Tours/Boston/Classic Tall Ship Cruise in Boston Harbor
Viator · group up to 49 pax

Classic Tall Ship Cruise in Boston Harbor

4.7(778)Boston1 hour
VIATOR4.7(430)TRIPADVISOR4.7(348)

Description

Come out for a day sail adventure in Boston Harbor aboard one of our classic wooden schooners, Liberty Star or Fame. 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. Consider our Pastries & Prosecco sails aboard Liberty Star, Sundays at 11am. This is 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 Boston! We also carry locally-distilled spirits, wine, soda, juice, and water 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.

Tour Options

Fame Daysail
  • Sail aboard the 1812 replica privateer, Fame of Salem
A Sail Through Time
  • Guided Historical Tour
Liberty Star Daysail
  • Sail on our classic wooden schooner, Liberty Star.

Itinerary

Pass by

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.

Highlights

Classic Tall Ship Sightseeing Cruise of Boston Harbor

What's included

Included
Classic Tall Ship Sightseeing Cruise of Boston Harbor
Not included
Gratuities (not expected but very much appreciated)

Traveller Ratings

4.7
778 reviews
5
654
4
59
3
34
2
15
1
16

Important Information

  • 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 due to inclement weather or other unforseen circumstances, ticket-holders will be given the option to reschedule or to receive a full refund.

Reviews(778)

J
Joseph_S
August 19, 2026
This is a lovely and...

This is a lovely and relaxing sailboat excursion right off of Boston Harbor. The meeting location is a bit hard to find, but you can’t miss the Oyster Bar right next door at the location, where you’ll be able to find the meeting point. The crew was excellent and I’d highly recommend to do this in an afternoon, especially if you spent the morning walking around the city.

S
Sharon_R
August 18, 2026
Tall ship experience

The staff was informative answered all questions.. Beautiful boat. Smooth saiing . Allowed participation in sailing

2
25janee
August 17, 2026
A Great Day on the Water!

Great time. Jasper our captain and the rest of his crew were awesome. We loved the who experience and we highly recommend it to anyone.

E
ElleP323
August 17, 2026
Tour with great potential

This trip had potential but felt light on substance. We had free time in Boston on a Saturday and booked it as a fun couple outing, but once we saw how many people were being packed onto the boat, we honestly expected an underwhelming experience. Fortunately, there was enough seating for everyone, which was a major plus. The ship itself was cool to see, especially its classic style, but the crew offered little information about it. We picked up a few interesting tidbits, but not nearly as much as I’d expected for the time spent on the water. The harbor view was pleasant, but the crew didn’t share any details about the coastline that I heard. It’s a lovely trip on the water though. The real highlight of the trip was the opportunity for hands-on activity at the beginning. The captain and crew invited volunteers to help get the ship out of port, and we had the delightful opportunity to raise the sails while calling out “HEAVE” and “HO.” Now that’s what I call a great time! I’d love to see this tour offered with a bit more historical flair. I think many people would enjoy learning more about the history of these ships, and even more, the people who lived & worked on them.

M
Michael_G
August 17, 2026
crew is great, service is...

crew is great, service is great, my only thing is that boat just circles around harbor between docks and logan, other similar sailing cruises go further pass logan and some islands and then come back which makes it a bit more interesting...

L
lynnecK1598SF
August 16, 2026
A perfect sail!

Took a sail with Captain Jasper, Logan and Celia on Fame. What a fantastic way to spend a sunny Boston afternoon! Captain and crew were friendly, entertaining and super knowledgeable about all things Boston and sailing. Would highly recommend!

Operator response

Sounds like it was a great day for you! Thrilled to hear that our crew took good care of you and you enjoyed your sail!

P
Patty_F
August 16, 2026
Boston for my birthday 🎉

Staff was very friendly thank you! We went along the coast and by the airport. Drinks were local yummy!

Operator response

Patty we were happy that you got to sail with us and sounds like you enjoyed it! We hope to see you back again in the future.

B
Beth_K
August 15, 2026
Crew was friendly and...

Crew was friendly and informative. The captain did an excellent job of docking the boat in a small dock.

Operator response

Beth we are happy to hear that our crew took good care of you and that you enjoyed sailing with us! Thank you for sharing your feedback.

B
Barbara_M
August 12, 2026
Fun on the water

Bring sunscreen! Lots of fun, but you’ll get lots of sun! Great team, cool boat. And a bar. What’s not to like?

Operator response

Barbara - yes sunblock on a sail is important! We are thrilled that you enjoyed sailing with us, and hope to see you again in the future.

7
745madisonl
August 11, 2026
Fun experience!

What a fun way to see the city! Captain Jasper and his staff made the experience great, super interactive!

Operator response

So happy to hear that you had a nice sail with us and that our crew took good care of you!

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