Boston Sunset Cruise: Skyline Views on Tall Ship

Experience Boston’s skyline at sunset on a tall ship cruise. Relax, enjoy onboard drinks, and soak in the twilight views from Fan Pier Marina.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Boston - Experience the charm of historic Boston from a fresh perspective, sailing on a classic tall ship.
What's Included
  • 2-Hour Sunset Sail along Boston Harbor
  • Drinks available for purchase onboard
  • Stunning views of Boston skyline at sunset
  • Cruise on a classic Boston Tall Ship
What's Not Included
  • Gratuities (not expected but very much appreciated)
Additional Information

For those who believe Boston is best appreciated from the water, a sunset cruise on a classic Boston tall ship is the ultimate experience! Departing from Fan Pier Marina, the sails are hoisted, and it’s time to unwind and enjoy. Escape the city’s hustle and bustle and savor the stunning twilight views of the skyline.
Onboard, drinks can be purchased…

Location
Marina Overlook
Waterside Avenue
You can access the outer boarding dock via a gangway located just to the right of Reel House Oyster Bar’s outdoor seating area. Please arrive 15-20 minutes prior to your scheduled sail time as we depart the dock promptly.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.6
(414 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
72harshitas
Sep 29, 2025
Fabulous - Excellent crew and excellent experience. Very relaxed and quiet. I love that they weren’t playing any unnecessary music. The sunset was gorgeous and we got to see a different side of Boston.
Review provided by Tripadvisor
Mikalann_l
Sep 28, 2025
Great experience - Amazing option for couples! Cocktails and sailing were so great! The crew was so kind. Totally worth it!
Review provided by Viator
Chip_b
Sep 27, 2025
Great!! - Really nice cruise around Boston Harbor. The crew was awesome and the skyline views were incredible!
Review provided by Viator
Joey_h
Sep 27, 2025
Great experience - Awesome experience. Great views of the harbor. The crew - Capt Fredo, Jess, and Max - was fun, friendly, and enhanced the experience. Would do it again for sure.
Review provided by Viator
Tobymj5843lh
Sep 26, 2025
Sunset Cruise - Crew was very welcoming and attentive. Enjoyed the open air on the sail boat, our first time on a sailboat. We went on the 5 O clock sunset cruise enjoyed the sun going down behind the Boston skyline.
Review provided by Tripadvisor
Trianec2025
Sep 22, 2025
Ahoy, Boston! - All aboard! Fun, social, chill sunset cruise on an historic tall ship in Boston Harbor. Capt Fredo, Jess and Max took good care of us, and we enjoyed the beautiful views and scenery.
Review provided by Tripadvisor
303hilarym
Sep 17, 2025
10/10 recommend! - Great experience! The crew were very engaging and pleasant, drinks were served, the sights were great! We are out of towners but there were a lot of locals on board as well. It was a bit overcast but still had a few peaks of the sunset. Great way to end our stay in Boston!
Review provided by Tripadvisor
Defactoplanner
Sep 15, 2025
Fun evening on the water - We enjoyed our sunset cruise very much. There are less expensive cruises on the big ships with hundreds of passengers, but it was a treat to be out on the water in a sailboat. The crew was fun, laid back and helpful. We highly recommend this unique way to experience Boston.
Review provided by Tripadvisor
Alaskancruz
Sep 15, 2025
The Sea and Sunset, Awesome! - Excellent experience, crew and captain were great! We would highly recommend this sunset cruise. Great for family, couples and friends.
Review provided by Tripadvisor
Jason_p
Oct 2, 2025
Lovely and relaxing - Beautiful ship and stunning evening. The crew was very friendly and attentive. Had a lovely and relaxing time
Review provided by Viator
From $81
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).