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Sunset Sailing Cruise on a Tall Ship in Boston Harbor

icon 2 hours Mobile ticket Free Cancellation
Tickets from € 93.88

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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 skyline sparkling in the twilight. Drinks are available onboard for purchase via cash, credit, or Apple Pay - our menu includes several beers brewed right here in Boston! We also have red and white wine, cocktails, soda, juice, and water available in addition to several snack options. Snacks and bag lunches are welcome, but please no coolers or outside beverages. There is no formal narration during our public sails, but feel free to ask the captain and crew and they’ll happily share their knowledge of local landmarks and history.
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  • Fresh breezes and a unique view of the Boston skyline!
  • Gratuities (not expected but very much appreciated)
Departure Point

10 Waterside Ave, Boston, MA 02210, USA 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.

Return Details

10 Waterside Ave, Boston, MA 02210, USA 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.

  • Boston, Boston, Massachusetts, United States
    View beautiful historic Boston from a new vantage point, aboard a traditional tall ship.
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • SOME IMPORTANT DETAILS:
  • We suggest that all passengers arrive 15-20 minutes before departure to allow yourself time to check in at the boat, which is located at Fan Pier Marina (10 Waterside Ave, Boston).
  • Children must be accompanied by an adult.
  • Please advise at time of booking if wheelchair assistance is required. Our crew is happy to help get you onboard! Due to the nature of the vessel, we are unable to accommodate motorized wheelchairs. Surfaces are uneven.
  • Minimum drinking age is 21 years
  • Operates in all weather conditions, please dress appropriately.
  • PLEASE NOTE: In the rare situation where the seller is forced to cancel the event, ticket-holders will receive credit for a future sailing. The Company reserves the right to cancel any sail for inclement weather or other unforeseen circumstances. If the Company cancels your cruise, you may reschedule to another comparable sail or receive a Company credit, but no refund will be issued. Further, the Company may cancel any sail for a private charter in which case a full refund will be issued. The Company reserves the right to substitute vessels for any departure. For groups of 8 or more a 10% minimum gratuity will be added to your booking and you hereby authorize us to charge the gratuity to your credit card as an additional charge.
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
931elsys
27 Jun 2025
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.
biancaz404
26 Jun 2025
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.
fionamD7103FE
07 Jun 2025
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.
This tour in Massachusetts is organized by Liberty Fleet of Tall Ships

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We always double-check the availability with our local partners for each booking. Even though this is usually a swift process, it can take up to 24 hours. Once this process is completed you will receive your voucher or ticket by email. If our local partner is not able to confirm your booking we will offer you the best possible alternative. If the new date and/or time doesn’t fit your itinerary, we will reimburse the full amount paid.
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