Celebrate Father’s Day

Father’s Day is Sunday! Check out our guide for everything you need to know for celebrating Father’s Day is Southie. From a fun day at PKL to awesome gifts from The Point! Check it out here!

Juneteenth Celebrations in the City

Juneteenth marks the day in 1865 that Union soldiers, led by General Gordon Granger, reached Galveston, Texas. They announced to the state that the Civil War was over and that all enslaved persons had been declared free. Although the Emancipation Proclamation had become official over two years prior, the institution of slavery remained untouched in areas beyond Union control. In taking control over the state, the Union effectively liberated the remaining slaves in Texas. They also ended this specific form of slavery in America. The City of Boston officially observed Juneteenth as a state holiday for the first time on June 21, 2021, as allowed by the Commonwealth’s order issued in 2020. Juneteenth is a day to gather with loved ones, celebrate Black lives, and reflect and recognize the struggle for liberation in America.  Check out Juneteenth events here

The Layover is Back for a New Season

Picture yourself sipping a frozen drink surrounded by lush greenery, with amazing views of the city and a gentle summer breeze in the air!   This exact scenario is the backdrop of Eastie’s tropical rooftop destination, The Layover! This ultimate urban escape sits atop Cunard Tavern at 24 Orleans Street and is back open for the season! The Layover’s walk-up window bar offers craft beer, wine by the glass, specialty cocktails, and a rooftop dining menu. Enjoy refreshing tiki cocktails crafted with rum and fresh fruit juices alongside innovative twists like the Mai Tai and Painkiller. Pair your drink with quick bites infused with island ingredients and global influences!

Make Waves Wellness Series at the Tall Ship

Join Seaav at Tall Ship Boston as they kick off our Make Waves Wellness Series with a morning of movement, community, and connection – celebrating the launch of their newest Sailor’s Delight Collection. Move through a 45-minute sculpting Pilates class led by Emma Ellis @bewell.bostonn, and Amanda Buckley, @balanceandsip with beats by DJ Matt Toto. The first 100 signups will receive a pair of SOJOS sunglasses! After class, stay for the curated Seaav Wellness Lounge + Pop-Up Experience – featuring brand activations and first access to shop the Sailor’s Delight collection.  Get your tickets here.

Dock + Dine at Reel House

Pull up, tie up, Dock & Dine! Cruise into ReelHouse East Boston all summer long for dinner, drinks, and skyline views right from the harbor.

Eastie Rising Event on Saturday

You’re cordially invited on Saturday, June 20, from 2 to 8 at 172 Condor St. Eastie Rising is hosting mural art, music, great food, and friends.

FIFA World Cup Fever

The FIFA World Cup is coming to Boston (well…Foxboro), and whether you’re lucky enough to have tickets to a match or plan on watching here in the neighborhood, we’ve got you covered. From where to watch the games and can’t-miss fan festivals to special events, watch parties, transportation updates, and street closures, this guide has everything you need to make the most of one of the biggest sporting events in the world. Get ready, Boston—it’s about to get nuts! Get all the details here.

Hit the Beach

We have some of the cleanest urban beaches in the country right here in the neighborhood!  Make a plan to spend a day at the beach! Read our beach etiquette post!  Pack a picnic! Pick up some sandwiches and snacks at Carmella’s Market!

Now Open – The Blue Caboose

The Blue Caboose, the iconic historic blue train car on the Greenway, is officially open for the season! The ice cream and coffee stand announced the news on an Instagram story on Tuesday.  The menu will feature coffee, tea, and ice cream! Get all the details here!

Viva Latino American Event VROCC

Join Veronica Robles Cultural Center (VROCC) for this free event celebrating Latin American culture and pride featuring music, dance performances, food vendors, and community outreach. Donations and sponsorships are welcome. Date: Sunday, June 14, 2026 Time: 2:00 PM – 6:00 PM. Location: Boston Symphony Hall, 301 Mass Avenue, Boston. Website: vrocc.org

Shop Local in Eastie at a curated pop-up at Well Coffee House

Join us for a special curated pop-up event hosted by Eastie Artisan on Saturday, June 20 from 11 AM–2 PM at The Well Coffee House
Come grab a coffee, relax, and browse beautiful handmade goods from talented local vendors, including goat milk-based soaps, Crochet handbags, Summer beachwear, Local honey, Handmade jewelry, and more! Support small businesses, meet local makers, and enjoy a cozy afternoon in the community. Bring a friend and discover something unique! Wells Coffee House is located at 173 Border Street, East Boston

SPORTS!

Red Sox vs. Mariners – Friday, June 19th at 10:10pm, Saturday, May 20th at 10:10pm and Sunday, June 21st at 4:10pm

World Cup Matches – USA vs. Australia on Friday at 3pm followed by our new best friends, Scotland vs. Morocco at 6pm. Boston will be bananas! Check out the full schedule here.

Here are  7 Places to Watch in the Neighborhood! 

FIFA World Cup Fever

The FIFA World Cup is coming to Boston (well…Foxboro), and whether you’re lucky enough to have tickets to a match or plan on watching here in the neighborhood, we’ve got you covered. From where to watch the games and can’t-miss fan festivals to special events, watch parties, transportation updates, and street closures, this guide has everything you need to make the most of one of the biggest sporting events in the world. Get ready, Boston—it’s about to get nuts! Get all the details here.

Check back as this list may be updated! 

Have a fun weekend! Thank you to our Caught in Eastie readers and Neighborhood Partners for supporting our local journalism efforts!