Join Date: Jan 2009
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It's probably to late to be of any help to the O.P., but for others that come across this page, I'll vote for Haven also. I chartered with them for a four day charter last summer. The owners are really nice and laid back. The boats range from new and nice to older and not as nice but, like others have said, the condition is reflected in the price. We went from Rock Hall to St. Michaels, to Annapolis, to Baltimore, and back to Rock Hall. That's a nice four day cruise if anyone is interested.
I'll also point out Baysail, which is located in Harve de Grace, MD (northern tip of the Bay). It used to be owned and operated by a lady named Kim who was quite controlling (although generally nice). As of about two years ago it was sold and the new owners are much more laid back. A guy named Steve manages (not sure if he's an owner) and he's really nice and helpful. I've chartered with them about four times and I also received my ASA certifications from them (great instructors).