We all know that Nantucket is amazing year-round, but there is something special about visiting the Grey Lady when the crowds are gone. And even if you weren’t able to make it down for the Stroll earlier this month, the island will be nice and festive through the new year.
Stay at: While many of the hotels on the island will be closed for the season over the winter, many homes will be available for rent via Airbnb or VRBO—so if you were looking for a change of pace from Boston this winter, take a look at a short-term rental on Nantucket.
Getting there: What makes Nantucket not only one of the most convenient getaways from Boston, but also one that feels far flung is the fact that the best option for getting there is an airline called Cape Air. Operating out of Logan, passengers truly get the best of both worlds—it feels as if you have chartered a private plane, without the cost. These daily commuter flights from Logan to Nantucket operate all year round and you really do get the best view the whole way down to the island! Prices are around $350 RT in the off season.