A grand 2-night affair that kicks-off the Island’s social season in early June each year. Taste of the Vineyard Gourmet Stroll, Patrons' Party & Silent Auction is an elegant event in Edgartown for mixing, mingling, dancing and sipping. One of the most anticipated events of the year, the Taste of the Vineyard kicks off the social season with great wine tastings and food in a posh, pinkies-out environment. Organized as a fundraiser for the Vineyard Trust, which seeks to preserve some of the most historical landmarks on-Island. Event is 21+. Don't forget to bring your ID.

Gourmet Stroll - Thursday, June 11, 2026 at 6:30 PM
Patrons' Party & Auction - Saturday, June 13, 2026 at 5:30 PM