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

4.9
(156 reviews)

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2 hours 30 minutes (approximately)
Offered in: English

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.

Private, hands‑on sailing on the beautiful York River just minutes from Williamsburg. Steer the boat, learn local history, spot dolphins, or simply relax. A peaceful, unforgettable experience for couples, families, and anyone seeking the region’s top sailing adventure.

What's Included

Privacy on a cushion up on the bow.
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.
Photos provided for free of your excursion.
Absolutely no illegal drugs onboard.

Meeting and pickup

Meeting point

Park near the pool and head east to G Dock.

End point
This activity ends back at the meeting point.

What to expect

Experience the region’s top‑rated private sailing adventure just minutes from Williamsburg and Yorktown. Step aboard a comfortable 32‑ft sloop for a peaceful, hands‑on sail on the beautiful York River, where steady breezes, open water, and stunning views create the best sailing conditions in Tidewater Virginia. Every charter is fully private (up to 6 people max), giving you the freedom to steer the boat, learn sailing basics, or simply relax on deck. Spot dolphins in warm months, enjoy wide‑open river scenery, and escape the crowds for an unforgettable experience perfect for couples, families and anyone seeking authentic coastal adventure. Great for romantic getaway.

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
Supplied by Williamsburg Charter Sails
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Tags

Sailing
Ports of Call Tours
On the Water
Shore Excursions
Small Group
Excellent Quality
Likely To Sell Out
Low Supplier Cancellation Rate
Low Last Minute Supplier Cancellation Rate
Short term availability

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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Rating

4.9 Based on 156 156 reviews
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