Boston Holiday Cocoa Cruise
Badge of Excellence
Boston, USA
- 1 hour 30 minutes (approx.)
- Mobile ticket
- Offered in: English
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Overview
Make this holiday season one to remember with this cocoa and carols holiday cruise on Boston Harbor. With dates offered throughout December, you can add a magical touch to your holiday, and easily find a date that works for you. Plus, you’ll cruise the harbor aboard a classic yacht with live music as you take in beautiful views of Boston.
- Celebrate the holiday season during this cruise on Boston Harbor
- Listen to live holiday hits from our jazz band
- Choose from several departure times to fit your schedule
- Get great views of Boston from the water aboard a classic yacht
What's Included
- Luxury Yacht Cruise
- Sightseeing along Boston's waterfront
- Food and beverages are not included, but available for purchase onboard by credit card
- Gratuity for the crew is not included with the purchase (recommended)
Meeting and Pickup
Meeting point
- 60 Rowes Wharf, Boston, MA 02110, USA
The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space located on the wharf only steps away from our dock.
End point
This activity ends back at the meeting point.Itinerary
Boston Seaport (Pass By)
Charlestown Navy Yard (Pass By)
North End (Pass By)
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Service animals allowed
- Near public transportation
- Most travelers can participate
- Children must be accompanied by an adult
- Minimum drinking age is 21 years
- Operates in all weather conditions, please dress appropriately and wear comfortable shoes
- Please do not bring your own alcoholic beverages. Beverages can be purchased from the bar by credit card.
- Comfortable seating is assigned in the heated grand salon. There's also an open bow for unobstructed views of the sights as we cruise
- If you are looking to be seated with another party, please let the operator know in advance
- Large group bookings are not permitted. Multiple bookings are subject to added fees or cancellation by operator
- This tour/activity will have a maximum of 130 travelers
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Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Reviews
4.6
based on 85 reviews
Tamara_R, Dec 2025
Had a wonderful time. The staff was friendly and we really enjoyed the music and drink options. Would definitely recommend.
Edward_T, Dec 2025
A very relaxing cruise with views of the city and ports, a talented band, a festive atmosphere, and delicious free cocoa.
Meghan_F, Dec 2025
What a delight. The ambiance was perfect. Decorated with wreathes and garlands and light. A LOVELY jazz band played tasteful holiday tunes throughout the ride. The hot chocolate was DELICIOUS and unlimited! And they had a cool whipped cream dispenser for exceptionally yummy and fresh whipped cream. Coffee was also available for free, so we made a coffee-hot chocolate. So yummy. They also offer “spiked” hot chocolate from the bar. You can purchase special liquor combinations in fancy cups to then add to your hot chocolate as well. We got baileys and peppermint schnapps to add to ours which was also very good. Overall, it was a relaxing, cozy and fun boat cruise for this time of year.
Here are some tips:
1)We went on the 3pm ride which I’d highly recommended. It’s an hour and a half and so we finished promptly at 4:30. The sun set at 4:22 so the lighting over the harbor was so perfect even with some haze in the sky. Plus once you exit, it’s perfect timing to head to your favorite spot for a dinner reservation.
2) Bring some small games! You’ll get an assigned table spot which I thought helped make it stress free. Our group brought small travel-sized versions of Bananagrams and Qwirkle to play on the ride. It was perfect! The games plus the music, hot chocolate, jazz music, and the peaceful ride in the harbor made such a perfect combination for a memorable afternoon.
Liliana_S, Dec 2025
We had a wonderful time on the Boston Holiday Cocoa Cruise! The whole vibe was so festive and relaxed, with amazing holiday music that really set the mood. The yacht itself was decorated beautifully, cozy, cheerful, and perfect for families. We mostly just had snacks, so I can’t speak much to the food, but the drinks were fantastic. The staff was super friendly and welcoming. The highlight for us was definitely the view. The Boston skyline at night from the water is just breathtaking. I’d definitely recommend this cruise, It’s festive cheer, gorgeous scenery, and a relaxed atmosphere.
Jude_B, Dec 2025
Food was honestly so-so, but the drinks were absolutely delicious. The music was great, decor was beautiful, and staff were all obviously having a great time. The view and ride was amazing as well. Being able to step out onto the deck, even though it was cold, to get a perfect view of the skyline was amazing. Thanks for an unforgettable date!
Kimberly_R, Dec 2025
Lots of holiday energy and sing-a-longs. Interactive singing and fun musical competitions with Ho-Ho-Ho’ing and tambourine clapping!
Sandra_M, Dec 2025
Fun & festive experience with the family!
We did a 5:30 cruise and the view of the Boston skyline was beautiful at night. The yacht was very festive and cozy and the staff was very friendly. We had a wonderful time .
Ann_C, Dec 2025
Our family booked this cruise on a trip to Boston. The boat was very festive, the music was fun, and the skyline beautiful. We paid for 5 seats and when we got to our assigned table there were only 4 chairs. We were seated at one half of a table with a glass divider between us and another family. I brought it up to the host at the front of the boat and someone ended up bringing us another chair but there wasn’t room due to a heater blocking the end of the table. We crammed in but it was not ideal. The communication about how to order food and drinks was non-existent. There was a small bar at the entry side of the room with 2 bartenders. We went directly to our table (rather than get directly in line at the bar) because we thought a server would come around (based on the advertised picture) BUT THERE ARE NO SERVERS. You have to order your food and ALL drinks at the bar and then someone does deliver it to your table. If I had known that then someone from our party would have gotten in the line for the bar right away. The hot cocoa bar was self-serve and by the time my 15 year old and I got up there, the whipped cream was out and there was no one around to inform. We made the most of it but I can’t give you 5 stars. I’ll go ahead and recommend it to a friend due to the Christmas cheer and the skyline but the communication and the table seating need improved.
Response from Host, Jan 2026
Ann, thank you for booking a cruise with us and taking some time to provide your valuable feedback. We are happy to hear that you appreciated the festive atmosphere, music, and views, and we are sorry for the seating and communication issues you experienced. Information about bar service should certainly be provided at the beginning of the trip, so we will check in with our crews to make sure that is happening appropriately on all trips. We will also remind the crew to check in more frequently on supplies as we certainly do not want them to run out during our cruises. We appreciate your insights and hope to be able to provide you with a 5-star experience on another occasion! - Classic Harbor Line Boston
Melody_D, Dec 2025
Relaxing, festive, and fun for the whole family. Perfect for my 12 and 16 year old but there were plenty of families there with much younger kids as well. We will be making this a Christmas tradition!
Sarah_L, Dec 2025
Boat was very festive. Band was good. Enjoyable experience. Would definitely recommend this trip. Well worth the money
Ian_C, Dec 2025
Fun evening. Well organised. Very good service on board the boat. Band played lovely Christmas music.
Doris_G, Dec 2025
Nicely decorated for Christmas . Music was perfect. This is the second year in a row that we enjoyed the cocoa cruise
Amy_V, Dec 2025
Friendly, fun staff provide an all you can drink hot cocoa bar, full bar for added fun, table seating which made eating and conversating easy and a fun band playing sing-along Christmas carols. Will definitely do it again next year!
Lydia_L, Dec 2025
Food is slow to come… was very tight friendly atmosphere slow service advertise fresh cookies and they were hard as a rock .
Response from Host, Dec 2025
Lydia, thank you for booking a cruise with us and taking some time to provide your valuable feedback. We are sorry that you experienced slow service. Unfortunately, we had a scheduled crew member that was not able to join us on the day of your cruise, and we could not get a substitute on short notice, so we were a little understaffed for the number of guests we anticipated on your departure. We apologize that these circumstances impacted the quality of your service. - Classic Harbor Line Boston
Randy_R, Dec 2025
What a perfect evening for my wife! Great music…nice atmosphere…wonderful drinks (and the hot cocoa bar was delicious (NOT powdered but homemade).
Elizabeth_O, Dec 2025
Very disappointed in Christmas cruise. The band was ok. The woman singing was awful. When they ran out of whipped cream in first minute, never replaced I was very disappointed as I organized for friends to get us into Christmas spirit. I wouldn’t attend again .
Response from Host, Dec 2025
Elizabeth, thank you for booking a cruise with us and taking some time to provide your valuable feedback. We are surprised to hear that you were not impressed by the live music because the rest of the feedback has been very positive. We also checked with the crew, and they report that the whipped cream was refilled a few minutes after it initially ran out. One of our managers is going to reach out to you as we would love to find out more about the issues you raise and do our best to address them. You can also reach out to us at feedback@boston-sailing.com. Thank you! - Classic Harbor Line Boston
Jason_L, Dec 2025
Fun experience. No tour/site seeing narration, but fun holiday live music the whole time. Cocoa bar is good with great additions (peppermint, marshmallows, etc). Good family experience.
Marc_L, Dec 2025
Best experience ever. Best Christmas spirit vibes. Singer were amazing music was best ever. Food and drinks are awesome.
Allison_T, Dec 2025
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!
Kelly_J, Dec 2025
Lighthearted holiday fun. Carols and cocoa and a great bartender. Great start to the holiday season.
Galo_T, Nov 2025
Amazing excuse to go into Boston, relax, and chat with some refreshing drinks and good food. Highly recommend.
CLAUDETTE_D, Nov 2025
Great jazz quartet and good service. Very relaxing and beautiful day to cruise around Boston harbor!
Anna_D, Nov 2025
The boat ride was smooth not bumpy. I normally get motion sickness. I didn’t feel a thing. The atmosphere was nice. It was cozy. The boats really nice looking. Enjoy the music. It was all good. I would recommend it.
Layth_H, Jan 2025
Well run, great hot Cocoa, wonderful bang singing Christmas songs. They made the tour quite pleasant!
Lauren_C, Dec 2024
Such a fun night! Beautiful views of Boston, great music and festive decorations! We will definitely do it again!
Rosario_C, Dec 2024
The crew and Captain were welcoming and the band played beautifully. There were cookies, coffee and hot cocoa and it was a very comfortable ride. The only thing I would change would be a bit of narration in between the singing from the Captain as to where we were and what sights we were seeing.
Billie_L, Dec 2024
We enjoyed the jazz band and the relaxing and casual atmosphere. Great spiked cocoa options, full bar and the appetizers were very good. Fun times!
Jes_N, Dec 2024
Comfortable and scenic ride in the harbor. We wouldn’t have minded another half hour but overall, great atmosphere with the live band and the refreshments. Mostly kid friendly and smooth sailing!
Alissa_G, Dec 2024
What a lovely boat ride this was! We enjoyed cocktails, music, views and the ambience! We were afraid it was going to be full of children, but this event was more geared to adults. We were very appreciative of that!!
Tamara_F, Dec 2024
The cruise was awesome. The band wasn’t to excited then towards the end they got the crowd together to help. At first it wasn’t christmas music then they started. I just think maybe a different band and maybe different then jazz.
Likely to Sell Out
From $82.27
per personup to 24 hours before the experience starts (local time)
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