If you’re looking to add a touch of festive charm to your Boston visit, the Boston Holiday Cocoa Cruise might just be the perfect choice. This 1.5-hour cruise offers a cozy way to soak in the city’s holiday spirit, with live jazz, beautiful skyline views, and plenty of seasonal cheer. While it may not be a full-on family event, it’s a lovely outing for couples, friends, or anyone wanting a relaxed, memorable way to celebrate the season.
What we really appreciate about this experience is its combination of scenic views and festive entertainment. The live jazz band, playing holiday hits, adds a warm, lively atmosphere that makes the cruise feel special. Plus, the boat itself has a classic, nostalgic feel, which pairs beautifully with the twinkling lights and holiday decorations.
One consideration worth noting is that food and beverages aren’t included—though they are available for purchase onboard, so you can customize your experience. Also, if you’re traveling with young children expecting a more family-oriented event, this cruise leans more toward an adult crowd, especially with a minimum drinking age of 21.
This cruise is best suited for those who want to enjoy stunning views, relaxed holiday tunes, and hot cocoa in a cozy setting. If you’re after a charming, low-pressure holiday activity that feels like a mini getaway, this one fits the bill nicely.
Key Points

- Beautiful city views from Boston Harbor, especially at night when the skyline lights up.
- Festive atmosphere with live holiday jazz music and holiday decorations.
- Flexible departure times throughout December make it easy to find a suitable date.
- Cost-effective experience at around $65 per person, especially when considering the scenic value and entertainment.
- Comfortable seated experience in a heated grand salon with open deck options for unobstructed views.
- Limited food options—refreshments are available but not included, so plan accordingly.
A Deep Dive into the Boston Holiday Cocoa Cruise Experience

If you’re keen on experiencing Boston from a different perspective, this cruise offers a delightful way to see the city’s waterfront while soaking in the festive mood. The cruise departs from 60 Rowes Wharf, a location close to public transit, making it fairly accessible even if you’re not renting a car. Once aboard, you’ll find the boat decorated beautifully for the holidays, immediately setting a cheerful, inviting tone.
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The Itinerary and Sights
The itinerary is straightforward but packed with visual treats. You’ll cruise along Boston’s waterfront, giving you a chance to take in the Seaport District, which is beautifully lit during the holidays, especially at night. As the boat makes its way through the harbor, you’ll pass the USS Constitution at the Charlestown Navy Yard—an iconic sight that’s always impressive from the water.
Another highlight is a cruise-by of the North End, where the famed Old North Church makes an appearance. While no stop is planned here, catching a glimpse of this historic church from the water adds a layer of historical charm, especially during the holiday season when the city is decked out with lights.
The Atmosphere and Entertainment
The vibe onboard is casual, friendly, and festive. The live jazz band plays holiday hits, starting off gently and often building into lively tunes that get everyone tapping along. Reviewers appreciate that the music is well-played and that the crew makes everyone feel comfortable. Several noted that the band’s performance helped create a fun, relaxed ambiance, perfect for holiday mingling.
The boat’s interior features comfortable heated seating in the grand salon, where you can enjoy your hot cocoa and cookies in warmth, even if the weather outside is chilly. For those who prefer a more open-air experience, the open bow offers unobstructed views, perfect for snapping photos or just soaking in the sights with a drink in hand.
Food and Drinks
While food and beverages are not included in the ticket price, the onboard bar offers a selection of drinks, including holiday-themed cocktails, which can be purchased by credit card. The reviews point out that the hot cocoa is a crowd favorite—rich, warm, and perfect for the season. Cookies, coffee, and hot cocoa are provided on the tables, adding to the cozy holiday feel.
It’s worth noting that no outside alcohol is allowed, so if you’re hoping for a BYOB experience, this isn’t the tour for you. The bar prices are considered reasonable, and many reviewers enjoyed the full bar options, especially the holiday-themed drinks.
The Group and Duration
With a maximum of 130 travelers, the cruise maintains an intimate, friendly atmosphere without feeling crowded. The duration of around 90 minutes is just right—long enough to enjoy the sights and music without feeling tiresome. Some reviews mention wishing it was a little longer, but most agree the balance is just about perfect for a holiday outing.
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The Real Feedback from Travelers

Looking at the reviews, it’s clear that most people love the overall festive experience. Many describe it as a “beautiful night out,” with glowing comments about the spectacular city views and beautiful lights. One review notes that the music and the Christmas lights together make for an “amazing” experience, with a romantic and warm atmosphere.
Several mention the friendly crew, describing them as welcoming and attentive, which adds to the overall enjoyment. The hot cocoa, cookies, and festive decorations are consistently praised, making it a cozy, holiday-themed escape.
However, some reviewers felt the musical set was a bit loud or had too many breaks, which slightly detracted from the experience. The suggestion of more narration about the sights was also raised, indicating that some travelers wanted a bit more context about what they were seeing.
Who Would Love This?
This cruise is ideal for couples or friends wanting a relaxed, scenic holiday experience. It’s also well-suited for those who enjoy live music, holiday cheer, and beautiful city views. If you’re looking for a romantic evening or a fun, festive outing with a group, you’ll find lots to enjoy here.
Who Might Want to Skip?
If you’re seeking a full-on family or kid-centric event with singing and interactive holiday activities, this may not be the best fit. It leans more toward an adult crowd, especially with a 21+ minimum for alcohol. Also, if you prefer a longer experience or more narration about the sights, you might find this cruise somewhat limited.
Practical Details and Tips
- Price: At about $65 per person, it’s a reasonable way to enjoy an evening out, especially considering the views, music, and festive ambiance. Remember, food and drinks aren’t included but are available for purchase.
- Booking: Since most trips are booked around 31 days in advance, if you’re planning for a holiday trip, it’s wise to reserve early.
- Weather: The cruise operates in all weather conditions, so dress warmly, especially in December. Comfortable shoes are recommended, and a jacket or coat is advisable.
- Accessibility: The meeting point is near public transportation, making it accessible for most travelers.
- Group Size: Up to 130 people, creating a cozy yet lively environment.
- Cancellation: Free cancellation up to 24 hours before, which offers peace of mind if plans change or weather turns poor.
Final Thoughts

The Boston Holiday Cocoa Cruise offers a charming way to see the city from the water during the most festive time of year. Its mix of city views, holiday music, and warm drinks creates a cozy, celebratory atmosphere that many travelers find memorable. It’s particularly well-suited for couples, friends, or small groups looking for a laid-back holiday activity. Although not a big event for families with young children or those seeking a more narrated or interactive experience, it excels as a relaxed, scenic, and enjoyable outing.
If you’re after a unique way to enjoy Boston’s holiday lights and enjoy some good music with a drink in hand, this cruise hits the right notes. Just remember to dress warmly, book early, and come ready to soak in the holiday cheer from the water.
Boston Holiday Cocoa Cruise
“Well run, great hot Cocoa, wonderful bang singing Christmas songs. They made the tour quite pleasant!”
FAQ

Is food included in the ticket price?
No, food and beverages are not included, but drinks—including holiday-themed cocktails—are available for purchase onboard via credit card.
Can I bring my own alcohol?
No, outside alcohol isn’t allowed. Beverages can be bought at the bar.
What should I wear?
Dress warmly, especially since December can be quite chilly. Comfortable shoes are also recommended for ease of movement on the boat.
Are children allowed?
Children must be accompanied by an adult, but note that the minimum drinking age is 21, so it’s more suitable for adults.
How long is the cruise?
The cruise lasts approximately 1 hour 30 minutes, making it a perfect short outing to enjoy the holiday sights.
What sights will I see?
You’ll cruise past Boston’s waterfront, see the Seaport District, pass the USS Constitution at Charlestown Navy Yard, and catch views of the Old North Church in the North End.
Is the experience weather-dependent?
Yes, the cruise operates in all weather conditions. It’s wise to dress appropriately, as it can be cold and windy on the water.
This cruise is a cozy, scenic, and festive way to enjoy Boston during the holidays. Whether you’re celebrating a special occasion or just seeking a relaxed seasonal outing, it’s worth considering—just book early and dress warmly!
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