Boston Seaport by WS hosts Seaport Sketch

Boston, MA Boston Seaport by WS is bringing back its popular community art series, Seaport Sketch, and debuting a new insider-exclusive experience, Draw Me Like One of Your Insiders, expanding its lineup of creative programming for the 2026 season.

Held every other Tuesday from May through November, Seaport Sketch invites participants of all ages and skill levels to channel their inner artist for complimentary, artist-led drawing sessions in The Superette Courtyard. In collaboration with SIDE Presents, the program is led by local artist Lee “SOEMS” and features rotating guest instructors. Each session offers a casual, inclusive environment with live music and guided exercises ranging from still life to live models and neighborhood-inspired subjects. All materials will be provided.

New this year, Draw Me Like One of Your Insiders gives Seaport Insider VIPs the opportunity to redeem points for a custom, hand-drawn portrait created by notable Boston-based artists, including Nick Shea and Rene James. Held every other Saturday from June through October at Harbor Way, the series highlights local talent while offering a rewards-based experience for Insider members.