We are Proud of our Reviews and 5 Star Ratings!


  •   We chose this excursion as a surprise for our daughter's birthday. A wonderful time was had by all! Captain Bill is an excellent host, a true professional and his vessel is beautiful and well maintained. Treat yourself! Set sail with Captain Bill!

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      Bill is a great captain, interested in sharing his knowledge of the area as well as providing a safe, exciting boat ride on the beautiful York River. We had a ton of fun with him. By the time the charter was over, he felt like...More

    thumb Chrissy I

      Requested and got a lesson while enjoying a wonderful many mile-covered 3-hour sail. Enjoyed the time; talked; asked questions; and got demonstrations. It was a day just prior to a front passage with lots of wind and some delightful heeling under close-hauled runs. I asked...More

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  •   Capt. Bill was a true professional who made everyone feel comfortable, safe and secure while teaching a bit of sailing infused with his history cruise package. Capt. Bill was the perfect example of the hospitality found within the sailing community. This day was much needed....More

    thumb Kevin A

      We greatly enjoyed our sailing trip on the York River. Bill was a knowledgeable and personable captain, and offered both saing advice and historical narrative about the battles of Yorktown during the three hour tour.

    thumb Benjamin S

      Capt Bill took such great care of my three boys. Every detail was attended to, and he taught them not only about the local history, but also how to sail! He instinctively knew what each boy needed, and provided it. He's got to be the...More

    thumb TrippNC
  •   As part of a "Best of Virginia Tour" that we planned for Sailing friends of ours from Michigan, we scheduled a private charter with Williamsburg Charter Sails. Bill O'Donovan gave us 3 hours of fun, wonderful sailing, and a nice bit of history. The experience...More

    thumb Diana A

      We had an amazing time sailing for my husband birthday. Bill is an amazing captain. He’s very knowledgeable, comical and patient. The boat was clean and in good condition.

    thumb Ryan4lyfe

      Captain Bill did a great job. This was our first time sailing and he explained everything we needed to know in a manner we could understand. He even let us drive the ship and explained the best way to do so. I would recommend this...More

    thumb katekdg2018
  •   We went on an afternoon sail with a party of six, ages 9 to 78. Even though the wind did not always cooperate, Captain Bill turned this into a rather memorable experience for our kids and taught them the first basics of sailing, they both...More

    thumb mwkonig

      What a fun experience! It was my first time sailing and Capt Bill was so welcoming and easy going. If you want to have a blast and not expend much effort this is what you need in your life. Loved it <3

    thumb Cjwoodson

      What a fun experience! It was my first time sailing and Capt Bill was so welcoming and easy going. If you want to have a blast and not expend much effort this is what you need in your life. Loved it <3

    thumb cjfox
  •   Capt Bill is a great skipper and very knowledgeable on local history. Sailing was very enjoyable and wife loved the boat and river cruise. Would Highly recommend if in area that time to book this adventurer. Capt Bill will even give sailing tips and explain...More

    thumb doctorappliance

      Captain Bill is a wonderful guy - the boat is super nice and Bill is a the story teller you want for a 3 hour tour. History if you would like it (we did), We had the opportunity to sail the boat, my better half...More

    thumb rbeach2018

      We had our company retreat in Williamsburg all week and this was a great way to relax after a taxing week. Captain Bill was a great host. I highly recommend.

    thumb KeithS3062
  •   A fantastic experience. We have done several boat outings, but this is our first sailing experience. However, it is the best boating experience by far. Bill was the best captain, extremely laid back; made you feel comfortable and treated us like close friends and family....More

    thumb ppittman2010

      My husband and I (mid-twenties) went on an afternoon sailing trip with Bill. Bill was very kind, easy going and full of knowledge about sailing. He allowed me to take the wheel and taught my husband how to handle the ropes when changing the direction...More

    thumb Sarah M

      Captain Bill was capable, gracious, and knowledgable. An outstanding host on an immaculate boat. A side note: trust his weather assessment rather than than the forecasts you may see on your phone.

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  •   Capt. Bill was very informative and the boat was beautiful. We learned so much about the history of Yorktown. We won this trip at a live auction for a local charity. The trip was to include up to 6 people with beer and water provided....More

    thumb catmcquade77

      During our Spring Vacation to Williamsburg this year we decided we would shift gears a little and charter a sailing tour with Capt Bill. In hindsight it was the best decision of the week. While it was a chilly day and not the sunniest, the...More

    thumb Sprdave32