Will you marry meWill you marry meSean Kosmann brought Jessica Pettrey to Williamsburg and took her sailing on a bright fall afternoon, where he proposed to her in an elegant romantic setting.

He escorted her up on the bow of the boat and got down on bended knee (made difficult by recent knee surgery) to offer a fabulous diamond engagement ring.

DSCN2974She was totally surprised, and grinned the rest of the afternoon. The couple hails from Roanoke, where she is a pharmacist and he is an IT executive. That evening they had a romantic dinner in town.

After this event, I went out and bought a fake ring to give the fellow so he doesn’t worry about dropping it off the bow in all the excitement. Cost $8 on Amazon and came with a charming box. I’ve used it several times since, to great effect.

Sailing vs. Hiking

Sailing is easy. Walking is hard. Snookie and Adrian Baird sailed 20 miles on the York in a brisk autumn breeze, topping out at over 13 mph. That’s nothing compared to the 40-50 miles a day Adrian hikes on the Sierra Mountain trails of California.


He burns 4,000 calories a day and runs through three sets of hiking boots every 400 miles. One time, at the west fork of the San Gabriel River behind Mt. Wilson, he got up one morning and encountered a 300-lb. bear 50 yards away, moving toward some trash cans.

“I stood very still so as not to be seen, but she saw me anyway. She did a double-take at me and looked upstream to her cub to calibrate if there was any danger to the cub.” Another time he saw a mother and cub who were staring at him in deep concentration, or so he thought.” They were looking at a second cub, behind me. This was not a good place for me to be,” but the cub veered off in another direction to catch up. “They were conversing without sound, it was just amazing.

Boat for Sale

Will you marry meA client is selling a Seaward 32-footer, which is unique for its swing keel because it enables sailors to maneuver in shallow water. More important, you can trailer the boat anywhere instead of being stuck in one place like the Chesapeake Bay. But if you have to be stuck somewhere, the Chesapeake isn’t too bad. 

Update: The boat sold the first week. 

Let’s Go Sail to ask: Will You Marry Me?

Scroll down Rates and pick a day for a sailboat charter. Scroll down Reviews on Trip Advisor.  Go back to the Home Page of Williamsburg Charter Sails.   

will you marry me will you marry me will  you marry me

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