How Charter Sailing Started

Special to the KCSA Bulletin People wonder, How did you start the sailing business?” It started with a few words, Let’s go sail the York River. The object was to let couples sail a serene three hours. In retirement, Kingsmill resident Bill O’Donovan has pursued a charter boat business to share the joy of sailing. […]
How to Sail Like a Pro

People ask, “What’s the best way to sail like a pro?” Don’t forget to wear an ascot. WATCH VIDEOS—This is a good first step because you can choose from myriad short videos on You Tube to see how things work. Focus at first on the Close Reach, Beam Reach and docking. The rest is details. […]
8 Little-Known Ways to Sail

I get asked, “Are there different ways to sail?” Yes, here are eight ways. 1. Caribbean Day Sail—The common expectation for a trip on a yacht rental in St. Thomas or St. John is to fly in and take a bareboat out for a week with another couple or two. That’s fine, but pricey and […]
7 Menu Ideas for a Sailboat

People frequently ask, “Can we eat on the boat?” Yes! Everything is better on a sailboat, especially food. Here are 7 menu ideas for a sailboat to make the voyage a culinary adventure. Subway Consider Subway a metaphor for any take-out food from chains, supermarkets and restaurants. Subway just happens to be the most popular […]
First-Time Sailors

Some people ask, “Can you take me sailing even if I’ve never been on a boat before?” Hop aboard! Ian Whitfield and Makini Clay brought another couple with them from Richmond. They celebrated Ian’s birthday with a unique outdoor adventure near Williamsburg. I asked if he had sailed before? “No, I’ve never been on a […]
Celebrate Summer by Sailing

I’m often asked, “Can you sail in light winds?” Yes, but it’s more challenging. Light winds on the York were enhanced by lively conversation among two groups one bright summer day. A New York City family joined a Richmond couple on a beautiful afternoon that left us celebrating summer by sailing. Daniel Rodriquez brought his […]
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 […]
Beware Illegal Boat Charters

From workboat.com People will ask, “Is charter sailing legal?” Yes, but only because I’m a USCG certfied master captain, 100 tons. Illegal charters are becoming more of a menace, not just cutting into commercial passenger vessel operators’ business but also raising the specter of accidents leading to higher insurance rates and more regulation. The boats […]
Sailing Off Brazil

I get asked, “Does it take imagination to sail?” Oh sure. Two adult siblings and their spouses arrived from southwest Louisiana to check out the bayou known as the York River, otherwise sailing off Brazil. They were on adventure while vacationing at Williamsburg. Brothers-in-law Timmy Brunet and Darrell Scott have known each other for years […]
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 […]
Buying a Sailboat? Do it Yourself

https://www.youtube.com/watch?v=NxU-kkiYFeU People ask, “Is it difficult to buy a sailboat?” No, and you can do it yourself without a broker. At Let’s Go Sail, the Boat Buying Cruise is for those who are determined to own their own sailboat. Unless they’re flush with cash, I recommend buying used. For one thing, the engine is already […]
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 […]
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 […]
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 […]
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 […]
Sail Past Navy Ships

Nearly every week, except during the holidays, we sail past Navy ships as they ply the York River to and from Yorktown Naval Weapons Station. They arrive usually on Monday around noon and depart Thursday or Friday morning. These ships are magnificent to see coming over the eastern horizon from Norfolk Naval Base. I […]
Sailing into History

A young man from Prescott AZ (grew up in Baltimore) brought his wife to Williamsburg for an annual trip they’ve done for years. They wanted the History Cruise, so I dove deeply in the 1781 Battle of the Capes and the Siege of Yorktown that effectively ended the Revolutionary War. They had some history of […]