Boston Harbor Sunset Sail Tour
Recommended by 95% of travelers
Badge of Excellence
Boston, USA
- 2 hours (approx.)
- Offered in: English
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Overview
Spend two hours sailing on the Boston Harbor as the sun goes down, taking in the sights of the city skyline. Your captain will set sail and take you on a smooth cruise along the waterfront in a comfortable schooner, with a friendly and informative crew who’s happy to help you have the best possible experience while you’re on the water.
- Set sail for two hours of stunning sunset views
- Spot local Boston landmarks from the water
- Buy beverages on board
- A friendly crew on hand to answer any questions about the local area
What's Included
- This is a 2 hour sailing experience in Boston Harbor.
- This is not a narrated tour, but the crew is available to answer questions on the sights & landmarks
- Beverages are not included, but are available for purchase by credit card
- Gratuities (recommended for the captain and crew)
Meeting and Pickup
Meeting point
- Classic Harbor Line Boston60 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. Check-in at Rowes Wharf is located in the Ferry Terminal. If lost, please call us at Classic Harbor Line Boston.
End point
This activity ends back at the meeting point.Ticket Redemption Point
Classic Harbor Line Boston, 60 Rowes Wharf, Boston, MA 02110, USA
Itinerary
1
Classic Harbor Line Boston
2 hours • Admission Ticket Included
Fan Pier (Pass By)
Boston Harbor Islands State Park (Pass By)
Castle Island (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. Coolers and outside alcoholic beverages are not permitted
- Dress for the weather - it's often cooler on the water
- Please let us know in advance if assistance is required for boarding
- Only animals that perform a manual task to assist a person are permitted aboard. Emotional support animals and pets are not permitted
- Plan to arrive at the ticket booth 15-30 minutes prior to the departure time. The meeting point is located directly behind the Boston Harbor Hotel in the Ferry Terminal just steps away from the dock. Boarding begins 5 minutes prior to the scheduled departure time.
- This is not a narrated tour, but the crew is available to answer questions on the sights & landmarks as we sail
- This experience will take place on Schooner Adirondack II or III
- The official route of this experience will depend on the wind
- 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 80 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
Featured review
What an amazing way to experience the Boston Harbor! The deckhands and captain were attentive and friendly, always ready to answer questions or get your drink order. The views were unbeatable and we topped off the night with our sister-in-law getting engaged at the bow of the boat right after we docked. Highly recommend for out of town visitors or locals alike!
Reviews
4.8
based on 197 reviews
Sort by: Most insightful
Great schooner. Very pleasant staff. The company was amazing! The boat was able to see tje sunset and a storm.
We only had one evening in Boston prior to starting our New England tour. The sunset cruise was an absolute perfect experience. We were able to enjoy a nice dinner and then cruised on the harbor. The crew was very attentive and did everything to make our experience enjoyable!!! Definitely recommend.
We had a wonderful time on our sunset cruise. Captain Eric and his crew took great care and were very fun to be around. We would definitely recommend this cruise to anyone thinking about a harbor cruise in Boston.
This was a fantastic sunset cruise in the harbor. The crew was wonderful, the boat was very comfortable, and the city views were amazing. We had a beautiful sunset over the city. Absolutely stunning. I would definitely recommend this to others.
Nine of us had great time! It was a little exciting because of weather but still beautiful scenery with wonderful views from Harbor. All woman crew was very talented and friendly.
The Captain and crew were excellent. Very accommodating and knowledgeable of all questions that were asked.
Sailing for the first time. I'm glad it was this company! Professional, and friendly! Thank you for best time amd experience!
I booked this at the last minute and was so glad I did. The crew was great, kind and knowledgeable. The weather was perfect and the view from the boat was extraordinary at sunset. It was so nice to be with a small group of people rather than a large boat.
Very organized and well planned sailing activity. All the crew was very attentive and nice. All my friends loved it
Beautiful weather and relaxing sailboat ride! Your view of the Boston skyline and the planes landing over the top of you at BOS is incredible!
This was such a. lovely sunset cruise in the harbor! Michael and his crew, Charlie and Kiara were very attentive and really seemed to love what they do. Highly recommend!
What a wonderful evening. Great views of the city. Fun experience with a great captain and crew. Very relaxing and enjoyable. We would do it again our next time to Boston. Couldn't recommend it more if you are looking for a fun beautiful way to spend an evening.
Must do if visiting Boston. One of the better ways to spend an evening on the water. I liked this better than the larger boats/ dinner cruises.
Nice and Quiet, drinks were on your honor at 6.00 a piece!! My husband got to have the wheel for a while (we are sailers). Very clean boat would definately go again
Great sail aboard the Adirondack. The ship is beautiful and smaller than the large party-style cruises we saw cruising around at the same time. There were a good number of people on board, but we did not feel cramped for a Wednesday evening sunset ride. Hannah answered all our questions about the boat, the harbor, and even snapped a great picture of us as we celebrated our anniversary! Thanks!
Truly a dreamy experience! The crew is so kind & accommodating. Celebrated my friend’s birthday and she LOVED it. Would recommend 10000%.
Beautiful sunset cruise out of Boston Harbor. This is not a guided tour nor narration, but the crew is open and available for questions.
Drinks available for sale onboard.
Crew was gracious, knowledge and friendly. If you want a good seat be in line early, I cant imagine there was a bad seat on board, but seating was filled. Consider bringing binoculars to get a good view.
Loved Captain Eric and crew John, Kira and Joe.
Cost $79.00 a person was well worth it.
Boat Tour was an amazing experience! 2 hrs is perfect. The weather was great and attention to detail was awesome
It was a lovely sunset sail! The captain and crew were fun and professional, it made for a wonderful evening.
Just a beautiful cruise around the harbor. Crew was great, the views were amazing, two hours well spent
What a great cruise! Great views of downtown Boston as you sail out in the harbor at sunset. The crew and captain (Michael, Charlie and Joe) were friendly, helpful and informative. This was a lot of fun and highly recommended!
What an amazing experience! Everything was perfect from our purchase to sailing on the Adirondak III. The weather and views were perfect and the crew was amazing. Charlie and Hannah worked hard to get the sails up and then they walk around waiting on you (drinks and cocktails) on the moving vessel so easily. It was an ex Cc ellent trip and we got a lot of nice pictures.
Make sure to get there 15-30 minutes early for check-in and make sure to dress accordingly and enjoy the experience of the wind in your face the smell of the ocean and the BEAUTIFUL skyline and the most helpful & knowledgeable staff.
Happy Sailing ⛵️ 😀
This was a nice relaxing sail on the bay. No loud music and not a party boat. Be sure to bundle up or have layers as it might get cold. The sailing was great, the Captain zig zagged the boat so either side enjoyed the views, and yes they used the sails. Limited cocktails are offrered for a hefty price. Overall this is nice for a couple to enjoy.
We had such a nice time. The sunset over the Boston skyline was beautiful and the staff and ship are very nice. Captain Dante was great as well as the staff, Charlie and others were excellent at pointing out landmarks, explaining the ship workings and generally giving pointers on visiting the city. It was a great time!
Absolutely amazing. Michael and his crew were fantastic. The cruise was beautiful and we completely enjoyed it. Highly recommend!!
We should have been notified that the cruise was cancelled. I’d like to have my account be credited so that I can use the unused monies fr an activity in my home town of Lex, KY.
Thanking you in advance. I’ve been a loyal customer for many years.
Response from Host, Jun 2026
Denise, thank you for booking a sail with us and taking some time to provide your valuable feedback. We are sorry to hear that you did not receive our notifications that your sail was canceled due to weather. We did call, leave a voicemail, send a text, and send an email to let you know as soon as we could once the trip had been canceled. Your booking has been fully refunded. We hope you will reconsider this review since we tried all possible methods available to us to contact you, and the cancellation due to weather was beyond our control, so we're not sure how we would have provided better customer service on this occasion, given the circumstances. We also hope you will be able to join us on another occasion in better weather! - Classic Harbor Line Boston
Beautiful boat, great and knowledgeable crew! Amazing sunset and views of the city. They gave us panchos when it started raining!
Lovely ship. Would love to hear more about the harbor and see more areas. Sailing was wonderful. More of a tour would be great.
It was a lovely experience and the crew couldn't have been more wonderful! Definitely recommend this tour/boat/crew!
Member Pricing
From
$78.15
per personWas $82.27(-5%)
up to 24 hours before the experience starts (local time)
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Boston Harbor Sunset Sail Tour
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