Stay, Shop, Savor, Sip & Stroll

2021 Nantucket Stroll, Friday, December 3 through Sunday, December 5, 2021

NANTUCKET, MASSACHUSETTS (Holiday 2021) -- Now in its 47th year, the annual Nantucket Stroll takes place the weekend of Friday, December 3 to Sunday, December 5, 2021, featuring the arrival of Santa by nautical “sleigh” at noon on Saturday. Visitors will enjoy holiday activities, including strolling carolers in Victorian costume, the Magical Talking Tree, craft shows, a Christmas Marketplace and more, all centered around the theme of Holiday Traditions.


Gifts for seafaring mates can be found at Nantucket Whaler, a uniquely American retailer dating back to 1837 or come on into the Nantucket Boat Basin Authentic Shop to purchase an official ACK Stroll scarf and enjoy fifty percent off non-Stroll merchandise. The Skinny Dip: A Designer Collection will provide holiday cheer while shoppers find that perfect piece to give or receive! Find sales up to 70% off, as well as hot cider and sweets for shoppers. Find the finest of European clothes for men and women at the newly relocated Pollacks, serving champagne for shoppers and showcasing exclusive shearling coats and jackets from Frauenschuh of Kitzbühel, Austria.


Don’t miss ACK 4170 boutique featuring high-quality, Nantucket-inspired candles, pillows, holiday ornaments, apparel, jewelry, home decor, and more, with special savings on Stroll totes and other items. DAWN will be open throughout Stroll with a seasonal sale and serving up spiced (+ spiked if you wish) cider and sweet treats. Sip & Shop at Bodega Nantucket. Visit the highly anticipated Love Shack Stroll Sale, featuring discontinued & sample LOLA pendants and jewelry at remarkable savings.


Enjoy staying in downtown Nantucket to walk to all the festivities at the White Elephant or Jared Coffin House, both featuring weekend Stroll specials. Sip & Savor all weekend at Brant Point Grill and The Nantucket Tap Room, open for lunch and dinner and hosting a disco-themed party on the heated patio. Stop into The Club Car to enjoy delicious dining, live piano music and festive holiday décor. 

For more information and a full list of activities, visit For a listing of shops, restaurants and accommodations visit


NIR Retail

NIR Retail, a New England Development company, leases 100 of Nantucket’s premier retail locations found on Nantucket’s most popular shopping streets: Main, Centre, Federal, South Beach and South Water, and on Old South Wharf and Straight Wharf. Shops and galleries include Veronica Beard, Olivela, Southern Tide Nantucket, Skinny Dip Nantucket, Cavalier Ebanks Gallery, Brown Basket Gallery, Style Paris, vineyard vines Nantucket, Vis-a-Vis, Favorite island restaurants include CRU, Lola 41, Ventuno, The Nantucket Tap Room, The Gaslight Nantucket and more. Located off the coast of Massachusetts, Nantucket has welcomed generations of visitors and residents. Its world-class shops, restaurants, hotels, and seaside beauty have made Nantucket one of the most popular resort destinations for vacationers from around the globe. Visit for a full listing of galleries, shops and restaurants. 


New England Development

For over forty years, New England Development has taken a creative, entrepreneurial approach to real estate development and management - delivering and sustaining successful projects across a wide range of property types. These projects transform complex challenges into preferred locations, generate long-term value to communities, afford compelling opportunities for local and national businesses, and offer sought-after experiences to a wide range of consumers.


The company is acclaimed for creating some of the country's most widely-recognized and successful regional centers, as well as multifaceted developments that combine retail, residential, hotel, and office uses. Outlet centers, high-end and street-front retail, airport retail, golf courses, restaurants, and marinas round out New England Development's robust portfolio. For more information, visit


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