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Let's Go Sail the York River in Gloucester Point, Virginia

Overview
Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern conveniences. Or sit back and relax in the cockpit or up on the bow of the boat for greater privacy. Great idea for engagement, birthday, anniversary or surprise gift.
City: Virginia
Tue 24 Dec
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You can choose the date already on the booking website
Starting at $96.42
Tue 24 Dec
Starting at $96.42
Make a reservation
What's Included
Bottled water
Learn to sail in 20 minutes. Grab the helm!
Run the helm as you learn to sail. Hoist the spinnaker for downwind sailing. Swim off the aft if the wind dies.
Additional Info
  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Infants are required to sit on an adult’s lap
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Friendly dogs welcomed.
  • Face masks required for travellers in public areas
  • Face masks provided for travellers
  • Hand sanitiser available to travellers and staff
  • Social distancing enforced throughout experience
  • Regularly sanitised high-traffic areas
  • Paid stay-at-home policy for staff with symptoms
  • Capt Bill will meet you with a mask and remove it once we get to sea. He will ask the standard 3 questions about symptoms, recent contacts, foreign travel. He has had both vaccinations,
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Traveler Photos
Reviews (76)
amandacC4717SK
May 2021
Highly recommend taking a sailing tour of the York River with Captain Bill O'Donovan! I purchased the couples cruise for my Fiancé and myself as his Christmas gift. Captain Bill was awesome to work with from the very start he sent a beautiful certificate to print out for the gift with all the details and beautiful pictures to include. He is super easy to work with and is very professional and friendly. We were thrilled with our experience. The sail boat was beautiful and kept up very well. It was super clean and he went out of his way to make sure we were comfortable during the whole trip. We packed a picnic lunch at about our halfway point we were able to go to the bow of the boat where there was a comfortable spot set up to relax and eat our lunch. Captain Bill was awesome he shared a lot of really interesting information with us about the area and different landmarks. He taught us about the boat and sailing. He even let me take the wheel for part of the trip while we sailed. It was a awesome experience I can't wait to go back and enjoy the wind and water and beautiful views again soon! Thank you Captain Bill for our wonderful experience. You really went out of your way to make this a memorable adventure for us.
Response from Host
May 2021
Thanks very much Amanda for that extensive and effusive review, especially for describing it as a wonderful experience. Wow!
577qianas
May 2021
We had a magnificent time sailing with Captain Bill!! He made our first time sailing experience easy!! Excellent cleanliness and excellent communication from the vey start. Thanks
Response from Host
May 2021
Thanks very much Qiana, especially for describing it as a magnificent time sailing. See you again June 19,
Bruce F
Apr 2021
On March 30, 2021, my wife , sister-in-law, brother-in-law, and I celebrated our respective wedding anniversaries by sailing the York River with CAPT Bill. What a wonderful few hours on the water. My wife, sister, and brother-in-law had never gone sailing. My last sailing excursion was in 1987 on Kaneohe Bay in Hawaii. I thought that I would surprise my wife of 42 years with something different . Boy was she surprised! It was a very breezy day so there was plenty of wind for the sails. CAPT Bill's many years of experience was quite apparent by the way he handled the sailboat. He expertly narrated many of the sights that were visible. The real bonus was seeing a U.S.Navy submarine berthed at the Yorktown Naval Station. It was a little chilly but we were dressed appropriately. If sailing does not relieve your stress or lower your blood pressure, there is no hope for you. If you want a few hours of respite from the constant shrill of bad and depressing news from television and the internet, I highly recommend sailing on Williamsburg Charter Sails. You will not be disappointed! Bruce E. Fuller, M.D.
Response from Host
Apr 2021
Thanks very much Bruce, especially for citing a wonderful few hours on the water.

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