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.
Posted By : Heather_A
Just being able to go on a tall ship for the very first time and sailing around the Boston Harbor on a beautiful summer day. The crew is delightful and super funny.
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Posted On : 2024-07-22 11:50:26 
Posted By : askjeeves
Wonderful crew made it a relaxing and easy cruise around the harbor! I really enjoyed how there wasn’t commentary but the crew was really informative in case you were interested in learning more. Would recommend!
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Posted On : 2024-07-22 08:24:25 
Posted By : Diane_F
This was a great experience! The captain and crew were all great! This was a 90 minute sail around Boston Harbor. The captain was entertaining and had some fun stories. He even brough his dog Mr. Schwabee along. The dog had made over 700 sailing trips with the crew. The sail was relaxing, informative and a great memory for our Boston trip.
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Posted On : 2024-07-19 22:47:19
Posted By : Robert_R
Great attention from the crew...they were fun loving and worked with us to get great photos. This was way more fun that I thought it was going to be and that it would have been expected to have been.
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Posted On : 2024-07-19 13:47:13
Posted By : volfaninnc2
We had a wonderful time! It was relaxing and enjoyable and the harbor was so pretty. Crew did a great job. We definitely would recommend this tour.
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Posted On : 2024-07-16 05:33:02
Posted By : 795annmariec
Fun family trip! Highly recommend. Great for kids. Captain and crew were so nice and we enjoyed the beautiful sights of the Boston harbor.
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Posted On : 2024-07-13 09:40:33
Posted By : Jill_G
Great way to see the skyline and spend an hour and a half on the harbor. Definitely a must do when you come from out of town. Good for the price and great drink menu on board. Felt very personal was there were only two families on board. Crew was very kind and helpful.
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Posted On : 2024-07-12 09:17:47
Posted By : 856JanetR
Despite the unbelievable heat of the day, this trip was awesome! The crew was friendly and knowledgeable, the sailing was so much fun! They let the passengers participate in the hoisting of the sails and my brother in law take the wheel!
It was a wonderful experience on the ocean, would do again
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Posted On : 2024-07-11 06:51:44
Posted By : Tink1019
Our family booked this experience and wow it was lovely! Our two teen girls and 8 year old son all loved it. We got lucky that it was a little cloudy and not quite so hot out when we were out on the water. The crew were all so very friendly and polite and involved the kids when raising the sails. My husband and I had a cocktail and just relaxed. This was a wonderful relaxing cruise and the Boston skyline was beautiful. I would definitely recommend this tour.
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Posted On : 2024-07-09 21:16:28
Posted By : MAWilbur
We went on the 4:00pm cruise on 7/8/24 with another couple. The sail was GREAT! The boat goes out of the Seaport area of Boston, out near Castle Island and the airport, around by East Boston and by Rowes Wharf. Out by Logan airport was cool having the planes fly overhead. The ship is an old Tall Ship - beautiful. The captain and crew were all so nice. This is not a narrated sail, but the captain is very knowledgeable and friendly -very engaging. We all give it a 10 rating. Enjoy!
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Posted On : 2024-07-09 19:53:08
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