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  • Let's Go Sail.

    Join Us for Private or Group Cruises, Daily Charters and Lessons Along the York River
    757-876-8654

Charters

Choose from 6 Unique Sailing Charters

Testimonials

View all testimonials

Rates

Call 757 876-8654 for Availability

3-hour cruise departs daily at 11:00 and 2:30

  • Couples

    Semi-private

  • $150
  • Perfect for couples or friends
  • 3 hours sailing charter on York River
  • Cold bottled water provided, food welcome
  • Boat may include up to two other couples
  • Families

    Family

  • $250
  • Up to six people
  • 3 hours sailing charter on York River
  • Kids 12 yrs+ recommended
  • Cold bottled water provided, food welcome
  • Groups

  • $350
  • Up to six people
  • 3 hours sailing charter on York River
  • Sailing lesson optional
  • Cold bottled water provided, food welcome

 

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Make Your Reservation


Let's Go Sail! Williamsburg Charter Sails departs twice daily April - November for skippered cruises. Reservations are first-come, first-reserved. No booking fee, Visa and MasterCard accepted. Complete the reservation form below. You'll receive an email confirmation when your trip is secured.
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Captain’s Blog

Chesapeake Bay

Angry Bay

  Outside Deltaville, a churning Chesapeake Bay was smashing waves up to three feet against…

Uncategorized

Sailing Big

The Sefcik family of Ringoes, New Jersey, went sailing near Williamsburg while in town showing…

Sailing

SAIL AVAILS

SAIL AVAILS – 757-876-8654 Sun May 1 – 11 am sold out, 2:30 RAIN Mon…

Sailing

A Great Sailing Day

Debbie Black and her boyfriend Bernie Thomas drove from Frederick, Maryland, through terrible traffic on…

Sailing

Sail Caymans

  Grand Cayman Island is a great place to sail — catamarans. Sloops with keels…

Sailing

No Flags Today

Nor’easter winds are expected to gust 30-40 mph this weekend atop the renamed American Revolution…

Sailing

Sailing Cold

  Fred and Barbara Johnson live in Ely, Minnesota, close to the Canadian border. While…

Sailing

Wounded Bird

This double-crested Cormorant was walking slowly on the bulkhead of York River Yacht Haven, apparently…

Sailing

Sailing Free

Carol Roehling took her husband Alex Shalash’s family sailing in brisk winds on the York…

Sailing

Birthday Sail

Larry Perlow’s children sent him sailing with a pal on the York River. In retirement,…

Sailing

Sailing Later

Linda Louise Stamper of Indianapolis and her beau Scott dated a few times in high…

Sailing

Sailing Redux

Melanie and Horace Gilchrest of Portsmouth took their three sons on Willoughby Bay aboard SailTime’s…

Sailing

Sailing past Hugo

Hurricane Hugo devastated Charleston in 1989, leaving thousands without homes and power for weeks. Karen…

Sailing

Sailing to Tortola

Here’s an added feature to home-schooling. Every winter Lori and Jason Eitel of Conifer, Colorado,…

Sailing

Sailing to Sports

Sheila and Russ Abelein of Long Island raised their children to play competitive sports, including…

Sailing

Sailing Small

It’s difficult to sail a small dinghy of 8 feet because it lacks maneuverability and…

Rescue

Rescue at Sea

Those orange rescue vessels found on each side of merchant ship were made famous in…