The annual Nantucket Comedy Festival, which brings top comedic talent to Nantucket Island, opens at the Dreamland Theater on Thursday, July 10 at 7 pm with one of this festival’s most beloved traditions: an evening spotlighting some incredibly funny female comedians. This year’s Women’s Night of Comedy features nationally headliners, including Ariel Elias, Gina Brillon, and Mia Jackson. This event brings the laughs year after year, and 2025 is no exception. Whether you’re planning a girls’ night out, a date night, or just looking for a great time, this promises to be a hilarious and high-energy start to the Comedy Festival.
As a major fundraiser for Stand Up & Learn™ (SUL)—a year-round educational program that teaches kids life skills through comedy—the festival is proud to highlight young performers. On Friday, July 11, talented SUL Kids take the brand-new Nantucket Performing Arts Center stage for a free, family-friendly show showcasing the comedic skills they developed during the year.
Later that evening, at 6 pm in the Dreamland, comedy stars who hail from north of the border will bring the sharp wit and perspective that make Canadian comedians beloved around the world. This wildly funny evening will shine a spotlight on the humor that makes Canada uniquely funny. O Canada! Comedy is a fresh addition to the Fest. This all-star lineup, including Aaron Berg, Ian Bagg, and Ophira Eisenberg, is not to be missed.
On Saturday night, July 12 at 7 pm, the comedy showdown of the summer features top comedians from Boston and from New York going head-to-head during SmACKdown, the finale of the Nantucket Comedy Festival 2025. Emceed by hometown comedian Brian Glowacki, the punches will be kept funny and (mostly) above the belt as these two legendary cities battle for bragging rights. This year’s lineup includes Drew Dunn, Jon Fisch, and Juston McKinney batting for Boston, going up against Big Apple comedians Brian Scott McFadden, Paul Ollinger, and Ted Alexandro.
Nantucket Comedy Festival shows sell out, so if you are not a Patron Pass holder, get your tickets now at NantucketComedy.com/attend