The 3 Best Winter Activities in Boston

1 tours

Good winter activities fill up fast around Boston, and the great ones fill up first. The 3 best are below, with current prices and what separates them, so you can book before the calendar closes.

Boston Harbor and Charles River Cruises, Boston Holiday and Christmas Tours, Boston Tours, Cruises & Boat Tours, New England Dinner and Brunch Cruises, Tour Reviews, Winter Activities

Boston Harbor: Winter Holiday Weekend Brunch Cruise

1.Boston Harbor: Winter Holiday Weekend Brunch Cruise

★★★★★★★★★★4.6 · 24 reviews · from $106Our pick

A cozy 2-hour holiday brunch cruise on a classic yacht, with a hot 3-course buffet, winter views, and Boston Harbor sights.

“Great boat today for the last day of the year aboard Classic Harbor Line Boston today. The captain was amazing and she also stopped for pictures of the lighthouse (which usually can’t be done due to the waters). The two bartenders were also great and very hospitality as well. Additionally, the brunch lunch was very good and appetizing. I highly recommend this cruise before the new year’s for small and large families. 5/5 stars ⭐️”

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July 30, 2026