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. […]
She Said Yes While Sailing

Sometimes I get asked, “Do men propose to women on the boat?” Yes indeed. Brent Russell surprised his girlfriend Andrea Lefont with a sailing cruise on the York River, where he proposed marriage on the bow. She was stunned. He and I had arranged it so that we would sail downriver in brisk seas […]
Hurricane Coming

People ask, “What do you do in a hurricane?” The latest thing to do near Williamsburg is to batten down the hatches for the hurricane coming. Not since Isabel 19 years ago has a Cat 4 threatened the Virginia coast. At York River Yacht Haven, the yard crew pulled 33 boats of all sizes in […]
Shades of Improved Ego

People wonder, “Is sailing an ego trip?” When you start out to sail, you set yourself apart from the rest of mankind who lack your ambition. You have chosen an adventure that takes time to learn, time to hone, time to perfect. Not everyone can do it. Already you feel better. You think, This beats […]
Learning to Sail Big

Two fellows from Hampton Roads set out on a brilliant Saturday morning to advance their sailing skills by learning to sail big. Dan Fisher and Jim Brock took the ASA 101 basic keelboat course separately. Now they assembled for the next step, ASA 103 intermediate coastal cruising. They had never met before. Dan has a […]
Sailing Wisdom, Life’s Metaphors

People often ask, “Why is sailing so special?” Unlike any other sport, sailing lends itself to inspiration, as these three illustrations show. No other mode of transportation is so inspiring, except maybe trains (“City of New Orleans”), or the bus ride with Kathy in Simon and Garfunkel’s “America.” Sailing memories are a pleasant reminder of […]
Destroyers Compared

Sometimes people ask, “Can you compare Navy ships?” Yes, but preferably in profile. On a whim, Daniel Katekovich took his bride Connie sailing along the York River on their 30th anniversary. She had never been on a sailboat before, “if you don’t count a small catamaran.” She did great as we zoomed across the river […]
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 […]
Sailing Back to Virginia

People ask, “What if it rains?” Two weeks of rain led to a third week, but we were away in Florida. Finally, the skies cleared and charter returned as we went Sailing Virginia again. On this day we got to fly the spinnaker not once, but twice, and gybing as well. Check out the video […]
Marry Me? Yes!

People often ask, “Can I get married on a boat?” You bet. Ziquine Hopkins and Crystal Dorsy went on an evening cruise along the York where he proposed to her on the bow of the sailboat. She was totally surprised and slightly astonished that Zi had already told her family. The couple enjoyed a catered […]
Sailing the High Seas

People ask, “What’s it like to sail the high seas?” Two independent couples from New York and Virginia went sailing on the high seas of the York River as fresh easterly breezes provided a speedy route down river. In recent days the winds have been strong after a front blew through. By now they have […]
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 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 […]
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 […]
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 […]