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 Summer’s End

People ask, “Is Labor Day Weekend busy on the river?” Too busy for me, as a professional mariner. Labor Day weekend brought us to sailing summer’s end. It came complete with all kinds of amateur motorboaters who consistently drove across my bow, sometimes too close. While I lament that so few boats are on the […]
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 All Over America

People ask, “Where do your clients come from?” All over the East Coast and occasionally out West. A family from Sacramento CA went sailing on the York River while touring Williamsburg. “We’ve never been on the East Coast,” said Kristin Marco, “and tomorrow we’re seeing Washington.” They became the first of multiple families this week […]
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 […]
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 […]
Man Overboard!

People often ask, “Is it hard to rescue someone who falls off a boat?” Yes, because it requires extensive training. The second scariest moment on a boat is to hear the dreaded words, “Man Overboard!” Fortunately, trained sailors can execute maneuvers to turn the boat and go back for the rescue. It can take as […]
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 […]
Return to Williamsburg

People often ask, “Why is Williamsburg so popular?” I like to say that so many people have moved or retired to Williamsburg from up North that it has eviscerated the southern accent. In a new twist, Claudia and Scott McDougal returned here. “We left 40 years ago,” Scott said. “We’ve been living in Denver,” Claudia […]
Distinct Navy Ships

People often ask, “How can you tell Navy ships apart?” Two Navy warships blew into Yorktown Naval Weapons Station this week with distinct profiles and missions. The USS James E. Williams is a classic destroyer of the Arleigh Burke Class. Launched in 2003, the Williams is usually part of a carrier strike force in the […]
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 […]
20 Best Sailing Jokes

Everyone wants to know, “What are the best sailing jokes?” Alternatively, “What are the best boating jokes?” What’s a boat party without nautical jokes? These are gleaned from Yachting & Boating World’s ybw.com. Barcode Navy Why does the Norwegian navy have bar codes on the side of their ships? So that when the ships […]
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 […]
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 the Great Outdoors

People ask, “Can you sail full-time?” Sailing the Great Outdoors is a way of life for a select few who cruise off the coast and sometimes around the world. Some days are busier than others with big ships coming and going. Winds can become at once fluky and gusty on the York River. We observed […]
Make-A-Wish Sailing

A Texas family sponsored in Williamsburg by the Make-A-Wish Foundation wound up their vacation with an outdoor adventure by going sailing on the York River. Earlier we got rained out but rescheduled the next day under cloudy and cool conditions. It was actually quite pleasant. Because Let’s Go Sail is ADA compliant, I moved the […]