Labor Day Weekend 2021: What’s Going On In Boston

Summer sure feels like the shortest season in Boston. Fortunately, we’ve got a few more weeks of sunshine and beaches before leaf peeping season begins. We have rounded up some happenings around town to help you end summer with a bang. Check out these Labor Day weekend events taking place around Boston between September 3 – 6, 2021. 

Adirondack III Sunset Sail

For a cool $68 per person enjoy a 2-hour sunset cruise. The maximum boat capacity is 41 and the Adirondack III departs from 60 Rowes Wharf at 6:30pm. 

Howl at the Moon Neon Lights Party

labor day weekend howl at the moon

Dress in neon for free admission to Howl at the Moon’s Neon Lights Party on Friday, September 3. Expect live music and 80’s-inspired looks. 

Pier Pressure White Party Cruise

Wear your best white attire and hop aboard the Spirit of Boston yacht on Sunday, September 5 at 9:30pm. Tickets start at $29 per person and increase for VIP options. 

Sunday Evening Jazz Cruise

labor day weekend jazz cruise

Enjoy a 90-minute cruise around the Boston Harbor with live jazz. The ship departs from 60 Rowes Wharf at 6:00pm on Sunday, September 5. The cost is $48 per person.  

All Black Attire Cruise 

The Spirit of Boston departs at 9:30pm on Saturday, September 4 from 200 Seaport Boulevard. Guests can enjoy four DJs, premium bars, and plenty of hip hop beats. An upscale, all-black dress code will be enforced. 

Crisp White IV

Join the W Hotel on Saturday, September 5 at 8:30pm for a Crisp White party. Ticket prices start at $30 per person and an all-white dress code will be enforced. 

SoWa Open Market

labor day weekend sowa open market

The SoWa Open Market will make its 2021 debut on Sunday, September 5. Head over to 460 Harrison Avenue between 11am and 5pm for live performances, food trucks, and local artisanal products. 

Union Square Farmers Market

Head to Union Square Farmers Market on Saturday, September 4 between 9:00am and 1:00pm and stock up on fresh local produce. 

Boston Open Market

The Boston Open Market operates every Saturday between May and November from 11:00am til 5:00pm in the heart of Copley Square. 

Greenway Artisan Market

Check out Somerville Flea’s Greenway Artisan Market on Saturday, September 4 between 11:00am and 5:00pm 

R&Brunch Brunch and Day Party

labor day weekend savvor boston

An all-day event filled with food, drinking, and dancing is scheduled to take place on Sunday, September 5 starting at 1:00pm at Savvor Restaurant and Lounge. 

Saturday Brunch Cruise

For $70 per person enjoy a 2-hour brunch cruise on Saturday, September 4. The boat leaves at 12:00pm from 60 Rowes Wharf. 

Red Sox Game

The Boston Red Sox host the Cleveland Indians followed by the Tampa Bay Rays this Labor Day Weekend. 

King Richard’s Faire

Get out of the city and take a step back in time at King Richard’s Faire in Carver, Massachusetts.  The Faire is taking place all Labor Day Weekend (Saturday, Sunday , and Monday)  and ticket prices start at $18 per person. Dressing up is highly encouraged.