LET’S GO SAILING in Williamsburg, Yorktown, Gloucester VA

As a unique event on vacation or here at home, you can enjoy an ideal getaway with your own private party of up to six people on a leisurely cruise along the historic York River. Modern 32-foot Hunter sloop offers a comfortable cockpit, catbird seats, cooler of ice, and “head” restroom. Cruises embark twice a day from Yorktown and Gloucester Point. Here’s an extraordinary gift for an anniversary, honeymoon, graduation or family reunion.

Call 757-876-8654 for reservations. Rates are $130 couples, $250 families, $300 groups.

For details, go to williamsburgchartersails.com.

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Meet the Captain:

Bill O’Donovan holds a 50-ton captain’s license with the US Coast Guard. Need sailing lessons? He is a certified sailing instructor with the American Sailing Association. He has undergone sailing instruction by J School in Key West and by the American Sailing Association in South Carolina. He has sailed the York River nearly 20 years, where he teaches an adult class for the community-based Williamsburg Area Learning Tree.


Our Fleet

When you join us for your sailboat charter, you’ll sail on a 32-foot modern Hunter complete with in-mast furling and oversized sails for maximum speed. Sophisticated controls reduce the size of the sails to minimize leaning and ensure everyone’s comfort. A giant colorful spinnaker is raised for light downwind running. Yanmar 18 horsepower diesel powers the boat in creeks.

With sailing instruction through our sailing school you’ll learn what will enable you to sail most any boat. The boat meets all US Coast Guard standards and has shipshape equipment, including color-coordinated lines and well-marked blocks.

With our many charter sailing options, we have the right tour whether you’re visiting our area from out of town and in search of a unique vacation adventure,  an employer wanting the perfect corporate retreat or a local looking for a fun family chartered sailboat trip.

For details, go to williamsburgchartersails.com.

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