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 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
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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
Sara_J
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 132 reviews
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!
Marisol_R, Sep 2025
This trip is a must! Beautiful views with amazing weather. The staff was wonderful and full of knowledge. Can't beat the experience well worth every penny.
Erin_B, Sep 2025
The boat that I originally booked (Adirondack II) was cancelled I’m assuming due to the weather, so the booking office called to rebook for an hour on a “bigger boat” or cancel. I chose to rebook. Once I arrived at the pick up location, the “bigger boat” was more like a booze cruise ferry, not at all what I thought would be the replacement boat. It was quite disappointing.
Response from Host, Oct 2025
Erin, thank you for booking a cruise with us and taking some time to provide your valuable feedback. We are sorry to hear that the motor boat with an enclosed cabin that was offered due to weather was not a satisfactory alternative to sailing on one of our schooners. A manager has reached out to you to provide some options that should provide a satisfactory resolution. We hope to be able to provide you with the sail you were hoping for on another occasion! - Classic Harbor Line Boston
Bonnie_M, Sep 2025
Enhanced by beautiful weather and city scape.
Energetic, polite and knowledgeable young staff
Maybe up the drink selection??
Elizabeth_K, Sep 2025
We had a great experience on the sunset sail. It was easy to find and the captain and crew were great.
Wayne_B, Sep 2025
Beautiful night for cruise
Had fun with crew and guests
Entertaining & educational
Highly recommend!
Anne_K, Sep 2025
Beautiful harbor cruise at sunset on a schooner! Great crew and good drinks! The crew was so nice and the views of the city were great
Max_S, Sep 2025
Gorgeous seeing all of the islands around Boston. What a beautiful view of Boston’s lights from the water. Crew were great!
Genel_R, Sep 2025
The staff was AMAZING! And the experience was perfect! It felt peaceful, relaxing, family oriented and provided a chance to connect with lovely people in a gorgeous setting. Would repeat this and recommend.
joan_T, Sep 2025
Dress warm but blankets available for $7 on board.. WONDERFUL trip!! Also bring your own snacks, beer and wine available on boat
Wendy_M, Sep 2025
It was a wonderful experience! The crew was very interactive with everyone and so accommodating! It was as if you had known them for a long time. I would highly recommend this excursion if you ever visit Boston.
Acamargo, Sep 2025
Great experience: beautiful sunset, perfect views, friendly and knowledgeable crew, and great atmosphere. This experience wax the highly of my trip in Boston
Elaina_D, Sep 2025
This sunset sail was PERFECT. The crew was awesome. Honestly, what more is there to say? It was a great experience. Highly recommend for date night or a chill evening out!
Barb_R, Sep 2025
Must take the cruise, the whole crew and the captain were fantastic, wonderful hospitality, quiet and peaceful cruise out of the bay in Boston. You can take a snack with you and enjoy the refreshments the crew serves.
Sara_J, Aug 2025
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!
hanley89, Aug 2025
It was a nice boat trip the highlight of the trip was the USS Constitution firing its cannon playing taps and lowering the flag
Kristi_M, Aug 2025
Great trip, captain and crew were very accommodating even with our 18 month old. Fabulous time was had by all.
Chrissy_B, Aug 2025
A beautiful night. The sail was wonderful, though it felt a little crowded for seating, but the staff were fun and engaging and we got beautiful photos of the sunset on the Boston Harbor.
Abbey_W, Aug 2025
It was a fun and relaxing experience. The views of the city from the harbor were beautiful. We would recommend it.
Claudette_P, Aug 2025
The Captain and Crew were amazing. We went to the outer harbor for beautiful views of the Boston skyline and sunset. Sails were set and we enjoyed the breeze and beauty of the inner islands
janiceadam244, Aug 2025
Amazing! The boat was beautiful, plenty of room. The crew was very friendly and informative. We have been to Boston so many times, but we have never done anything like this. It was a beautiful 2 hours on the water.
VJ_M, Aug 2025
The water was smooth. Temp 72°. Crew (Charlie and Claire) were fantastic; the Captain ensured all experienced a lovely evening on the water to watch a beautiful sunset and full moon rise.
Amanda_F, Aug 2025
This was exactly as advertised! It was a beautiful night and a great sunset! The crew was welcoming and personable! They also managed the drink orders with ease! I would recommend this to everyone looking for a boating harbor experience! Not a big commercial feel and way more genuine ! 10/10
Melissa_L, Aug 2025
This was such an amazing experience! The staff were so nice and attentive with drinks and knowledge. The captain was very knowledgeable as well and made sure everyone was having a great time. I will recommend this tour to others so they can enjoy it!!
Melissa_T, Jul 2025
The crew was amazing! Helpful, fun, with knowledge of the history of the sites we sailed by. They also were experienced sailors and made it a perfect trip!
Whitney_L, Jul 2025
We loved this sunset cruise. The crew was very attentive and the captain she was very friendly. Boston at night was a sight to see once the sun went down.
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From $82.27
per personup to 24 hours before the experience starts (local time)
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Boston Harbor Sunset Sail Tour
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