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Village LIFE: The Pearls of Nantucket

These business owners carry their gusto right into the holiday season. Come the first weekend in December, the annual Nantucket Christmas Stroll brings tourists and shoppers alike to enjoy small-town holiday cheer. Mark your calendars—the 2019 Stroll is scheduled for December 6-8th. On Friday, the Whaling Museum becomes a wonderland for the Festival of Trees, a month-long exhibition with trees designed by local groups. Saturday, head to Main Street for carolers, live music, crafts, and restaurant and shop specials. Topping off the excitement, the Town Crier leads the crowd to meet Santa at the wharf. This is the most joyful time to visit your favorite spots, like the island’s own brewery, Cisco Brewers. 

An adventure to Cisco Brewers at any point in your visit will always quench your thirst and feed your spirit. A quick drive from town, Cisco is open daily, with a downtown shuttle service providing transportation for its growing following. The expansive property has four working companies: a winery, distillery, brewery, and farm. In the 1980s, Nantucket Vineyards began, with Cisco Brewers and Triple Eight Distillery following some years later. Today, Cisco Brewers is an outdoor haven to enjoy a beer, some wine, or a cocktail. For a light bite, food trucks are often stationed outside, offering an array of tasty treats to accompany your drink.

If you wish to extend your island time, there are countless inns around the downtown area. The Union Street Inn offers bespoke seamlessly styled rooms for a cozy stay. The inn is complete with a private outdoor area and gourmet breakfast, so stroll along the cobblestone streets and find your temporary home here.

For a luxurious resort experience, The Nantucket Hotel has mastered amenity and ease for their guests. Equipped with beach shuttles, pools, a spa and an exercise facility, as well as multiple restaurants, this is a gorgeous spot for a luxury Nantucket vacation. Enjoy this top-notch service in the fall and winter months, warming up by the fire pits after a quiet day. 

Wrapping up a full day on the island, unwind with a dining experience at Cru. Open since 2012, Cru has become a headliner in the island’s restaurant scene, where every table relishes the harbor view. Chef Erin Zircher updates New England classics with her own style. “We are not reinventing anything, rather, adding our spin, making it fresh and vibrant,” Zircher notes. Her diverse training in Vermont, Chicago, Boston, and France remains with Zircher, who describes her own style as harnessing “Mediterranean sensibilities with French technique.” As for your experience at Cru, Zircher recommends beginning with oysters, moving on to local seafood like the warm buttered lobster roll, and finishing by indulging in her favorite dessert: the homemade whoopie pie with vanilla bean buttercream and sea salt. The restaurant, like many local establishments, closes after Columbus Day, but reopens for Christmas Stroll weekend.

Before departing, soak in the view at Brant Point Lighthouse, one of three lighthouses on the island and a quintessential spot to enjoy the golden hour. Originally built in the mid-1700s as a guide for whalers returning home, Brant Point is now a picturesque scene on the harbor, still serving as the port’s landmark. 

A trip to this unique island will undoubtedly result in a special memory, but since it will always be unforgettable, you may want to begin planning your return as soon as you cast off the dock. 

For more Nantucket fun, check out our 2019 Best of Guide!

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