The 4 Best Christmas & Holiday Tours in Boston

1.Cocoa and Carols Holiday Cruise

★★★★★★★★★★4.7 · 97 reviews · 1h 30m · from $65Our pick

Join a small group of up to eight for a 90-minute evening cruise from Rowes Wharf aboard a heated, holiday-decorated New England yacht. Sip hot cocoa, listen to seasonal music, and watch Boston landmarks such as the USS Constitution and Bunker Hill Monument appear from the harbor.

“Aucune information guidée. L’heure de l’activité sur Booking inexacte. Chanteuse qui ne connaît pas les paroles des chansons de Noël et qu’on entend très peu. Excellent band. Excellent chocolat chaud. Personnel agréable.”

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2.Boston Holiday Cocoa Cruise

★★★★★★★★★★4.5 · 85 reviews · 1 hour 30 minutes (approx.) · from $82

Cruise Boston Harbor for 90 minutes aboard a classic yacht with heated grand-salon seating, a self-serve hot cocoa bar, live holiday jazz, and views of the Seaport, USS Constitution, Charlestown Navy Yard, North End, and Old North Church. Depart from Rowes Wharf and return there.

“Such a relaxing and enjoyable experience to put you in the festive spirit for the holidays! The crew was fantastic and the boat was lovely!”

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3.Holiday Sights and Festive Nights Trolley Tour

★★★★★★★★★★3.9 · 79 reviews · from $37Best value

Ride a heated double-decker trolley through Boston at night with a costumed English-speaking guide. Pass Beacon Hill, Charles Street, the North End, Faneuil Hall, Quincy Market, and the Old State House, then stop at Boston Common for photos by the Halifax Christmas tree and Frog Pond ice rink.

“Guide was nice trolley was fun - could have used more history-what was told was great. Could have seen more lights we did lots of circles”

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4.Boston Harbor: Winter Holiday Weekend Brunch Cruise

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

Spend two cozy hours aboard a 1920s-style yacht from Rowes Wharf. Enjoy a three-course brunch buffet, panoramic harbor views, holiday decorations, and an onboard bar. The heated cabin keeps you comfortable in cold weather, while the open deck offers fresh air and views of the USS Constitution and Boston Harbor Islands.

“Thus was a great event for Mom and me. The staff were attentive and so helpful. The food was excellent. I hope to be able to do this again in future with more members of my family.”

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