Boston Seaport Heats Up for Summer with a Full Lineup of Seasonal Activations and Community Experiences

Seaport Is Alive With Family-Friendly Events, Markets, Fitness And Community Programming All Summer Long

Boston, MA – May 14, 2026 – At a time when Boston is capturing global attention, Boston Seaport by WS is delivering its most expansive and dynamic summer programming to date, transforming the waterfront into a hub of culture, community, and celebration.

“2026 is a defining year for Boston, and Seaport is playing an important role in how the city shows up on a global stage. Our focus has always been on creating places people want to be, and this summer is an expression of that at scale. From everyday moments to major cultural events, we are building an environment where community, creativity, and connection come together in a way that reflects the best of Boston,” said Ariel Foxman, Area VP, Brand & Experience for Boston Seaport by WS Development.

As the city welcomes international visitors and major events, Seaport’s 2026 lineup reflects the energy of this moment. With free fitness classes, open-air markets, immersive retail experiences, and outdoor dining, the neighborhood is alive and invites locals and visitors to experience Boston’s waterfront at its most vibrant.

WELLNESS & FITNESS

SEAPORT SWEAT
Now through September 30, 2026
Monday – Thursday on Seaport Common | Saturdays on Harbor Way 

Boston’s largest free outdoor workout series returns for its 11th season with more than 100 classes spanning yoga, HIIT, Pilates, strength training, and dance cardio. Sponsored by Mass General Brigham Health Plan and NOBULL, weekday classes take place on Seaport Common, while Saturday classes move to Harbor Way for the first time, expanding the waterfront fitness experience.

The season culminates with the second annual Sweatapalooza on September 12, a high-energy fitness festival featuring top instructors, live DJs, and brand activations.
Register: https://www.bostonseaport.xyz/seaport-sweat

STRETCH AND THE CITY
Fridays, Now through September 25, 2026 | 12:00PM
Summer Street Steps

This weekly outdoor yoga series, presented by Lifeway Kefir, offers a mid-day reset in the heart of the neighborhood, complete with complimentary wellness samples following each class.
Register: https://www.bostonseaport.xyz/event/stretch-and-the-city

SWEATAPALOOZA

Saturday, September 12 | 10:00AM–1:00PM
Harbor Way

The second annual Sweatapalooza returns on September 12 as a high-energy fitness festival featuring top instructors, live DJs and brand activations, bringing the Seaport Sweat community together for a full day of movement along the waterfront.

Learn more: https://www.bostonseaport.xyz/event/seaport-sweat-sweatapalooza

BALLERS BOSTON
Open Daily
25 Pier 4 Boulevard

New for 2026, Ballers Boston, the city’s first padel and pickleball club, brings a dynamic social sports experience to the heart of Seaport. The 30,000 square foot venue features three padel courts, five pickleball courts, and a full-service outdoor bar and café.

Blending sport, social energy, and hospitality, Ballers Boston offers a vibrant destination for both racquet enthusiasts and casual players looking to connect, compete, and unwind along the waterfront.
Learn more: https://www.bostonseaport.xyz/places/ballers

BIKE SEAPORT
Wednesdays, Now through September 30 | 7:30AM–11:30AM
Seaport Common, 85 Northern Ave

Need a tune-up? Bike Seaport, presented by Amazon and Seaport TMA, offers free 15-minute checkups from Landry’s technicians. Riders with pre-9 AM appointments receive a free coffee and bagel voucher from Better Bagels. Registration is required.
Register: https://www.seaporttma.org/bike-seaport

MARKETS, SHOPPING & COMMUNITY

PICNIC AT THE CURRENT
Open Daily through August 30, 2026
100 Seaport Boulevard

The Current returns with a new seasonal concept, Picnic at The Current. Nine brands join the lineup with transforming the retail space into a playful, design-forward outdoor experience inspired by gathering, sunshine, and discovery. Guests can shop curated brands, create custom products, and enjoy an immersive retail environment along Seaport Common.
Learn more: https://www.atthecurrent.com

SEAPORT SUMMER MARKET
Saturdays, Now through September 26, 2026 | 11AM–6PM
Seaport Common

Now in its fifth season, Seaport Summer Market brings together more than 40 local businesses throughout the season, with 40+ vendors each weekend. The open-air market features shopping, live music, lawn games, and family-friendly programming.
Learn more: https://www.bostonseaport.xyz/places/seaport-summer-market

SEAPORT x BLACK OWNED BOS. MARKET
Fourth Sundays, May – October 2026 | 12PM–6PM
Harbor Way

Returning for its seventh season, this monthly market features more than 60 Black-owned businesses offering products across fashion, beauty, food, and art. Each event includes themed programming, live DJs, and community activations that celebrate local entrepreneurship.
Learn more: https://www.bostonseaport.xyz/event/black-owned-bos-market

MAUM MARKET
Sunday, July 12, 2026 | 11AM–4PM
Saturday, October 3, 2026 | 11AM–4PM
Seaport Common

MAUM Market returns to Boston as part of its national tour, showcasing 40+ Asian-owned brands across food, fashion, and lifestyle. The event celebrates culture, creativity, and community through a curated pop-up experience.
Learn more: https://www.bostonseaport.xyz/event/maum-market

SEAPORT SMALLS 
Sundays, Now through October 25 | 10:00AM – 11:00AM
The Rocks at Harbor Way, 111 Harbor Way

New for Summer 2026, Seaport Smalls, the weekly outdoor event series designed for kids ages 0–8, moves to Sundays for the Summer at Rocks at Harbor Way. Offering a rotating lineup of free programming like music, movement, live animals, storytelling, and more. From Curious Creatures’ hands-on wildlife education to joyful music sessions with Little Groove and Mr. Aaron, there’s something for every young family to enjoy. In the event of inclement weather, programming moves indoors to The Paseo at 111 Harbor Way.
Learn more: https://www.bostonseaport.xyz/event/seaport-smalls

SIGNATURE EVENTS

THE JIMMY FUND SCOOPERBOWL
Tuesday, June 2 – Thursday, June 4, 2026
88 Seaport Boulevard

New for 2026, Dana-Farber Cancer Institute and the Jimmy Fund host Boston’s biggest ice cream festival, now at 88 Seaport Blvd. Make a difference for Dana-Farber Cancer Institute patients and families in the sweetest way possible by attending Jimmy Fund Scooper Bowl® presented by SharkNinja featuring over 40 flavors from your favorite brands.
Learn more: https://www.bostonseaport.xyz/event/jimmy-fund-scooper-bowl

FIFA WORLD CUP VIEWING
June 11, 2026 – July 19, 2026
Various locations throughout Seaport

As Boston hosts matches for the FIFA World Cup 2026, Seaport will serve as a central gathering place for fans to watch and celebrate. Bars, restaurants, and outdoor venues throughout the neighborhood will offer viewing experiences, special programming, and game-day energy.
Learn more: https://www.bostonseaport.xyz/event/boston-fifa-world-cup-26

SAIL BOSTON 2026
July 11–16, 2026

This Summer, Boston will host Sail Boston 2026, a premier maritime celebration marking the 250th anniversary of the United States. The multi-day event will bring dozens of international tall ships to Boston Harbor, with vessels docked in both Seaport and the Charlestown Navy Yard.

Throughout the week, Seaport will serve as a key vantage point and gathering place for visitors, offering waterfront viewing opportunities, dining, and programming that complements the citywide celebration.
Learn more: https://www.bostonseaport.xyz/event/sail-boston-tall-ships

DINING, ARTS & CULTURE 

CISCO BREWERS SEAPORT
Open Daily through October 2026
100 Seaport Boulevard
Cisco Brewers opened in April for its ninth season, bringing live music, craft beer, and waterfront energy back to Seaport. New for 2026, guests can reserve themed Beach Shacks and enjoy expanded food offerings and daily entertainment.
Learn more: https://www.bostonseaport.xyz/places/cisco-brewers-seaport

ISLAND CREEK RAW BAR SEAPORT
Open Daily through October 2026
99 Autumn Lane

Island Creek Raw Bar returned to Seaport this April with oysters from Duxbury Bay, an expanded menu, live music, and weekly cornhole leagues. The 20,000 square foot outdoor space offers a relaxed coastal dining experience in the heart of the city.
Learn more: https://www.bostonseaport.xyz/places/island-creek-oysters

SEAPORT SKETCH
Every other Tuesday, Now through  November 17, 2026 | 5:00PM–7:00PM
The Superette Courtyard

In collaboration with SIDE Presents, Seaport Sketch returns for the 2026 season, inviting guests to tap into their creativity through a free, community-driven drawing series. Held every other Tuesday, the program welcomes participants of all ages and skill levels for artist-led sessions in a relaxed, open-air setting.
Led by local artist Lee “SOEMS” and featuring rotating guest instructors, each session includes guided exercises, live music, and all materials provided, making it easy for anyone to join and create.
Learn more: https://www.bostonseaport.xyz/event/seaport-sketch

DRAW ME LIKE ONE OF YOUR INSIDERS
Every other Saturday, June 6 – October 24, 2026 | 11:00AM–2:00PM
Harbor Way

New for 2026, this series highlights the city’s vibrant artist community while giving participants a personalized keepsake created on-site. With artists Nick Shea and Rene James, each session blends art, community, and the Seaport Insider rewards program into a uniquely interactive experience. Access to the experience is available through the Seaport Insider app, where guests can earn and redeem points by shopping, attending events, and engaging with the neighborhood.
Learn more: https://www.bostonseaport.xyz/event/draw-me-like-one-of-your-insiders

OUR LITTLE SODA POP SHOP
Every other Thursday, June 4 – October 22, 2026 | 1:00PM–3:00PM
Harbor Way

New for 2026, this series highlights the city’s vibrant artist community while giving participants a personalized keepsake created on-site. Featuring a rotating lineup of artists, each session blends art, community, and the Seaport Insider rewards program into a uniquely interactive experience. Access to the experience is available through the Seaport Insider app, where guests can earn and redeem points by shopping, attending events, and engaging with the neighborhood.
Learn more: https://www.bostonseaport.xyz/event/our-little-soda-pop-shop 

SPLENDORIA AT THE SUPERETTE 
Open Daily through October 2026
Superette Courtyard, 70 Pier 4 Blvd

Splendoria isn’t just a floral installation, it’s a full courtyard moment. Draped across The Superette, this larger-than-life floral fantasy is where summer comes to life. Think beautifully curated sculptural blooms and enough selfie-worthy corners to fill your camera roll. On the last Saturday of every month, Seaport Insider VIPs can pick up a floral bouquet at Splendoria, the floral installation located at The Superette.
Learn more: https://www.bostonseaport.xyz/event/splendoria

MORE INFO 
To keep up-to-date with all things Summer in Seaport, visit bostonseaport.xyz, download the Seaport Insider app and follow @Seaportbos.

Leave A Comment