Boston Harbor Sunset Sail Tour
Recommended by 94% 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 400 Atlantic Avenue, Boston. Check-in at Rowes Wharf is located in the Ferry Terminal, a climate-controlled public space, only steps away from our dock. If lost or running late, please call us.
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
Supplied by
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Lynn_B
The captain and crew were amazing. The sail was peaceful and beautiful despite the cloudy sky. The trip was smooth and relaxing and a good amount of time. This was not a ‘guided tour’ with narration of things and places being seen, but the staff were very willing to answer questions. I would definitely do this sail again or another with this company.
Reviews
4.8
based on 161 reviews
Sort by: Most insightful
Paul_H, Jul 2026
Just a beautiful cruise around the harbor. Crew was great, the views were amazing, two hours well spent
Monty_G, Jul 2026
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!
Marjorie_T, Jul 2026
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.
Teri_P, Jul 2026
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 ⛵️ 😀
fitbaboss, Jun 2026
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.
ERICK_C, Jun 2026
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!
Michelle_M, Jun 2026
Absolutely amazing. Michael and his crew were fantastic. The cruise was beautiful and we completely enjoyed it. Highly recommend!!
Denise_F, Jun 2026
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
Summer_D, Jun 2026
Beautiful boat, great and knowledgeable crew! Amazing sunset and views of the city. They gave us panchos when it started raining!
Jennifer_A, Jun 2026
Lovely ship. Would love to hear more about the harbor and see more areas. Sailing was wonderful. More of a tour would be great.
Amy_M, Jun 2026
It was a lovely experience and the crew couldn't have been more wonderful! Definitely recommend this tour/boat/crew!
Chelsea_S, Jun 2026
We had an amazing experience with Eric, Claire and Alex on the Adirondack II last night! Beautiful weather, sky and amazing views! We can’t wait to book again when we come back! Also the SunBoy spiked water that Claire recommended 10/10!
Jere_M, Jun 2026
This was the best sunset cruise we’ve ever been on. Outstanding crew, boat and land team. Everyone got to see an incredible sunset 🌅
Jeff_h, Jun 2026
Great time. Had a nice wind and legitimate sail. Crew was awesome. Fun to watch them work the lines etc.
Ken_J, Jun 2026
Excellent cruise. Great sail boat. Awesome crew. Nice twilight cruise. Crew interacted with passengers very well
Randa_K, Jun 2026
Captain should have cancelled with full refund beforehand knowing the weather forecast. The weather was very rainy & cold before and during entire cruise. No sunset to see...shivered & frozen wet entire time.
Response from Host, Jun 2026
Randa, thank you for booking a cruise with us and taking some time to provide your valuable feedback. We are sorry to hear that the weather had such a negative impact on your experience. Our captains work hard to make the best possible decisions with all the weather information we have available and are experienced with interpreting how particular forecasts will impact Boston Harbor since they do it every day, but unfortunately forecasting is not yet advanced enough to get it right every time. Many sails with nearby rain or light rain end up being the most memorable experiences for our guests with beautiful colors in the sky and great opportunities for photos and sightseeing. It is unfortunate that things did not turn out this way for you as we want all of our guests to have a great time. Please reach out to us at feedback@boston-sailing.com so that we can address your concerns directly. Thank you! - Classic Harbor Line Boston
Maria_T, May 2026
Great sunset cruise. Friendly crew. Crew explained history of Boston Harbor. Plenty of room to sit on boat. Cash bar.
gail_V, May 2026
Just book it ! The captain Eric and crew were wonderful. The energy on the boat was fantastic. The temp was unseasonably low . They offered blanket's with their logo for $7 each . Great price and such a classy thing to do . The view as the sunset, going from light to dark stunning . The city lights were gorgeous
Vyshnavi_S, May 2026
We loved it! The crew was absolutely fun to be around ♥️ Would definitely recommend family and friends
Lisa_S, May 2026
A wonderful way to experience Boston Harbor! A wonderful experienced crew allows you an up close and personal sailing experience. The crew is happy to share stories of how Boston Harbor has changed and not changed over the years. Highly recommend!
Kelsey_D, May 2026
This was such a fun experience! I’ve never been sailing before and you really get the sailing experience! Alex was awesome and made sure to get our picture even while working the sails. Claire Hannah were great and really personable! Dante gave us a great ride! It got our adrenaline going while we also felt safe. Also they had drinks!! Great ride thank you!
Sharon_F, May 2026
Beautiful sunset framed views of the Boston skyline. Nice to see the harbor islands up close and to learn some of the history and legends connected with them
Nicole_G, May 2026
This was an incredible experience! It was the highlight of my trip. The views were amazing and the staff were very helpful and friendly.
Jodi_R, May 2026
Highly recommend! Captain & crew were amazing. They took excellent care of us! Sunset was stunning! We loved the experience!
Amanda_S, May 2026
Our sunset cruise was amazing! Great views of the city skyline and the surrounding area. The crew, Alex, Claire, Charlie and Eric were so friendly and shared so much knowledge about the city. We would highly recommend this cruise and hope to go on another when we return to Boston.
Anh_F, Oct 2025
Dante, Charlie, n’ Claire had us on one of their last cruises of 2025. They were so friendly, knowledgeable, and constantly made sure we were doing ok. Had the best time.
Andrea_G, Oct 2025
Great Sail in Boston - BOS love my city! Great sail, drinks, beautiful sunset sail. Great crew members
Katia_H, Oct 2025
Amazing time. Friendly, small enough and gorgeous sunset!
The staff was friendly. They were also offering drinks if you want.
David_R, Sep 2025
Beautiful cruise in the harbor. Great backdrop of the city at sunset and planes landing over your head. Great and helpful staff.
Kathryn_h, Sep 2025
Beyond our expectation - the sunset cruise takes you to the parts of the harbor that have spectacular views. Planes landing at Logan airport was a sight to behold as they flew over head. The crew were engaging and knowledgeable and added some history and insight to points of interest. Highly recommend!
From $82.27
per personup to 24 hours before the experience starts (local time)
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