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Classic Tall Ship Cruise in Boston Harbor

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Overview

Mobile ticket

Come out for a day sail adventure in Boston Harbor aboard our classic schooner, the Liberty Star. 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 city.

Choose our Mimosa/Brunch sail on weekends at 11:00 for a 2-hour sail including complimentary pastries and coffee from Flour Bakery as well as mimosas!

Drinks are available onboard for purchase via cash, credit, or Apple Pay - our menu includes several beers brewed right here in South Boston! We also have red and white wine, cocktails, soda, juice, and water available in addition to several snack options.

You are welcome to bring your own snacks or bagged lunches, but please no coolers or outside beverages.

There is no formal narration during our daysails, but feel free to ask the captain and crew and they’ll happily share their knowledge of local landmarks and history.

Additional Info

Service animals allowed

Public transportation options are available nearby

Infants are required to sit on an adult’s lap

Suitable for all physical fitness levels

Children must be accompanied by an adult.

We suggest that you arrive 15-20 minutes before departure.

Minimum drinking age is 21 years

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.

Cancellation Policy

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

What‘s Included

Classic Tall Ship Sightseeing Cruise of Boston Harbor

Gratuities (not expected but very much appreciated)

What To Expect

1

Boston

Classic Sailing Adventure in Boston Come aboard for a day sail in Boston on one of our classic schooners with plenty of deck space for social distancing as well as lots of fresh air and sunshine! The 90-minute sail aboard the Liberty Star is a great, family-friendly way to see Boston from a new viewpoint. Get away from the hustle and bustle of city streets and enjoy some quality time with your loved ones. You can also learn more about Boston with some of our captain and crew’s interesting and informative commentary as we sail. Got questions about a landmark? Just ask! Or soak up the sound and feel of the breezes.

Admission Not Applicable

Options

1.5 Hour Daysail (Every Day)

Beverages and Snacks: Cocktails, beer, seltzer, wine, juice, and water are available for purchase via cash or credit. Bagged snacks also available.

Reviews

4.69

582 reviews

Total reviews and rating from Viator & Tripadvisor

492
41
25
9
15
  • Relax

    Scott S,

    Sep 2, 2025

    - Viator

    5.00

    Very relaxed sailing. Not a narrated tour, but that was just fine. We had low wind and had to use the motor a few times, but the staff was great and very attentive.

  • Great Boston Experience

    Vance H,

    Sep 2, 2025

    - Viator

    5.00

    it was super smooth and a lot of fun. The crew was very engaging and it was a really nice day. The service on the boat was stellar, and it was very relaxing. It was really cool that they engaged the guests to hoist the sales.

  • Not good to reach specific locations...

    Karyn B,

    Sep 2, 2025

    - Viator

    3.00

    It was generally fine, but we had expected to sail the Boston Harbor Islands and instead never made it past the airport. This ship is highly wind dependent, so with light winds we ended up with the inner harbor and Mystic River. This is a fine choice for a simple sailing adventure, but don't count on it to reach any specific destinations.

  • Tall sailing ship cruise around Boston Harbor

    Lonnie K,

    Sep 1, 2025

    - Viator

    5.00

    This was excellent. A great way to be out on Boston Harbor on the water. We had never been to Boston or New England before and this was a great way to enjoy a little of Boston.

  • Amazing afternoon

    Kathy R,

    Aug 29, 2025

    - Viator

    5.00

    Beautiful afternoon Great staff & captain Best view of Constitution Great refreshments at reasonable prices

From $35.00

4.69
582 reviews
Check availability

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