Re: Island Packet and Cape Dory 33- 40 range.
I have chartered a few IPs over the years. (Well to be totally accurate, I was just along for the ride on someone else's charters.) A 45', a 35' and a Packet Cat. All were nicely equipped with very comfortable accommodations.
The two monohulls sailed well with enough wind. We handled some rough weather in both and were comfortable. I don't think I would like either with the light winds I experience here in the Chesapeake. And both were somewhat difficult to maneuver in tight quarters, and fairly difficult to control in reverse. I am sure that would be less of an issue if we had more than a week to get used to the boat.
I have very little positive to say about the Packet Cat. Since that is not the subject, and I don't mean to boat bash, I will leave it at that.