Classic Tall Ship Cruise in Boston Harbor
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Escape the busy streets of Boston and spend a relaxing day on the water with a classic tall ship cruise in Boston Harbor. Board one of our charming wooden schooners, Liberty Star or Fame, and enjoy stunning views of the city skyline from the deck. It’s a perfect way to unwind, soak up some sunshine, and experience Boston from a fresh perspective.
For a special treat, join our Pastries & Prosecco sails aboard Liberty Star on Sundays at 11am. This 2-hour cruise includes complimentary pastries and coffee from Flour Bakery, along with refreshing mimosas. It’s a delightful way to start your Sunday, whether you're celebrating or simply enjoying a leisurely morning on the water.
Throughout the cruise, drinks are available for purchase using cash, credit, or Apple Pay. Choose from local Boston-brewed beers, spirits from nearby distilleries, wine, soda, juice, and water. Feel free to bring your own snacks or a packed lunch, but please note that coolers and outside beverages are not allowed onboard.
While there’s no formal narration during the daysails, our friendly captain and crew are happy to share their knowledge about Boston’s landmarks and history. Just ask questions or sit back and enjoy the breeze and panoramic views.
Frequently asked questions
How long is the cruise?
The cruise lasts between 1.5 to 2 hours, depending on the specific sail.
What is the group size?
Up to 15 guests can join each cruise, making for an intimate experience.
Is the cruise suitable for children?
Yes, the cruise is suitable for all ages, including infants, children, and adults.
Are drinks available onboard?
Yes, drinks are available for purchase, including local beers, spirits, wine, and non-alcoholic options. You can also bring your own snacks or lunch, but outside beverages and coolers are not permitted.
Is there commentary during the sail?
There’s no formal narration, but the captain and crew are happy to answer questions and share interesting facts about Boston’s landmarks.
What should I know about cancellations?
You can cancel for a full refund at least 24 hours before the scheduled departure. Cancellations within 24 hours or due to bad weather may not be refunded.
Free cancellation
Full refunds are available if you cancel at least 24 hours before the scheduled departure.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 1.5 hours – 2 hours
Check availability to see start times.
Guided experience
Language options are confirmed when you check availability.
Key facts
What's included
Included
- Classic Tall Ship Sightseeing Cruise of Boston Harbor
Not included
- Gratuities (not expected but appreciated)
Itinerary
Enjoy a scenic sail in Boston on one of our classic schooners, with plenty of deck space for fresh air and social distancing. The 90-minute cruise aboard Liberty Star offers a family-friendly way to see Boston from a new angle, with opportunities to learn about the city from our captain and crew.
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Classic Sailing Adventure in Boston
Join us for a relaxing day sail aboard one of our historic schooners. Feel the wind, soak up the sun, and take in views of Boston’s skyline and waterfront. Ask questions or simply enjoy the peaceful ride as you experience Boston from the water.
Meeting point & pickup
Meet at the starting point
Access the outer boarding dock via a gangway just to the right of Reel House Oyster Bar’s outdoor seating area. Please arrive 15-20 minutes before your scheduled sail to ensure a prompt departure.
Open in Google MapsCancellation & confirmation
Free cancellation
Full refunds are available if you cancel at least 24 hours before the scheduled departure.
- 100% refund if canceled at least 1 day prior
- No refund if canceled within 0–1 day(s)
- Cancellations may occur due to bad weather or insufficient bookings
Instant confirmation
Your booking is confirmed immediately after checkout.
From $39.55 per person
- Free cancellation
- Secure checkout with our booking partner
