Holiday jazz, cocoa, and harbor lights aboard a festive power yacht
1.5 hours
Cruise, hot cocoa, tea or coffee
Celebrate the season aboard the Northern Lights, a holiday-decorated power yacht on Boston Harbor. Settle into the climate-controlled saloon for live holiday jazz, then step onto the open deck for harbor views and city lights.
No refunds. You may reschedule up to 24 hours before departure. If the operator cancels due to severe weather, you may reschedule or receive a refund.
Product ID: MSUYUR
Wear comfortable, weather-appropriate clothing. Bring warm layers, including a coat, hat, scarf, and gloves in colder weather, and wear flat shoes for moving around the boat.
Every passenger, including infants and toddlers, needs a ticket for the Cocoa & Carols Holiday Cruise.
Winter seating is assigned at check-in. Arrive early if you are traveling with others and would like to sit together.
Ferry Terminal, 60 Rowes Wharf, Boston, MA 02110
Classic Harbor Line's sunset sails consistently rank as travelers' favorite Boston activity, and it's easy to see why. The crew earns particular praise for being genuinely passionate about what they do—they're friendly, knowledgeable, and happy to chat about sailing or point out landmarks without overdoing the commentary. Guests appreciate that the boats feel spacious even with around 50 people aboard, and the two-hour duration hits the sweet spot between relaxing and keeping things interesting. The boarding process is straightforward, and reasonably priced drinks ($7) are available onboard. The route itself delivers some unexpected highlights. Sailing under planes landing at the airport gets mentioned repeatedly as a memorable moment, and watching the sunset over the city skyline before returning under the twinkling lights creates a perfect evening arc. The crew—captains, deckhands, and staff alike—clearly love their work and excel at making guests feel welcome without being intrusive. Multiple visitors who tried various Boston tours found this cruise to be their standout experience, which says something about the quality and atmosphere the team creates.
Had a great experience. Did the sunset cruise and was able to see Boston in a beautiful light. Dante, Charlie, and Claire were an amazing and knowledgeable crew.
Alexandra Haupt
August 27, 2026
Had a great experience. Did the sunset cruise and was able to see Boston in a beautiful light. Dante, Charlie, and Claire were an amazing and knowledgeable crew.
Alexandra Haupt
August 27, 2026
Cruise Boston Harbor on a 1.5- or 2-hour schooner day sail
Cruise Boston Harbor on Northern Lights with skyline views and captain commentary
Sunset skyline views and harbor landmarks aboard a classic-style power yacht
Cruise Boston Harbor with a gourmet brunch buffet and captain commentary
Sail Boston Harbor at sunset on an 80-foot schooner
Cruise Boston Harbor on a 1.5-hour narrated history tour