The Annual Nantucket Christmas Stroll, held the first week of December, is a magical holiday tradition that transforms the island into a festive winter wonderland. Now in its 49th year, this world-renowned event, lovingly called “Stroll,” captures the spirit of the season with twinkling lights, joyful carolers, and charming holiday festivities.
One of the most highly anticipated moments is the arrival of Santa Claus, who makes a grand entrance via his nautical “sleigh”—a festively decorated boat—delighting children and adults alike. As visitors wander the historic downtown district, they are serenaded by Victorian-dressed carolers, adding to the storybook holiday ambiance.
Shops and local businesses participate in the celebration by decorating their storefronts with elaborate holiday displays, offering special sales, craft shows, and unique holiday gifts. Additional highlights include theatrical performances, live music, and seasonal treats, making it a can’t-miss event for holiday lovers.
With its small-town charm, festive atmosphere, and beloved traditions, the Nantucket Christmas Stroll is the perfect way to kick off the holiday season, attracting visitors from near and far for a truly unforgettable island experience.
