My wife and I chartered Dreamwalker in 1998 in January. Capt''n Jack is a great guy and can also teach alot about sailing. I took a bareboat course with him, as a matter of fact many of the shots in his website and brochures are from our trip. Looks like he has new crew crew now, when we went Ann was first mate and one heck of a chef. The boat is first rate, fun to sail and the guest cabin (aft) is fine. Jack is open to any intinerary, we attempted a crossing to St. Croix, but were headed.
We still talk about teasing him as we are from Denver and on our first night the Bronco''s played Green Bay (Jack''s from WI) and we watched the Superbowl from Soper''s Hole with Cheese Graters on our heads.
The Herreshoff cutter is a fine vessel and is was in great shape, he had a hurricane since.