Nantucket Stroll: A Weekend of Holiday Celebration

Are you looking to get in the holiday spirit and spend a weekend upon one of the most beautiful islands in the world? It sounds like you need to get yourself to Nantucket’s Christmas Stroll Weekend. 

An annual tradition for more than 40 years, “Stroll” is an opportunity to take in all that is charming about the holidays on Nantucket. Part of the larger “Nantucket Noel,” organized by the Nantucket Island Chamber of Commerce, Nantucket Stroll is designed to showcase local retail offerings and holiday shopping. More notably, the decorations and customs of this weekend have become an international icon as trees line the downtown streets and carolers greet all visitors.


This year’s festivities will take place December 2-4th. As Stroll has evolved to include more businesses and visitors, the weekend’s events have also grown exponentially. Here are our top three can’t miss events:

1. Scavenger Hunt

Starting at 9 am Saturday morning, you can pick up your Stroll Scavenger Hunt 20-question brochure at the Chamber of Commerce Office at Zero Main Street. Created by Look Book of Nantucket author Barbara Tibbetts, this is a fun way to learn more about the island while enjoying a true Yuletide experience. Teams with the most correct answers will be in the running for a Stroll & Look Book prize package. Cost is $10 per team.


2. Town Crier & Santa’s Arrival

Later that morning at 11:45 am, gather at the Main Street stage to help the Town Crier ring in the 43rd Annual Stroll and then follow him down to Straight Wharf to welcome Santa Claus at 12:15 pm. In quintessential island style, Santa will arrive via Coast Guard cutter and parade up Main Street and Centre Street to the Jared Coffin House where he’ll visit with children from 1-3 pm.


3. Christmas Market

This is where the romance of Christmas comes alive in grand tradition as the aroma of delicous local food wafts through the air as shoppers pause to enjoy some refreshments, perhaps partake in a game or two and peruse crafted gifts and merchandise. Taking place at the foot of Main Street, Nantucket’s community non-profit organizations bring the age old tradition to life in their own version of a European Christmas Marketplace.


To look up flights or to book yours today, visit or call 800-CAPE-AIR.


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