30pm. This craft spirit is a total New England standout and you don’t want to miss it! Get an interactive, behind-the-bar look at how to mix up balanced, restaurant-quality drinks right at home! The ticket includes 3 cocktails and an Artisan charcuterie board. It is going to be a super relaxed, social vibe with plenty of time to sip, learn, and hang out! Get your tickets here!

Fan Zone at the Grove at the Lawn on D

Get ready, soccer fans! The Grove at Lawn on D will transform into Boston Fan Zone this summer, creating a destination for fans to gather, watch matches, and celebrate all things soccer during the FIFA World Cup 2026.

The Fan Zone will feature watch parties on one of the largest outdoor screens in Greater Boston, along with food, drinks, live entertainment, interactive games, giveaways, and family-friendly activities. Whether you’re heading to a match, watching from Boston, or just looking to soak up the excitement, this will be one of the city’s go-to spots for World Cup festivities.

The Fan Zone is part of a citywide celebration surrounding the FIFA World Cup, which will bring seven matches to the Boston region this summer. Boston is also hosting an official FIFA Fan Festival at City Hall Plaza, creating multiple opportunities for fans to come together and cheer on their favorite teams. With a brand-new look, a giant LED screen, and a packed lineup of events, The Grove is shaping up to be one of the hottest spots in the Seaport this summer. For more information on each event, including gate times and other special information, check out the Event Calendar.

HB Outdoor Sculpt at Park City with Ritual Wellness

HB is teaming up with @ritual.wellness for a summer series, bringing HB Outdoor SCULPT to Park City every Saturday at 10am. Post workout recovery with@sweathouz
Your ticket includes access to the after-class wellness social:
🎧 Live DJ
🥤 Complimentary drink ticket + free coffee
🧊 Cold plunges + recovery zone
🛍️ Wellness pop-ups

Use the code CAUGHTINSOUTHIE for 20% off all Park City event tickets all season long for any non-run club ticket.

Gray’s Hall Very Cool Art Show

On Sunday, June 14th at 5pm, enjoy a very cool art show at Gray’s Hall featuring the mega talented @goldlemons and @patchwork.mix will be here spinning records. Come drink cold wine, eat cheeseburgers, and buy cool art!

Live Music Roundup

The Playwright – features DJ sets on Fridays and Saturdays starting at 9pm followed by Country Sundays with live bands starting at 6pm.  Check out the schedule here! 

Hunter’s – Friday 5-8pm, Saturday 1-4pm, and Sunday 3-6pm and 9pm-12am.  Follow Hunter’s on Instagram for their schedule!

Capo – In addition to Sinatra Sunday with Rich Dimare and the Ron Poster Trio on Sundays at 5pm, there are live bands and DJ sets on Fridays and Saturdays.  Follow Capo on Instagram for the schedule!

Lincoln – DJ Sets starting at 10pm on Friday and Saturday. Rotating live bands on Sundays at 6pm.

Park City – has live music all weekend long.  Follow them on Instagram for the schedule.

Cisco Brewing Fenway – Check out the latest live music happening at Cisco Brewing Fenway here. 

Grace by Nia – features live music all weekend long!  You can check out the schedule here. 

Loco –performers and DJ in the main space and the lounge on the weekend! Look on their Instagram story for lineup!

SPORTS!

Red Sox vs. Rangers – Friday, June 12th at 7:10pm, Saturday, May 13th at 4:10pm and Sunday, June 14th at 7:20pm.

World Cup Matches – check out the schedule here.

NBA Championship – Knicks vs. Spurs – Saturday at 8:30 pm

NHL Stanley Cup Championship – Knights vs. Hurricanes Sunday at 8pm

Here are 12 Places to Watch the Game in South Boston!

FIFA World Cup Fever

The FIFA World Cup is coming to Boston (well…Foxboro), and whether you’re lucky enough to have tickets to a match or plan on watching here in the neighborhood, we’ve got you covered. From where to watch the games and can’t-miss fan festivals to special events, watch parties, transportation updates, and street closures, this guide has everything you need to make the most of one of the biggest sporting events in the world. Get ready, Boston—it’s about to get nuts! Get all the details here.

Make sure to check out our Guide to Summer in Southie

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 yoga, summer style tips, day trips, special deals, and more. If it’s happening in Southie this summer, you’ll find it in our summer guide! This guide will be updated weekly, so make sure to keep checking back!  Check it out here! 

Check back, this list may be updated! 

Have a fun-filled weekend! Thank you to our Caught in Southie readers and Neighborhood Partners for supporting our local neighborhood media efforts!