Sailing with Family

The question arises from time to time: “Can you take more than 6 people sailing?” Alas, no, for it’s a USCG license limitation. Karen Gillingham of Yorktown booked a sailing cruise with family, but she didn’t get to go because the USCG limit on six-pac license is six people. Her husband Ron turned out to […]
Sailing from Rural America

I get asked, “Do you do birthday sails?” Yes, here’s a 50th birthday sail. The week began with a continued warm front offering flat seas in the morning and rising seas in the afternoon. A couple from rural South Boston VA were celebrating her 50th, and a family from rural North Carolina were in Williamsburg […]
Sailing at 85

People sometimes wonder, “Who’s the oldest sailor?” Here he is. A Maryland family rescheduled a rain date and wound up sailing the York in a rising afternoon breeze that they found a magnificent adventure. Weeks earlier, Kathy Self had hoped to bring her uncle along with her father Jack Green as a birthday surprise […]
Captain’s Choice

People often ask: “Is it hard learning how to sail?” No, not at all. Two couples from Richmond and Lynchburg had never met until they went out on the York River to learn how to sail. What they got was a primer on the water and a rare view of a passing Navy submarine. En […]
Name that Boat

People are always asking, “What are the best and worst boat names?” Most boat names like these at right reflect bad puns, good women or bad situations. While traveling through North Carolina and South Carolina, I found a curious set of names at a marina in Wilmington. The US Coast Guard has strict naming rules […]
Sailing Through a Storm

People often ask, “What’s it like to sail through a storm?” It’s challenging, for sure. A young couple from Charlottesville drove all the way to Williamsburg to take three children sailing on the York. They wound up learning quickly about sailing through a storm. Actually, when a storm approaches is the best time to roll […]
Sail Alaska

People sometimes ask, “Can you sail in Alaska?” Certainly. Tripp Wood lives in Charlotte NC and Alaska. It’s rare to find anyone who can sail Alaska. “My sons help as deck hands and first mates on our fishing charter out of Whittier, Alaska. I used to sail, and I’ve always wanted them to experience the […]
Sailing Teamwork

A Portsmouth couple bought a 27 Seward to dock near their house. Then they set out to learn how to sail as a team by mastering a Capri 22 through ASA SailTime Virginia Beach. So began four outings in three days of sailing teamwork. Days 1 and 2 were compounded by considerable Navy activity around […]
Who Goes Sailing

“It’s remarkable how quickly a good and favorable wind can sweep away the maddening frustrations of shore living.” – Ernest K. Gann Those who cruise with Let’s Go Sail on the York River cross all demographics, but they tend to skew more affluent. They are slightly overweight but never obese, and they have some college […]
Mega-Yachts at Sea

Can super-yachts handle very rough seas? By Ron Larson, Encinitas CA I’ve never been on a super yacht in rough seas. However, I would say no. I would not want to risk my life on one in a major storm. I suspect that they would be fine, to a tipping point, then all hell would […]
Zen on the Bow

“The great thing about [horse] racing is she can get deeply immersed for two or three hours at a stretch. And it is completely different from her everyday work—a switch-out from what is going on in the world that is worrying or unhappy,” said Michael Osmond. “One of her private secretaries told me it has […]
Sailing Under the Bridge

Although it’s taken for granted by locals, the Coleman Bridge is a spectacular piece of engineering and a vital link between two regions of eastern Virginia. It’s an adventure to go sailing under the bridge. After the boom years of World War II, it became apparent the ferry from Yorktown to Gloucester Point would be […]
Sailboats and Warships Compared

Arguably there is no comparison because the two experiences are so different. My daughter, who’s in marketing, suggested imbedding a giant billboard in the mainsail saying, “You’d have a better time on this boat.” So let us consider sailboats and warships compared. The biggest difference with the two tourist boats is that you get to […]
Bachelorette Party

How are men and women different? Men prefer to hold a bachelor party on a motorboat while women prefer a sailboat for a bachelorette party. The reasons are simple. Men like boats that go fast, make noise and stink. What better place to enjoy your last night of freedom than on a motorboat? Women enjoy […]
Is Sailing Considered Safe?

Is the boat safe? Stand back on the dock and look at it. One tell-tale sign that a sailboat is ship-shape is that the lines (ropes) are clean and not frayed. The fiberglass doesn’t have to gleam, but it should be intact without gouges, cuts or holes. (A few spider cracks are to be […]
Shipshape Sailboat

The list is endless to keep a sailboat shipshape. It breaks out into several lists of discrete responsibilities based on timetables. That way, things proceed in an organized way that stops short of overwhelming the skipper. Here is a starter kit for the new sailboat owner. It’s easy to become intimidated by such lists, which […]
Ships of the York

You can go for days without seeing another boat on the York River. Then they show up in multitudes, seemingly for no reason. In fact, there is a cycle to the boating and shipping traffic. Here’s a rundown of the range of boats and ships along the York River. Next, a unique factoid is […]
10 Mistakes Newbies Make

1. OVER-THINKING—Look, this is a sport. It’s not rocket science. Many of my students had bad experiences on a sailboat as a child or with their dad or first husband. That was then. Now you have another chance. Clear your mind of preconditions and take one step at a time. Read a beginners book like […]
Sail Cheap

Our charter company Let’s Go Sail offers a special Boat-Buyer Cruise for those inclined toward acquisition. The three-hour cruise is a challenge because the prospective buyer is often a fellow whose wife isn’t all that crazy about the idea. In fact, some women remain hell bent against it. For both of them, I suggest getmyboat.com and […]
Sailing with House Guests

I once toyed with running an ad in the Ford’s Colony community bulletin that replicated the info graphic above. It derived from a burst in activity from couples who were visiting friends in the planned community and evidently stayed too long. Normally the home couple would join them, but clearly they were fed up. So […]