Weekend Picks – May 29th

4.7 min readBy Published On: May 28th, 2026Categories: See and Do0 Comments on Weekend Picks – May 29th

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

Splendoria Seaport Insider Giveaway

Are you a Seaport Insider?! If not… what are you waiting for?! You can join and get awesome perks! They will be giving away bouquets of fresh flowers on Saturday, May 29th from 12pm to 3pm. Just download the app, head to the Superette, visit Splendoria, and get your free flowers! Get all the details here! 

Nautilus Pier 4 5th-Year Anniversary

Nautilus Pier 4 is celebrating its five-year anniversary with an afternoon-long party featuring a family-style feast, cocktails, music, and plenty of fan-favorite dishes.  The fun takes place on Saturday, May 30th, starting at 12pm. The celebration kicks off with a cocktail hour complete with passed bites and a whole tuna cutting before moving into a multi-course dim-sum style meal featuring seasonal dishes and Nautilus staples like spoon tuna, tuna poke, calamari, pork riblets, shishitos, and duck. Curated cocktail pairings will be served throughout the afternoon, and after lunch, guests can keep the party going on the patio lounge while DJ Ryan Brown keeps the energy high. Get your tickets here!

1/2 Off All Starters at Local 149

Local 149 is offering ½ off all starters on Friday, May 29th from 4pm to 6pm. Make sure to stop by! Grab a drink and some popcorn chicken! Make your reservations here!

Froange at Shy Bird

Move over Frosè!!! Froange is here!! It’s like Frosè but with orange wine! It sounds amazing and looks refreshing! Stop by this weekend and try it! 

Slide into the Weekend at Capo

Mudslides are back at Capo and they are worth the trip!! Nothing says hello summer like some fresh mud! Check out the patio and sip on a delicious drink! Make your reservation now!

Clover Clubhouse Summer Membership Sale

Looking for child care or summer activities for your kid this summer? Look no further, Clover Clubhouse has an awesome summer membership! And it is on sale until May 31st. Get all the details and sign up here!

Sweat & Spritz with Handle Bar and Bar Mezzana

Get your weekend workout in and enjoy a spritz after! Sign up for a sculpt or cycle class on Saturday, May 30th at 12:15pm and head over to Bar Mezzana for appetizers and social hour. It is the perfect way to spend a day! Get all the details here!

Sunday Snacks at Fat Baby

Enjoy $1 dumplings and $1 wings at Fat Baby on Sundays!

Free Ferry Weekend

Looking for a free way to get out on Boston Harbor? Free Ferry Weekend returns Saturday, May 30, and Sunday, May 31, offering free round-trip ferry service from Boston to Georges Island.  (Insider’s Tip: Be on the lookout for the Lady in Black.) The annual event, presented by Boston Harbor Now in partnership with the Massachusetts Department of Conservation and Recreation, the National Park Service, and Boston Harbor City Cruises, gives families, residents, and visitors an easy way to experience one of Boston Harbor’s signature destinations without the cost of ferry tickets. Get the details here. 

Style Exchange at Harpoon Brewery

Calling all fashion lovers! Style Exchange will be hosting a thrift market at Harpoon Brewery on Sunday, May 31st from 12 to 3pm. It’s a neighborhood-style thrift pop-up where you can consign your own clothes or simply come browse racks and shop your neighbor’s closet. Grab a beer and browse some awesome clothes! Interested in being a vendor? Sign up 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!

Azure Day Party at Park City

Get ready to dance because Azure Day Party is bringing those signature outdoor house music vibes to Park City! The party happens on Sunday, May 31st from 3 to 8pm and features music by Luke Alexander. It is a 21+ ticketed event, so get your tickets here! It will be the perfect Sunday Funday!

Patio Season in Southie

Patio Season is here!  We will be enjoying the outdoors, even if the weather is a little chilly this weekend! Check out all the patios in the neighborhood and bring a sweatshirt! Drinks taste even better in the sunshine (even if it is just 60 degrees)! Check out our guide to get all the scoop!

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 for two shows, there are live bands and DJ sets on Fridays and Saturdays.  Follow Capo on Instagram for the schedule!

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. 

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!

SPORTS!

Red Sox vs. Guardians – Friday, May 29th at 7:10pm, Saturday, May 30th at 4:10pm and Sunday, May 31st at 1:40pm.

NBA Playoffs – schedule here

NHL Playoffs – schedule here

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

 

 

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