Every summer I take Nanci Bond and Ellen Janoncyzk out on a commemorative sail on the mutual day of their late husbands’ birthday. They were both named Bob.

Commemorative SailOn a virtually still day with the York River like glass, we motored over to the other side of the river and all the way out to Tue Marsh. We covered myriad subjects: art, history, politics, family, children, grandchildren, weather, Colonial Williamsburg, sports, South Dakota, California, birds, movies, comedy, gardening, football, women, high school reunions, philosophy, clouds and more.

It was like a scene out of “My Dinner with Andre,” only better because it was on a sailboat. Curiously and fortunately, we did not discuss drugs, crime, war, work or Donald Trump. The waters remained placid.

Let’s Go Sail

Check rates and pick a day for a sailboat charter. See reviews on Trip Advisor from sailors like you. 

More from the Captain...

Lessons Learned for Advanced Sailors

Lessons Learned for Advanced Sailors

Let’s go sail the York River where couples enjoy a serene 3 hours. Take one of 6 sailing adventures near the Chesapeake Bay for your best vacation excursion: Adventure, Event, Appreciation, History, Lessons, Boat Buying. Sit in the catbird seat or up on the bow. People ask, “Can you repair

Full Story >
Stout Returns

She Said Yes

While sailing the York River, Zedric Jose took Sopha Levy up to the bow and proposed marriage. She said yes, to great enthusiasm from a family also sailing. They are in the US Navy, she in Williamsburg and he in Mississippi. They hope to collocate when they get married.  

Full Story >
Top 10 Things to Do After Sailing

10 Things to Do

Take one of 6 sailing adventures near the Chesapeake Bay for your best vacation excursion: Adventure, Event, Appreciation, History, Lessons, Boat Buying. Sit in the catbird seat or up on the bow. First-timers or skilled mariners can learn to sail fast on a cruise Near Williamsburg VA. They get to

Full Story >