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    On Watch Sailing

    5.0 (18 reviews)
    Closed 10:00 am - 9:00 pm

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    9 months ago

    Great time out with Captain Jack on Lyra! Unforgettable experience! Very informative and educational. Amazing sunset views as well!

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    5 years ago

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    Green B.

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    3 years ago

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    4 years ago

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    Green B.

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    3 years ago

    We had a wonderful two hours sailing with Green and Emma. Thank you! Next time we'll book a longer time on the water.

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    Green B.

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    5 years ago

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    Green B.

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    6 years ago

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    Green B.

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    7 years ago

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    Green B.

    I'm glad you enjoyed your trip, thanks for coming out!

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    5 years ago

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    Green B.

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    7 years ago

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    Green B.

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    9 years ago

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    5 years ago

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    Green B.

    Sunset sails are the best, thank you for coming out!

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    6 years ago

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    Green B.

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    6 years ago

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    Green B.

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    15 years ago

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    11 years ago

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    15 years ago

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    Review Highlights - On Watch Sailing

    Everything ran really smoothly, the boat is gorgeous, and Captain Green was very friendly and told some great stories.

    Mentioned in 8 reviews

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    America's Cup Charters - Corporate outing racing out of the harbor

    America's Cup Charters

    4.9(19 reviews)
    0.4 mi

    We go to Newport every summer and this was our first time trying America's Cup Charter and it will…read morenot be our last. I was looking for something different to do and came across America's Cup Charters. We opted for the daily 2-hour ticketed sail. Our 12 meter yacht was the 12 US 17 Weatherly, which is a legend and one of the three surviving wooden America's Cup defenders in the world. Bruce, Erica (the skipper), James, and Rebecca were super nice and extremely knowledgeable about the boat, sailing, history, and landmarks in the area. Erica had great command of the vessel and was able to make things fun while still ensuring the safety of everyone on board. Due to Covid-19, America's Cup Charter is limiting the number of people included in each tour and requires everyone to keep their mask on. I felt completely comfortable the whole time. I highly recommend the private charter and daily ticketed sail.

    I was visiting Newport and had some free time and booked easily on line a seat on a sailing charter…read more. Well... it poured rain prior ... but weather cleared and we went out on schedule 5:30. Excellent value and experience. The Captain was a retired history teacher and his son and daughter were the crew . Excellent people, friendly , knowledgeable of Newport,America cup details, who owns which yachts docked , and made sure everyone had a great time, helped hoist sails, do the grinding, steer boat. I have been on larger sailboats and this boat the Wetherly was smaller and required work by some people on boat and actually taught people how things work during a sail. There was a full group of people and some young kids and it was fun to see how much one boy knew more than I and others about sailing. The kid was infectious how much he was enjoying himself with his Dad ....everyone enjoyed questions, answers, and after 2 hours ; I felt like we were all friends for a long time... The knowledge of the island , the yachts, history of the waterfront houses was truly quite interesting. The son and crew member Teddy was highly respectful of all and the Captain'scDaughter clearly both knew their stuff. The water views at sunset were worth trip alone... what more can I say... easy booking on website ... no drama . Even assured refunds or reschedule if sail was rained out... very fair and reputable. What more can I say ; but anyone visiting Newport should include a sail with this professional run operation. I'll go again in heartbeat and already planning my next Newport visit and another sail with this company.

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    America's Cup Charters - Raising the main

    Raising the main

    America's Cup Charters - Chillin' on deck

    Chillin' on deck

    America's Cup Charters - Water views from sailing

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    Water views from sailing

    On Watch Sailing - boating - Updated May 2026

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