Boston Holiday Cocoa Cruise - The Festive Atmosphere and Onboard Entertainment

Boston Holiday Cocoa Cruise

Celebrate the holidays on the Boston Holiday Cocoa Cruise, a 90-minute yacht ride with live jazz, festive decorations, and stunning views of Boston’s skyline.

Experience the Magic of the Boston Holiday Cocoa Cruise

Boston Holiday Cocoa Cruise - Experience the Magic of the Boston Holiday Cocoa Cruise

The Boston Holiday Cocoa Cruise offers a delightful way to embrace the holiday spirit with live Christmas jazz music and beautiful views of Boston’s skyline. Priced at $65.33 per person, this 1 hour and 30-minute cruise departs from 60 Rowes Wharf and is operated by Classic Harbor Line – Boston. It runs throughout December, making it easy to find a date that fits into your festive plans. The cruise is designed for those seeking a relaxed, scenic experience on Boston Harbor, with comfortable heated seating and festive decorations creating a warm holiday atmosphere.

This tour is especially popular among families, couples, and friends looking for a casual, enjoyable outing. While food and beverage options are available for purchase onboard, no included meals are offered. The maximum group size of 130 travelers ensures a lively yet intimate environment. The cocoa and carols cruise delivers a charming holiday experience with stunning harbor views and spirited live music.

Key Points

Boston Holiday Cocoa Cruise - Key Points

  • Duration: 1 hour 30 minutes, perfect for a relaxed holiday outing
  • Price: $65.33 per person with options to purchase drinks and snacks onboard
  • Highlights: Live holiday jazz, festive boat decorations, views of Boston’s skyline and historic sites
  • Departure Point: 60 Rowes Wharf, Boston, MA
  • Weather: Operates in all conditions; dress warmly and comfortably
  • Group Size: Up to 130 guests, ideal for small groups or larger gatherings
  • Booking: Usually booked 31 days in advance, with easy mobile ticket access

Boston Harbor Views and Stops During the Cruise

This classic yacht cruise takes passengers along Boston’s waterfront, offering stunning views of key locations such as the Seaport District and the Charlestown Navy Yard. As the boat glides past, you’ll see the USS Constitution from the water, a sight that adds historic charm to the experience. Passing by the North End, travelers catch a glimpse of the Old North Church, famously associated with Paul Revere’s midnight ride.

The route emphasizes scenic contrasts between Boston’s modern waterfront and its historic sites, all illuminated by holiday lights. The views of Boston’s skyline at night, especially with the holiday decorations, create a festive backdrop for the live music and cocoa.

The Festive Atmosphere and Onboard Entertainment

Boston Holiday Cocoa Cruise - The Festive Atmosphere and Onboard Entertainment

The live jazz band is a central feature of this cruise, playing holiday hits that set a cheerful, celebratory mood. Reviewers highlight how the band grows more energetic as the evening progresses, helping to engage the crowd. The atmosphere is described as casual and relaxing, with festive decorations and friendly crew members enhancing the experience.

The boat’s heated grand salon provides comfortable seating, while the open bow allows for unobstructed views of the sights. The combination of music, holiday lights, and friendly chatter makes for a warm, joyful environment perfect for celebrating the season.

Food and Drink Options on Board

Boston Holiday Cocoa Cruise - Food and Drink Options on Board

While food and beverages are not included in the ticket price, passengers can purchase alcoholic drinks, coffee, tea, and cookies using a credit card onboard. Several reviews praise the full bar and delicious Christmas-themed cocktails, with some noting great hot cocoa and cookies that add to the cozy vibe.

It’s worth noting that beyond hot drinks and cocktails, no meals are served, so those seeking a full meal should plan accordingly. The drinks are considered a highlight, with many reviewers mentioning the friendly bartenders and good selection.

Seating and Comfort During the Cruise

Boston Holiday Cocoa Cruise - Seating and Comfort During the Cruise

Passengers are assigned comfortable seating in the heated grand salon, ensuring warmth during colder December evenings. For those who want a more panoramic view, the open bow offers an unobstructed perspective of the harbor and city lights. If you prefer to sit with a specific group, it’s recommended to inform the staff in advance.

The organized seating and heated environment contribute to a relaxed, enjoyable experience regardless of weather conditions, which is especially helpful during winter months when Boston can be quite chilly.

Departure and Arrival Logistics

Boston Holiday Cocoa Cruise - Departure and Arrival Logistics

The cruise departs from 60 Rowes Wharf in Boston, a location that is near public transportation. The activity ends back at the same meeting point, making it convenient for those using public transit or staying nearby. Mobile tickets make check-in quick and straightforward, reducing waiting times.

Because the tour operates in all weather conditions, travelers should dress warmly and wear comfortable shoes. The flexibility of operating in various weather ensures that most people can enjoy the experience once dressed appropriately.

Timing and Scheduling

Boston Holiday Cocoa Cruise - Timing and Scheduling

This holiday cruise offers multiple departure times throughout December, allowing for flexibility in planning. The most popular bookings are made about 31 days in advance, indicating high interest during the holiday season. The 90-minute duration fits well into a festive evening without feeling rushed, giving enough time to relax, enjoy the music, and admire Boston’s illuminated skyline.

The 8 pm departure is often praised for providing a beautiful opportunity to see the city and harbor lights with a festive, laid-back vibe.

The Experience for Different Types of Guests

Boston Holiday Cocoa Cruise - The Experience for Different Types of Guests

This cruise is designed to appeal to adults and families with older children (children must be accompanied by an adult). It is not suitable for children under 21 due to the minimum drinking age. The casual, relaxed atmosphere makes it a great choice for couples celebrating, as well as groups of friends or families seeking a memorable holiday outing.

While some reviews suggest it’s less kid-friendly because it lacks traditional caroling or family activities, the festive decorations, holiday music, and hot cocoa create a warm, joyful environment appreciated by many.

Booking and Cancellation Policies

Booking is straightforward, with free cancellation available up to 24 hours before the cruise. This flexibility allows for planning around unpredictable winter weather or changes in holiday schedules. If canceled less than 24 hours in advance, the ticket is non-refundable.

The tour is operated with a minimum number of travelers, and if weather conditions are poor, the activity may be canceled, with the option to reschedule or receive a full refund.

Who Will Enjoy the Boston Holiday Cocoa Cruise?

This cruise appeals most to those looking for a relaxed, scenic holiday experience with live holiday music and beautiful city views. It’s an especially good choice for couples or small groups wanting a casual, festive outing that emphasizes comfort and ambiance. Families with older children will also find it suitable, although it may not meet the expectations of those seeking interactive or traditional caroling activities.

The warm, cozy environment, combined with delicious drinks and lively music, makes for a memorable holiday celebration. The high ratings and positive reviews confirm its appeal for those seeking a cheerful, stress-free way to enjoy Boston’s holiday lights.

Boston Holiday Cocoa Cruise: An Authentic Holiday Harbor Experience

The Boston Holiday Cocoa Cruise offers a unique way to enjoy Boston during the holiday season. Its blend of scenic harbor views, festive decorations, and live holiday jazz creates a warm, inviting atmosphere that perfectly captures the spirit of Christmas. The comfortable seating, great drinks, and friendly crew ensure a relaxing experience.

While it may not be a full-on family event or a lively party, it excels as a casual, scenic celebration. Whether celebrating with a loved one or enjoying a festive outing with friends, this cruise provides a delightful 90 minutes of holiday magic.

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Boston Holiday Cocoa Cruise



4.5

(57 reviews)

“Well run, great hot Cocoa, wonderful bang singing Christmas songs. They made the tour quite pleasant!”

— Layth H, Jan 2025

Frequently Asked Questions

Is the Boston Holiday Cocoa Cruise suitable for children?
Children must be accompanied by an adult and must be at least 21 years old to consume alcohol. The cruise is more geared towards adults, with a relaxed atmosphere and live jazz music.

What should I wear on the cruise?
Since the cruise runs in December, dressing warmly and comfortably is recommended. The boat features heated seating, but outdoor viewing on the open bow requires warm clothing.

Can I bring my own drinks onboard?
No, outside alcoholic beverages are not allowed. Drinks, including cocktails, beer, coffee, and hot cocoa, can be purchased onboard using credit cards.

How far in advance should I book?
Most bookings are made about 31 days in advance. Early reservations are advised to secure a preferred date, especially during the busy holiday season.

What if the weather is bad?
The cruise operates in all weather conditions. If severe weather causes cancellation, a full refund or alternative date will be offered.

Is there any food included in the ticket?
No, food is not included, but cookies, hot cocoa, and drinks are available for purchase onboard.

Can I sit with my friends or family?
Yes, if you specify in advance, the staff can arrange for you to sit together, ensuring a comfortable and personalized experience.

What makes this cruise stand out compared to others?
Its festive decorations, live holiday jazz, and stunning harbor views at night create a cozy, joyful holiday setting that many reviews highlight as a favorite seasonal activity.