In facLearning in Rising WindsHaving been a motorboat dude all his life, Steven Cucick of Littleton MA brought his wife Christine to Yorktown to learn how to sail on the York River. We covered all three points of sail: close reach, beam reach, broad reach. We did a heave-to for Man Overboard. He sailed in light and fluky winds, the hardest to maneuver. Then he learned how to turn gracefully and tack in the other direction. He learned to sail in brisk winds by spilling wind and steadying the boat while maintaining speed.

The day was a total success because the winds grew from zero to 10 mph, offering numerous chances to adjust the lines for maximum speed and comfort. In fact, Steven learned more in three hours than a novice would normally learn in a day, in no small part due to native instinct and eagerness to learn. It was hard to give up the experience as the winds approached 15 mph.

Rather than buy a boat or try to schlep around to become rail meat crew on someone else’s sailboat, I used nothing more than his Zip Code and found a 33-foot captained sailboat for $400 half day at I found two sailing schools in Providence and two in Boston at So there’s plenty of opportunity out there to enjoy sailing without having to make a big commitment. They have two young children who might benefit from the family bonding of sailing.

Sailing Small

Learning in Rising Winds
He makes models

Michael Sterling fabricates models for a Philadelphia law firm. So he described his work while taking his wife Chris sailing near Williamsburg.

“I made the model of the Tropicana Hotel parking deck, which collapsed in Atlantic City. The $101 million verdict was the largest ever in terms of work claims in America.”
Now he’s into making drones, with all the advances connoted by drones. “I fabricated the six legs using a 3-D printer and fly the drone from a parking lot near home. And they’re good to 400 feet up until you get into regulated air space.”

Let’s Go Learning in Rising Winds

Now scroll down Rates and pick a day for a sailboat charter. Scroll down Reviews on Trip Advisor. Go back to the Home Page of Williamsburg Charter Sails.  

learning in rising winds learning in rising winds

More from the Captain...

Danger Sails

Danger Sails

A couple from metro Richmond returned for another sail and brought friends with them. Donna Ludwig recalled the last time she and Buddy went sailing. “It was with my brother-in-law on his sailboat, slightly smaller than this, say 27 feet. It was a day like today and we had a

Full Story >

Arts Quarter Sails

Award-winning actor Glenn Close was the star of the dedication of the William & Mary Arts Quarter, a massive reconfiguration of Phi Beta Kappa Hall into a half dozen buildings interconnected. Before several hundred alumni and guests in the new PBK, Close expressed heartfelt gratitude for their support, tearing up

Full Story >
Hover Sail

Hover Sail

Three couples from Georgia, South Carolina and Maryland converged on a cool, crisp Fall day to pursue the History Cruise. But first we sailed under the Coleman Bridge to view a Navy submarine in port. Doug Boyd reluctantly took the helm, having once sailed S-28s in Annapolis. He talked of

Full Story >