3.6 min readBy Published On: April 18th, 2024Categories: See and Do0 Comments on Weekend Picks – April 19th

Need weekend plans?!? We’ve got you covered! And Happy 4/20 to all those who garden!

4/20 Fest at Castle Island Brewery

Join Castle Island Brewery for the high holiday on Saturday, April 20th, starting at 1pm. There will be a special release beer, a tie-dye station, and a learn-to-roll station with Native Sun! Dan Walker will be performing live reggae music from 1-4pm. Make sure to stop by!

MyStryde Taylor Swift Power Stryde

MyStryde is hosting a Taylor Swift Power Stryde in honor of her album release! It will be a 90-minute class with 50% strength training and 50% treadmill intervals. And Taylor Swift will be blasting to get you through the 90 minutes! Sign up here and check out their other classes this weekend!

Park Serve Day Clean-Up at Pleasure Bay

Earth day is Monday April 22nd and what a better way to celebrate than to clean up the neighborhood! Senator Nick Collins and Representative David Biele will be hosting the event on Saturday April 20th, from 9-11am. The clean up will take place at Pleasure Bay, right across the street from The Murphy Rink. Make sure to stop by to make Southie a better place!

Hot Box X Native Sun Power Flow

On Saturday from 12pm -3pm enjoy a 420 event with Hot Box X Native Sun! Enjoy a live Power Flow + Sculpt Class with Live DJ and a Native Sun Pop Up – you can sign up here! 

Try a new cocktail at Capo

Capo just launched their spring cocktail menu and sounds like a perfect excuse to enjoy a drink! The menu focuses on light and refreshing drinks, perfect for spring! The drinks include:

🍓Clover Club 2.0
Hendricks, raspberry, honey, lemon, egg white

🫛Peas In A Pod
vodka, snap peas, lemon, mint, orange

🌹Rose Colored Glasses
Ghost tequila, hibiscus, strawberry, coconut milk

Malfy gin, Italicus, grapefruit, lemon, earl grey syrup, lavender

🏵️Everything Nice
Milagro Reposado, tangerine, mezcal, Campari, lime

🍍Born To Rum
pineapple-infused rum, aloe, lemon

🍊Tangerine Dream (N/A)
tangerine, habanero honey, orange, pineapple, lemon, black pepper

Seaport Smalls

Seaport Smalls are taking over The Paseo, 111 Harbor Way, on Saturday April 20th from 10-11am. It is a rotating free children’s program for ages 0-8. Saturday will feature Little Grooves Music! Refreshments will be available for purchase at Blue Bottle Coffee. Get more info here!

Singles Events in the Neighborhood

Are you tired of dating apps? You’re not alone. More and more people are ditching the digital dating game and opting for something more organic. If this sounds like something you’d like – you’re in luck! Check out some of the events happening around Southie – specifically for singles this weekend here!

Love Child Garden Weekend

Love Child will be celebrating 4/20 all weekend!. They have specials in the cafe all weekend, featuring $5 bud vases, $20 succulent gardens and more. Each night there will be sipping & munching from 5-7PM. Check out their instagram for more details!

Inspired by the Marathon? Go for a run

Southie has a plethora of free running groups that hit the pavement almost every day of the week. With different groups and different routes, you will never get bored. Run clubs are not only a great way to get some extra motivation but also to meet new people interested in the same hobby! Check them out here! 

Live Music Round Up

The PlaywrightThe Beantown Boys, Friday at 9pm. Friend Liam, Saturday at 9pm. Country Wild Heart Band, Sunday from 6-9pm.

Hunter’s – Friday 5-8pm, Saturday 1-4pm, and Sunday 3-6pm and 9pm-12am.

Capo – Sinatra Sunday doors open at 5pm featuring Rich DiMare and the Ron Poster Trio.

Lincoln – Legends of Summer on Sundays at 6pm.

Grace Nia features live music all weekend long!  You can check out the schedule here. 

Loco has performers and DJ in the main space and the lounge on the weekend! Look on their Instagram story for lineup!


Red Sox vs. Pirates: Friday April 19th at 6:40pm, Saturday April 20th at 4pm, and Sunday April 21st at 1:30pm.

Bruins Playoffs – Bruins vs. Maple Leafs Saturday at 8pm.

Celtics Playoffs vs. TBD – Sunday at 1pm

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

Open Houses

517 East 6th Street, #2 – Saturday 12pm-1:30pm and Sunday 12pm-2pm

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