Need weekend plans!?! Check out our weekend picks!

Drag Brunch at The Broadway

Celebrate Pride Month with The Broadway for Drag Brunch on Saturday, June 7th at 11am. Mizery and friends will be taking over and giving us amazing performances! There will also be amazing cocktail specials and more! Make sure to dress to impress! Don’t miss out! Get your tickets here!

History in Motion

USS Constitution is scheduled to get underway Friday, June 6th, 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 D-Day.

Women’s Foundation of Boston Spring Pilates Class

Grab your mat and join The Women’s Foundation of Boston for an outdoor pilates class. The class will take place on Sunday, June 8th at 11am. There will be door prizes, giveaways, and more! Get all the details and tickets here!

Doggie Brunch at Local 149

Grab your four legged friend and bring them to brunch!! Yes, you read that right! Local 149 is offering a special dog menu including a Doggie Bowl with chicken or beef, rice, peas & carrots, Breakfast Bowl with scrambled eggs, sweet potatoes, and peas, and Millie’s Doggie Ice Cream for dessert. It is being offered Every Sunday from 11am to 3pm. Secure your spot here!

Fish & Farmers Market

The Boston Fish Pier will be open for a Farmer’s Market on Saturday, June 7th from 9:30am to 1:30pm. The Boston Fish Pier has been a vital part of Seaport life for over a century! Stop by to enjoy locally caught seafood and get some fresh vegetables and fruit to pair with it! There will also be meat, cheeses, and other specialty items! Support local farmers and fishermen!

Bagel Brunch Open House on Dorchester Ave,

The Carlisle Group is hosting a Bagel Brunch on Sunday, June 8th, featuring Pop Up Bagels, bubbles + 510 Dorchester Ave, Unit 2R from 11am-1pm!  You can learn more here! 

Sip into Summer at Aloft Boston’s WXYZ bar & patio

PSA: the first weekend of summer is approaching! Kick back and cool off with a weekend of beer buckets available at the WXYZ Bar at Aloft Boston. Stop in and cool down on your way from Southie to the Seaport!  You can learn more here! 

South Boston PMC Kids Ride

Grab your bikes, trikes, and scooters! The South Boston PMC Kids Ride is taking place on Saturday, June 7, from 8 to 11 AM. The ride starts at Carson Beach. The ride is open to children ages 2 to 15; they can choose from a 0.6-mile route, 1.4-mile route, or 3.1-mile route. It is an awesome way for kids to get active and fundraise for pediatric cancer research. Sign up now!

Seaport Summer Market

The market will be open on Saturday and Sunday from 11am to 6pm. There will be artisans and local stores with clothing, jewelry, skin care, home decor, pet goods, artwork, food and more! There will also be an outdoor food and beverage area, a DJ, and games for people of all ages to enjoy. Get more info here!

Island Creek Oysters Opening Weekend

Island Creek Oysters are popping up in The Seaport this summer! This pop-up will feature Island Creek’s signature oysters, tinned fish, caviar, and shareable snacks like clam dip and bluefish pâté. Plus, they’ll be serving up refreshing beverages like beer, wine, and canned cocktails. They will be open daily from 11am to 11pm. Stop by and enjoy some delicious seafood!

Southie Family Fun Day

Southie Family Fun Day is the perfect kick off to summer and it is happening this weekend on June 7th from 12 to 5pm. There will be so many different activities for your kids to enjoy including Touch a Truck, music and dance, arts and crafts, food and drinks and more! The event is free! Make sure to stop by for an awesome fun filled day! You can learn more here!

Pride Events in and Around the Neighborhood

The first day of June signals the start of Pride Month. All month long, there are opportunities around the city (and beyond) to show off your rainbow gear and support the local LGBTQIA+ community.  Check out our running list here. 

New to the Neighborhood: The Essex

South Boston has a new culinary hotspot: The Essex, now open at 6 West Broadway inside the Cambria Hotel. Led by acclaimed restaurateur Kristen Jenkins—known for the beloved 1928 Beacon Hill—The Essex features a menu crafted by Chef Polit Castillo, whose global culinary background brings a creative twist to seasonal ingredients.  The real showstopper? The rooftop. With panoramic views of the Boston skyline, it’s the perfect spot for sipping handcrafted cocktails as the sun sets over the city. The Essex is open daily for dinner from 4:00 PM to midnight, with breakfast service on weekdays from 6:30 AM to 10:30 AM and weekends from 7:00 AM to 11:00 AM. To learn more, visit here! 

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!

Lawn on D features DJs and live music every weekend under the tent!  You can check out the full 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 – Legends of Summer 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!

SPORTS!!:

Red Sox vs. Yankees– Friday, June 6th at 7:05pm, Saturday, June 7tht at 7:35pm, Sunday, June 8th at 7:10pm

NHL Stanley Cup Playoffs – Schedule here! 

NBA Championships  – Schedule here! 

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

Check back as this list may be updated!