Weekend Picks – May 15th

4.7 min readBy Published On: May 14th, 2026Categories: See and Do0 Comments on Weekend Picks – May 15th

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

PKL Beginner Mixer

Interested in learning how to play pickleball!? PKL is hosting a beginner mixer on Friday, May 15th at 5:30. A coach will lead you through play. There will be apps and drinks! It is a great way to meet new people and learn the game! Get tickets here!

Pints & Ponies at Clover Clubhouse

Join the team at Love and Mercy for a fun night for dads who would like to learn to make ponytails and braids for their littles. Grab some friends and enjoy the bar!  Takes place on Friday, May 15th at 6pm.  Get your tickets here! 

New Menu Additions at Playwright

The Playwright just dropped a new loaded fry section on their menu!! As if their fries couldn’t get better, they are leveling up with new toppings! The options included buffalo, greek, orange chicken, and cheesesteak. Stop by this weekend to try them!! Make your reservations here!

Petula’s Coffee Window Updates

Petula’s is extending their coffee window hours on Saturday and Sunday! They will now be open from 8am to 3pm! Also The French Cherry Latte is back for good! Order ahead here!

Park City Family Fun Day

Park City will be hosting a Family Fun Day on Sunday, May 17th at 12pm. They will have something for the whole family! There will be face painting, live music, and fun activities. It is the perfect Sunday Funday! RSVP here!

Listen up, pizza lovers!

Sugar’s Hot Pizza, a New York–style pizza shop from the team behind Stubbys. Opening May 15, Sugar’s will introduce pizza by the slice, whole pies, deli-style sandwiches, and soft serve in a relaxed, walk-in setting. Located just steps from Stubbys, Sugar’s brings a go-to pizza spot to Seaport; a casual, everyday destination designed for repeat visits. Visitors and locals can stop in for something quick, familiar, and reliably good. The menu centers on New York–style pizza, served by the slice and as whole pies, with a mix of classics and rotating specialties. Standouts include Classic Cheese and Pepperoni, a Vodka Sauce pie topped with chicken cutlets, and The Green Marnster with pesto, garlic aioli, mozzarella, and tomato. Hot Stuff brings the heat with jalapeño, capicola, red onion, and hot honey. In addition to a range of slices available daily, including the Sugar’s Slice, a classic New York–style cheese slice topped with dollops of creamy burrata and finished with basil, a rotating slice of the day will feature options like the Jerk Slice, inspired by flavors from Stubbys Jamaican jerk chicken.  Get all the details here.

Ballers Opening Weekend

Ballers is celebrating their grand opening all weekend long!! The weather is perfect for the court! There will be pop up vendors and fun activities. On Sunday, they will be having a yoga sculpt class at 10am. Get all the details here. You can sign up here! Or check out all their programs here!

Botanicals & Brews at Castle Island Brewery

Calling all plant lovers! New England Plant Expo will be popping up with a plethora of exotic plants! It is on Saturday, May 16th from 12 to 5pm. They will have a wide variety of plants! So come find the perfect one for you! Stick around for brews and Bardo’s Pizza. Get all the details here!

Nana Ellie’s Estate Sale

Nana Ellie is a Southie legend, she celebrated 97 St. Patrick’s Day Parades. She sadly passed away in February. Her family is hosting an estate sale on Sunday, May 17th from 12 to 3pm. It is located at 445 East 5th Street. There will be vintage items, homegoods, and more. And maybe you will find a piece of Southie History. 

Ice Cream Sandwiches at The Dirty Italian

The Dirty Italian has rolled out a very important menu addition… Ice Cream Sandwiches! The flavors include Chocolate Chip, M&M, and Oreo. They will be available in their grab n go freezer! Stop by and grab one…or two!

Publico Endless Brunch

You heard that right! Publico now has ENDLESS brunch! You will get all you can eat brunch tapas from 10 to 3pm on Saturday and Sunday! Pair your brunch with a mimosa, rose, or mocktail. The prices vary from 25$ to 45$, depending on your drink selection and 3 alcoholic beverages are included in the price. All members of the table must participate. You will have a 90 minute reservation window! Secure your spot now!

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 at their Instagram story for the lineup!

SPORTS!

Red Sox vs. Braves – Friday, May 15th at 7:15pm, Saturday, May 16th at 7:15pm and Sunday, May 17th at 1:35pm.

NBA Playoffs – schedule here

NHL Playoffs – schedule here

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

 

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