Romantic Sail

A Richmond gal named Paula rented a stretch limo to take her boyfriend Christopher sailing as a surprise birthday gift. He got out of the limo and exclaimed, “Wow!” I took one look at the limo and said likewise. “My family has a house in Weems on the Corratoman River,” Chris said. “We have motorboats, […]
Sailing Annapolis

On an annual Christmas stopover before St. Michaels, we walked around the port of Annapolis to check out boats and boat names as if we were Sailing Annapolis. The imagination runs wild. Across from town, Eastport formed its own “island nation” and there is where many of these boats are berthed. They recently celebrated 150 […]
Sailing into History

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

Two couples and a solo sailor chased a Navy submarine for much of the afternoon. It was overcast and still, so we motored under the Coleman Bridge to the Yorktown Naval Weapons Station so they could see a sub in port. It was the third time this season that a sub arrived, which is very […]
Levittown Reunion

People ask, “Do you do reunions?” Four guys who grew up together on Long Island went sailing on the York and took one of their nephews along. They had a great adventure on the water in rising winds as we headed out toward the Chesapeake Bay. They rotated on the helm and were quick studies […]
20 Sailing Superstitions

Sailing Superstitions offers historical perspective to couples and families who want to enjoy private charters on the York River. Let’s go sail.
Sail a Tall Ship

People ask, “Do you get much repeat business?” Jim and Jo Ann Giesen of Ford’s Colony made a return voyage from last year, bringing with them their son Mike and new bride Jess. Mike had no problem on deck casting off. “I sailed on the US Brig Niagara,” he said. “It’s a warship made to […]
Santa Maria at Yorktown

People ask, “Do you ever see tall ships?” A replica ship of Christopher Columbus’s fleet pulled into Yorktown for Memorial Day Weekend. The Nao Santa Maria set sail in 2017 to mark the 525th anniversary of the original discovery of America in 1492. The 200-ton, three-masted ship blew in this week from Wilmington NC. Skip […]
Dolphins!

People ask, “Do you ever see dolphins while sailing?” For the first time this year, we saw dolphins in May in the York River. Two couples from New Jersey and Tennessee got up close as the dolphins zoomed in the wake of the sailboat while cruising the York River. Art Ford spotted two of them […]
How to Build a House

Peoplel ask, “What’s it like to build a house on the water?” Heather Masters booked a sail with her husband Ryan for their 20th anniversary. By their youth, I figured they got married at 15. We had a serene run up the York River to see the Navy submarine in port, and Ryan noticed a […]