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

Fish & Farm Market

The Boston Fish Pier will be open for a Farmer’s Market on Saturday, June 6th 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!

Yoga & Sauna at Moki

Spend your Saturday relaxing and recharging your body at Moki. They will be having a 1 hour yoga class followed by 1 hour sauna. The class is on Saturday, June 6th at 9am. Kick start your weekend, sign up here! BYOM (Bring your own mat). 

Format Pride Strength

Take a trip over to The North End for a Pride Strength Class with Format. The class is Sunday, June 7th at 10:30am. It will be a heavy weight class with awesome music and even better vibes! All revenue from this class will be donated to @trevorproject. Sign up here!

Southie Family Fun Day

Southie Family Fun Day is the perfect kick off to summer and it is happening this weekend on Saturday, June 6th from 11 to 4pm. There will be so many different activities for your kids to enjoy including Touch a Truck, music & dancing, arts & crafts, food & drinks and more! The event is free! Make sure to stop by for an awesome fun filled day! You can learn more here! 

Yacht Rock Sundays at Park City

The sweet sounds of Yacht Rock will be taking over Park City on Sunday, June 7th. The Blue Light Bandits will be performing from 5-8pm. The drinks will be flowing! Stop by for an awesome time! Nautical outfits encouraged…by me haha. 

Weekend Hogs at Fresh Boston

Summer is for hot dogs and Fresh Boston will be serving them up on the weekends! They will have wagyu hot dogs available on Friday and Saturdays from 5pm to close. Stop by and enjoy a nice cocktail and hog! Make a reservation here!

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.

Boston Chilling Music Festival at the Lawn on D

The Lawn on D officially reopens this Saturday for the 2026 season with a fresh new look and a brand-new name: The Grove. The popular outdoor gathering spot has been transformed into an urban botanical oasis complete with lush greenery, gathering spaces, and one of the largest LED screens in Greater Boston—perfect for World Cup watch parties, outdoor movies, and more.  To celebrate opening day, Harpoon Brewery is hosting the inaugural Boston Chilling Music Festival, a FREE afternoon of live music featuring Lily Fitts, Ali McGuirk, Daundry, Toledo, and Lightfoot Beats. Local favorite Reporter Matt will be on hand as emcee for the day. The festivities kick off at 1 p.m. and continue through sundown.

Draw Me Like One of Your Insiders

Just another reason to become a Seaport Insider VIP! On Saturday, June 6th from 11am to 2pm, you can get a hand-drawn portrait. The portraits will be available at Harbor Way. Not an Insider yet, sign up and enjoy all the perks! 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!

Pride Cocktail at Maple & Ash

Have you tried Maple & Ash yet?!? Well now you have the perfect excuse to go! They are featuring Cherry on Top with Tito’s, Italicus Rosolio di Bergamotto, vermouth, strawberry, citrus, a whisper of Moscato, and a cabernet float. With each cocktail purchased, Maple & Ash will donate $2 to Pride in Our Workplace whose mission is to provide the LGBTQ+ community with ways to amplify their voices and create thriving workplace cultures. Stop by this weekend and try one! Make a reservation here!

Brunch at Common Craft

Upgrade your weekend vibes with brunch at Common Craft. The brunch menu has something for everyone, with savory and sweet options! Brunch is on Saturday and Sunday from 11am to 3pm. Make your reservations here!

Free Ferry Saturday

Looking for a free way to get out on Boston Harbor? Free Ferry Saturday offers 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.

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!

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. Twins – Friday, May 22nd at 7:15 pm, Saturday, May 23rd at 4:15pm and Sunday, May 24th at 1:35pm.

NBA Playoffs – schedule here

NHL Playoffs – schedule here

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

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!