Need Weekend Plans!?! We’ve got you covered! 

Maker’s Market at The Grove

Spend your afternoon supporting local and shopping small! There will be a curated market featuring 25+ local makers and artisans on Saturday from 12 to 4pm. From unique jewelry and handmade goods to home décor, apparel, and specialty foods—there is something for everyone! It is the perfect way to enjoy a summer day in the Seaport, so come soak up the vibrant atmosphere at The Grove and meet some talented local creators! The Grove also launched a new menu featuring Mozzarella Sticks and Fried Coconut Shrimp! Get all the details here!

Self-Defense Training at Peter Welch’s Gym

Peter Welch will be offering a self-defense training class on Saturday, August 22nd at 12pm. The 60-minute class is $40 per person. The class will focus on mace training and situational awareness. Learn how to kick ass from the best ass kicker around! Sign up here!

1/2 Off All Starters at Local 149

Local 149 is offering ½ off all starters on Friday, August 21st from 4pm to 6pm. Make sure to stop by! Grab a drink and some popcorn chicken! Make your reservations here!

Roza Lyons’ Pup Menu

Roza Lyons has curated the perfect menu for your four legged friend! They are offering Dehydrated Chicken Breast by Wolfie’s All Natural Dog Treats and American Dream Pupsicle by Barkin’ Bru Co. They are locally made in Southie. Grab your dog and head up to Rosa Lyons to enjoy a drink on the patio while your pup enjoys a snack! Make your reservation here!

Early Voting Starts Saturday

Ready to cast your ballot? Early voting for the September 1 State Primary kicks off in Boston on Saturday, August 22, and runs through Friday, August 28.  The deadline to register to vote is also Saturday, August 22.  Get all the details of where to vote here.

Fall Membership at Clover Clubhouse

Summer is winding down but Clover Clubhouse is gearing up for fall. They are currently offering $20 off a month on their fall memberships if you sign up before August 28th. They are launching tons of classes for littles and adults! Get all the details here!

The 2026 Boston Triathlon Weekend

The 2026 Boston Triathlon weekend takes place on Saturday, August 21st and Sunday, August 22nd. Kids Day at the Boston Tri takes place on Saturday. Kids Day is a celebration of summer, offering games, giveaways, sports challenges, music, and plenty of beachside fun for the whole family. The Boston Tri Olympic and sprint distance races will be held on Sunday morning and are open to all, followed by the professional spectator event – supertri Boston! It is a great way to spend the weekend and support local and professional athletes. Get all the details here!

Sunset Sip Club by Love Child x Cisco Brewers Seaport

Looking for a relaxing way to wrap up the weekend? Cisco Brewers Seaport x Love Child are hosting a golden-hour floral arranging class that combines seasonal blooms, a complimentary glass of wine, and plenty of summer vibes on a Sunday evening. The first event takes place on Sunday, June 7th at 5pm, after class, attendees are welcome to stick around, enjoy the reserved space, and put the finishing touches on their arrangements until 8 p.m. Get your tickets here!

Lunch at Lucky’s Lounge

Lucky’s is open Monday to Friday for lunch and serves food till 1:30am Monday through Saturday! The steak & cheese at Lucky’s is to die for! Check them out this Friday for lunch to kick off the weekend. Make your reservation here!

Watch the Boston Emeralds Football Club Play

The Emeralds are back at home. ☘️ This Sunday, the Emeralds take the pitch at BC High for our Fall 2026 Home Opener.

🆚 Fall River FC
📍 BC High Stadium
🗓️ Sunday, August 23, 6:30 PM

Black Owned Bos. Market at the Seaport

The Seaport x Black Owned Bos. Market is back this Sunday, August 23, from 12–6pm at Harbor Way! Shop more than 60 local Black-owned businesses featuring everything from clothing and jewelry to skincare, art, home goods, food, and more. It’s free to attend, so stop by, shop local, and enjoy a Sunday afternoon in the Seaport!

Live Music Round Up

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.

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!

Park City– Live music every night! Follow them for weekly lineup updates!

The Grove at Lawn on D– From DJ sets to live bands to line dancing! The Grove has a wide variety of entertainment throughout the week! Check out their schedule here!

Cisco Seaport-features a rotating lineup every weekend. Follow them for their schedule.

SPORTS!

Red Sox vs. Giants – Friday, August 21st at 7:10pm, Saturday, August 22nd at 7:15pm and Sunday, August 23rd at 3:15pm.

Patriots vs. Giants: Saturday, August 22nd at 7pm.

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

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!