Boston Holiday Cocoa Cruise: Sip hot cocoa on the water

Sip hot cocoa from the heated salon while the USS Constitution slides past your window

The Boston Holiday Cocoa Cruise is a 90-minute evening tour aboard a classic yacht decorated for the holidays, cruising Boston's waterfront with views of the Seaport District, Charlestown Navy Yard and Old North Church. You can sip hot cocoa (with or without alcohol, purchased onboard) from the heated grand salon or venture to the open bow for unobstructed sightlines. A live English-speaking guide narrates the route. The operator offers weekday and peak holiday departures.

Step-by-step itinerary

Festive Boston holiday cruise

• Board classic holiday yacht
• Cruise along Boston waterfront
• View Seaport District
• Pass by USS Constitution
• See Charlestown Navy Yard
• Cruise by North End
• Spot Old North Church
• Enjoy hot cocoa and holiday music

The experience

The boat leaves from Boston's waterfront and heads into an evening of skyline views framed by holiday decorations. You'll cruise past the Seaport District first, then approach the Charlestown Navy Yard where the USS Constitution comes into view from the water. The route continues by the North End and the Old North Church, the landmark made famous by Paul Revere's Midnight Ride. Throughout the 90-minute cruise, you can stay inside the heated grand salon with comfortable assigned seating, or step out to the open bow whenever you want an unobstructed angle on the sights.

Hot cocoa is the centerpiece. You order it at the onboard bar by credit card, choosing whether you want it spiked or not. The bar also carries other beverages if you'd rather have something else. The yacht itself is the experience here: classic in design, dressed up for the season, and built so you're never far from a view. The guide provides live narration in English as the boat moves through the harbor, so the landmarks and their stories arrive with context instead of silence.

Weekday and peak holiday departures run on different schedules, so you can choose based on when you want to go. Children are welcome if accompanied by an adult. The minimum drinking age for alcohol is 21. The boat operates in all weather, so dress warmly and wear shoes you don't mind being on a boat in. Service animals are allowed aboard.

What’s included

• Luxury yacht cruise with holiday decorations.
• sightseeing along Boston's waterfront and past the Charlestown Navy Yard and Old North Church.
• heated grand salon with assigned seating and open bow access.
• live guide narration in English.
• hot cocoa and other beverages available for purchase onboard by credit card.

Options for this experience

2 options

Holiday Cocoa Cruise on a weekdayGuide in English · Available from 3 Dec · 12:30, 15:00 and 17:30Weekday holiday pricing applies.

Holiday Cocoa Cruise during peak timesGuide in English · Available from 4 Dec · 15:00, 17:30, 20:00 and 20:30Pricing for peak holidays applies.

You see the exact price of each option when you check availability.See dates & prices

Before you book

Days and timesWednesday to Sunday5 departure times: the first at 12:30, the last at 20:30

Book up to1h before

GroupUp to 130

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather or if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated 6 days ago

Good to know

Easy physical levelPets welcomePublic transport nearby

Operated by Classic Harbor Line - Boston

Is this one for you?Choose the weekday departure if you want a smaller crowd and a calmer evening. The peak holiday dates draw more people but offer the full festive atmosphere. Either way, this works best if you're comfortable with assigned seating and don't mind sharing the boat with other guests: large group bookings aren't permitted, so the yacht stays intimate.

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Top questions

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

What exactly do I see from the boat on this cruise?

The route takes you past the Seaport District, the Charlestown Navy Yard where you'll see the USS Constitution from the water, and the North End with views of the Old North Church. You cruise along Boston's waterfront the whole way, with skyline views throughout.

Can I bring my own drinks or food on the cruise?

You cannot bring your own alcoholic beverages. Food and beverages are available for purchase onboard by credit card at the bar, including hot cocoa with or without alcohol.

Is the boat heated, or will I be cold the whole time?

The grand salon where most seating is located is heated, so you can stay warm inside while watching the sights. There's also an open bow if you want to go outside for unobstructed views, but you'll want to dress warmly for that.

How long is the cruise?

The cruise lasts 90 minutes from start to finish, giving you time to settle in, sip your cocoa and take in the waterfront route without feeling rushed.

Can I request to sit with friends or family on the boat?

Comfortable seating is assigned in the heated grand salon, but if you want to be seated with another party, let the operator know in advance and they'll do their best to arrange it.