Grey Lady Welcome Reception

May 15

Kick off the 26th annual Nantucket Wine & Food Festival with a glass of Veuve Clicquot during the Grey Lady Welcome Reception. With the event featuring rock-star chefs, winemakers, vintners, sommeliers and more, guests can expect an evening of mixing and mingling between bites and sips. nantucketwinefestival.com

Harbor Gala

May 16, 6:30-9:30pm
White Elephant Main Tent

Experience sips from renowned winemakers and food from award-winning chefs during the walk-around tasting. Over 40 wines from Italy, Argentina, France and more will be featured in the pairings. nantucketwinefestival.com

Shuck It! Oyster and Wine Seminar

May 17, 11am-12pm
White Elephant Shoreline Tent

A summer on Nantucket isn’t complete without oysters, so why not kick off the season with the Nantucket Wine & Food Festival’s oyster and wine seminar? During the event, guests will experience a tasting with shuckers and growers Johnny Sheehan from Salt Raw Bar + Fine Cuisine and Kelly Punch of Mere Point  Oysters in Maine, during which the flavor profiles of the mollusks will be discussed as well as which wines they pair with best. nantucketwinefestival.com

Slices & Sbagliatos Pop-Up

May 17-18
Pizzeria Gemelle

Join the Pizzeria Gemelle team as they partner with Pizza Wine for a pop-up with free pours (May 17-18, 12-2pm) and a Disco Party (May 18, 11p.m.-1a.m.). pizzeriagemelle.com

Tony Sarg: Genius At Play

May 24-December 30
Whaling Museum

Explore the world of Tony Sarg’s personal and professional life through original artwork, illustrations, marionettes, animations, nooks and more at the Whaling Museum’s newest summer exhibit. The exhibition also includes nearly 200 objects and images from the NHA’s own Tony Sarg collection, highlighting not only the artist’s talent and legacy but also how Nantucket inspired his work. nha.org

New Moon Fest — Nantucket Empowering Women

May 25
Siasconset Casino

Nantucket’s newest festival focuses on spotlighting the voices of women storytellers from around the world. A series of short films will be on view at the Siasconset Casino, with a portion of the programming dedicated to submissions from filmmakers who have ties to the island. newmoonfest.org

Jamie Kennedy

May 25, 7pm
The Dreamland

Add some laughs to the agenda during Figawi weekend as The Dreamland hosts actor and stand-up comedian Jamie Kennedy. Before the show, catch up on one of his more recent comedy films, Don’t Suck, or see him in the Oscar-winning As Good as It Gets. nantucketdreamland.org