As a former trucker myself, also known as trucker Bob, welcome and do it! We now own a 30' S-2 center cockpit
. This will be the boat we do our adventures on. Good size,handle-ability, small enough not to bust the bank. Bought ours for $18,000. Insurance
very work-able, cheaper to berth if you want a few nights in a marina,etc. looked at around 40-50 boats, but kept going back to the S-2. Works for us, may not for you. We both did not like the aft cockpit
, the quarter berths among many things. There is more room in the aft cockpit
, but lay-out and since only the2 of us, what all do we need? Like I said, may not work for you. Looked at a very nice freedom 32'. That was third, second choice was a 32' Beneteau
. Really liked that one, but $55,000 was outside my bankroll. Big bucks don't buy the best,IMO. No permit
needed that I have found out about. We leave this summer for the same area as you are looking. If all goes as hoped and planned. Look for Eclipse. Best to you. By the way, 19 yrs trucking,2.78 million miles. What a hell of a ride it was,too.