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

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic Boston tall ship! We depart Fan Pier Marina and raise the sails, then it’s time to just chill out and relax. Get away from the hustle and bustle of the city streets and enjoy some quality time out on the water with unbeatable views of the…

Location
Marina Overlook
Waterside Avenue
You can access the outer dock to board the boat via the gangway just to the right of the Reel House Oyster Bar's outdoor seating area.
Cancellation Policy

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

Customer Ratings
4.6
(382 Ratings)
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1 star
931elsys
Jun 27, 2025
Picturesque Cruise - Girls trip to Boston and this cruise was the best! Capt. Fredo and his deck hands Kyle and Ian were amazing! Super friendly and attentive, they served amazing drinks and the harbor at sunset was picturesque. Thank you for an amazing sail.
Review provided by Tripadvisor
Biancaz404
Jun 26, 2025
11/10 do it! - This sailing experience exceeded every expectation! Booked for some family and friends coming to town and I was being paraded around the rest of the day for coming up with such fun plans 😂 book it so you too can be the MVP of your family. Also thought it would be a cute friends or date activity tbh Captain Freddo, Ian, and Kyle were all very patient, friendly, and accommodating - essential parts of the experience as my crew took 5 million pictures. They even taught our 3.5 year old how to get the sails up. Ideally pick a day in the 80s or 90s and temp will be amazing on the water. Also loved how affordable the price was (we had checked other water activities and didn’t really care much for a historical tour) and how intimate the crowd on board was so you could really stretch out.
Review provided by Tripadvisor
Fionamd7103fe
Jun 7, 2025
A romantic Sail to Serenity in Boston! - Best Captain Fredo and crew! Friendly, knowledgable, and educational. It was a gorgeous sail, with a nice cool breeze from the water on a warm June evening. My husband and I had never been to Boston before and this made it that much more memorable! I love the wood detailing of the ship and just the serenity the sails gave. 10/10 highly recommend over those large group boat tours.
Review provided by Tripadvisor
Ooglethorpe
Jun 3, 2025
A wonderful sunset sail in Boston Harbor--The best crew ever! - This was a magnificent sailing trip. We were well-cared for by crew Max and Jess who provided us drinks, stories and engaging banter. Captain Fredo kept us on course and well-cared for. We got to help raise the sails and see all the work that goes into manning a ship like the schooner Liberty. I've taken many Boston Harbor tours (we are locals), but this was the most enjoyable one.
Review provided by Tripadvisor
336lindac
Jun 2, 2025
Boston Seaport Must for families, couples, or singles - What a great way to see Boston and the sunset! Went for a date night and had a wonderful time others guests on the boat and the crew including Captain Fredo, Matt and Grace. The boat is beautiful, the vibe festive, the drinks delicious, and the crew is happy to answer questions. We even got to experience the sunset sound off in Charlestown. I would highly recommend this as a terrific addition to a night out at the Seaport.
Review provided by Tripadvisor
S9142yymartinm
Jun 1, 2025
Great Sailing! - We had an awesome sail with Captain Fredo, mate Max, and sailor Jesse. I'm a small boat sailor and it was a treat to sail with a crew that knew their business. We went out on a blustery afternoon and had a ball. I only wish it was longer. We didn't bury a rail, but we were heeled over a bit. Our youngest son now wants a summer job on a sailboat! Cocktails were reasonable prices and strong. I would definitely do it again.
Review provided by Tripadvisor
Tx_r
Oct 6, 2024
Great Sail - Crew was great and the ship was well maintained. A great experience for myself and my friend. I highly recommend it if in Boston.
Review provided by Viator
G5658lochristophera
Oct 6, 2024
Great time - Went in October - bring a winter coat! Fun time, nice sights and scenery. Tour was 2 hours on the dot. Would recommend. Urns
Review provided by Tripadvisor
572gregge
Sep 30, 2024
You should do this ... - This is a great way to spend an evening in Boston. The views are awesome, the crew is fun, and the views from the harbor are spectacular. My wife and I had a great time.
Review provided by Tripadvisor
Luis_g
Oct 14, 2024
Not serious company. - The tour operator canceled twice this tour. I waiting for refund as soon as being possible. Last time was because of Weather conditions.
Review provided by Viator
From $68
up to 7 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).