Let's Go Sail Virginia

5.0(196)2 h 30 minFree cancellationBy Williamsburg Charter Sails

People enjoy history of Battle Capes and Siege of Yorktown, 1781.

About this activity

Few people get out on the water these days, and fewer still get to sail a modern sailboat. Here is the single-most unique activity in Williamsburg, where guests get to run the helm or just relax on the water.

Unlike crowded tourist boats, every charter here is 100% private. Guests can steer the yacht, trim the sails, or simply relax while taking in wide‑open river views, local wildlife, and the steady coastal breeze that makes the York River the best sailing waterway in the region. Dolphin sightings are common in warm months.

Perfect for:

• Couples seeking a unique, romantic experience

• Families wanting a safe, private adventure

• History lovers exploring Williamsburg and Yorktown

• Photographers and wildlife enthusiasts

• Anyone looking for the best sailing near Williamsburg, VA

Whether you’re celebrating a special occasion or simply want to experience the York River under sail, this is the region’s top‑rated, most authentic sailing experience.

What's included

✓CELEBRATE your anniversary or birthday with private seating on a cushion up on the bow.
✓You'll enjoy a 10% discount for the acclaimed marina restaurant York River Yacht Haven.
✓PHOTOS offered for free of the entire crew at sea, and on the wheel.
✓DOGS are welcome, and sometimes they attract dolphins (true fact).
✓Bring your own box lunch and beverages. Cold bottled water provided.
✓LEARN to sail by taking the helm (wheel) to turn the boat.

Not included

✕No drugs and no cats!

Meeting and pickup

Simply set your GPS to York River Yacht Haven. Park for free at the nearby marina pool and head to the Magnolia tree next to the pool. I'll meet you there.

Good to know

Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
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
ADA accessible with 24-hour notice.
Shade and padded seat provided.

Cancellation policy

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

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