Boston: Cocoa and Carols Holiday Cruise offers a cozy, festive way to celebrate the season from the water. For just $65 per person, you can enjoy a 1.5-hour cruise along Boston Harbor aboard a beautifully decorated classic yacht. The experience is perfect for those seeking a relaxed yet spirited holiday outing, with the chance to see iconic landmarks from a unique vantage point.
What we love about this cruise are two key features: first, the stunning panoramic views of Boston’s skyline—including the Bunker Hill Monument, USS Constitution, and the Marriott Custom House Tower—are genuinely memorable, especially when lit up in the evening. Second, the warm, climate-controlled salon ensures you stay comfy regardless of the winter chill, making it a welcoming space to sip hot cocoa and enjoy holiday tunes.
A possible consideration is the small group size, limited to just 8 participants, which can make for a more intimate experience but might also mean less flexibility during busy holiday periods. Still, this setting enhances the cozy, conversational atmosphere – perfect if you like your holiday activities to feel personal rather than crowded.
This experience suits travelers who appreciate authentic, scenic views combined with a festive, relaxed vibe, especially if you enjoy holiday music and a warm drink while gazing at city lights. It’s ideal for couples, families, or small groups looking for a charming holiday tradition on Boston Harbor.
Key Points

- Stunning Views: Experience panoramic vistas of Boston’s most famous landmarks from the water.
- Festive Atmosphere: Classic yacht decorated for the holidays with seasonal decor and holiday tunes.
- Comfortable Setting: Heated salon ensures a cozy environment regardless of the weather.
- Seasonal Experience: Hot cocoa (and drinks for purchase) add to the holiday cheer.
- Small Group: Limited to 8 participants, enhancing intimacy and personal attention.
- Flexible Booking: Free cancellation up to 24 hours in advance, with the option to reserve now and pay later.
A Detailed Look at the Cocoa and Carols Holiday Cruise in Boston

Imagine sailing through Boston Harbor, wrapped in holiday spirit, with the skyline glowing in the background. This 1.5-hour cruise offers a relaxed way to soak in Boston’s iconic sights, all while enjoying seasonal melodies and a warm drink. The yacht, a classic 1920s-style vessel, is decked out in festive decor, making the entire experience feel like a holiday celebration on the water.
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What the Cruise Looks Like
Boarding takes place at 60 Rowes Wharf, just behind the Boston Harbor Hotel, a location that’s easy to access yet feels tucked away from the city’s hustle. The check-in process is straightforward: arrive 15-30 minutes early to settle in, chat with the crew, and find your assigned seat in the heated salon.
Once on board, you’ll notice the yacht’s attention to festive details—twinkling lights, holiday garlands, and a cozy, welcoming ambiance. The yacht’s interior offers a climate-controlled environment, perfect for avoiding Boston’s winter chill. This means you’re not just gazing at the city from afar but doing so in comfort.
The Route and Landmarks
As the yacht sets sail, your guide will point out Boston landmarks like the USS Constitution—the oldest commissioned naval vessel still afloat—and the Bunker Hill Monument. The skyline, especially when lit up against the night sky, creates an enchanting backdrop for holiday photos.
The cruise doesn’t just focus on sightseeing; it’s about the atmosphere. Holiday tunes will be played throughout, from classic Christmas carols to seasonal favorites—adding to the warm, festive feeling. The crew is available to answer questions about the sights, making it both an educational and enjoyable experience.
The Food and Drink Experience
Hot cocoa is included, served in the cozy salon, and is a real highlight—perfectly indulgent after a crisp day outside. However, some reviews mention that the hot chocolate ran out quickly, so it’s wise to arrive early or consider bringing your own if you’re a hot cocoa enthusiast. Beverages and snacks for purchase are available onboard, with credit cards the only accepted forms of payment. This setup encourages you to relax and enjoy without the hassle of carrying cash.
More Great Tours NearbyWhat Travelers Say
Feedback from past guests is generally positive, with many praising the stunning views and festive ambiance. One reviewer highlighted the “gorgeous views of Boston from the heated salon,” and others appreciated the opportunity to see the city’s landmarks illuminated at night.
However, not all reviews are glowing. A recent traveler noted a more disorganized experience, mentioning that they were assigned a small table with only two chairs and had to wait for a chair from another table, plus hot chocolate ran out quickly. This indicates that during peak times, logistics could be a challenge, especially with small groups.
Practical Details
The cruise is priced at $65 per person, which we find to be good value considering the scenic views, festive atmosphere, and the comfort of a heated setting. The small group size (up to 8 people) makes for a more intimate experience—ideal if you enjoy personalized attention but worth noting if you prefer larger, more social events.
Booking is flexible: you can reserve now and pay later or cancel up to 24 hours in advance for a full refund. This flexibility is especially helpful during the unpredictable holiday season.
Who Is It For?
This cruise is best suited for those who love holiday ambiance combined with scenic city views. It’s particularly appealing if you appreciate a cozy setting, enjoy holiday music, and want a relaxed activity that offers both sightseeing and a sense of seasonal charm. Kids, couples, or small groups of friends will find this experience charming and manageable in duration and size.
The Sum Up

The Boston Cocoa and Carols Holiday Cruise is a delightful way to experience the city’s beauty during the festive season. Its combination of gorgeous skyline views, warm, decorated surroundings, and seasonal music makes it a memorable short outing that feels special without being overly formal or expensive.
If you’re looking for a cozy holiday activity that balances scenic sightseeing with comfort and a touch of seasonal magic, this cruise offers excellent value. Be prepared for some small-group logistics hiccups—nothing that should spoil the fun—and arrive early to ensure you get your hot cocoa before it runs out.
Ideal for travelers seeking a relaxed, scenic, and festive experience, this cruise is an authentic way to celebrate Boston’s holiday spirit from the water. It’s a charming, manageable outing that can become a favorite winter tradition, especially if you savor stunning city views and seasonal cheer.
FAQ

What is the duration of the cruise?
The cruise lasts approximately 1.5 hours, making it a perfect short holiday activity that doesn’t take up your entire evening.
Where do I meet for the cruise?
The meeting point is 60 Rowes Wharf, Boston, MA, directly behind the Boston Harbor Hotel. Details are provided upon ticket purchase.
Is there parking nearby?
While not explicitly stated, the meeting location at Rowes Wharf is centrally located, and you might find street parking or public transportation options.
What should I bring?
A photo ID or passport, driver’s license, and a credit card for onboard purchases. Arriving 15-30 minutes early helps with check-in.
Are children allowed?
While not specified, the experience is suitable for families, especially since it’s a short, gentle cruise with seasonal entertainment.
Can I cancel if plans change?
Yes, you can cancel up to 24 hours before the cruise for a full refund, providing flexible booking options.
Is food included?
No, food is not included, but hot cocoa is provided, and additional drinks and snacks are available for purchase onboard.
Is the experience suitable for people with mobility issues?
Boarding and seating are in the heated salon, but assistance might be needed. It’s best to inform the operator in advance if help is required.
This holiday cruise offers a cozy, scenic, and festive way to see Boston from the water. Whether you’re a local or visiting during the season, it’s a charming experience worth considering—just arrive early, enjoy the views, and take in the season’s warmth on the waves.
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