Seaport Spectacular Returns September 26 to Boston Seaport

Boston Seaport by WS’s Fall Kick Off Block Party Features Live Music, Interactive Art, Culinary Favorites, and Family-Friendly Fun Along Harbor Way
In a special kick off to the fall season, Boston Seaport by WS will host Seaport Spectacular, a neighborhood block party along Harbor Way, featuring live music, immersive art activations, delicious culinary treats, and engaging experiences for all ages.
Guests can indulge in complimentary bites from a variety of Seaport favorites, including Pressed Cafe, Aceituna, Stubbys, Van Leeuwen Ice Cream, ZAZ, Tuscan Kitchen, Lakon Paris Patisserie, Levain Bakery, Borrachito, Love Art Sushi, and Taiyaki NYC, while Puffy Clouds adds a nostalgic twist with popcorn and cotton candy. Nowon and Flight Club will offer special giveaways and drinks from Castle Island Brewery will be available for purchase.
An energetic soundtrack fills the evening with music performances by The Gracenotes from Grace by Nia, the Hot Tamales brass band, and Symphony of Soul led by David Alexis.
Interactive experiences will bring creativity to life, from AI robot caricatures and a digital AI graffiti wall to hands-on art-making with A Trike Called Funk and a complimentary bead bar from Little Words Project. Families can also enjoy carnival games, face painting, and balloon animals, making Seaport Spectacular the perfect mix of art, entertainment, food and family-friendly fun.
Additionally, guests who present the Seaport Insider app on their phone during the event will receive a special Seaport swag giveaway, available at the Seaport Insider tent. Complimentary bites, giveaways, and experiences will be available while supplies last.
Seaport Spectacular is free to attend and open to all. To RSVP, visit the Event Page.
For those looking for more to do in the neighborhood, the grand opening of Après at The Current will take place on September 26 from 4pm – 6pm on Seaport Common. Visitors will enjoy DIY bouquets, customizable totes from Goody Great, and special opening day offers and promotions.
WHEN:
Friday, September 26, 2025
4:30pm – 7:30pm
WHERE:
The Rocks at Harbor Way
111 Harbor Way
Boston, MA 02210
Photo Credit: Boston Seaport by WS, Lindsay Levin

Maureen Dahill is the founder of Caught in Media. Once a longtime wardrobe and prop stylist for brands such as Rue La La, TJ Max & Hasbro, she is a devoted lover of vintage clothing, Martini Mondays, Castle Island, AND a 4th generation South Boston native. Mother of three, married to Peter G.


Easter Sunrise Service at Castle Island
Easter in the Neighborhood 2026
It’s time to Play Caught in Southie Gutter Bingo!