Re: Tow vehicle help
When you say "3500lbs (dry weight) boat", is that just the boat or does that include the 700-800 lb-ish trailer too? If not, you are a lot closer to 5000lbs than you think. If you are SURE that you will only be making the trip twice a year and nothing else and you are not using any highways or traveling at highway speeds, then there are more tow vehicles to choose from.
My boat is 3250 lbs dry and the trailer is 750lbs. By the time I get our food and gear, and also the boat's food (meaning gas - 40 gal at 7.5lbs/gal = 300lbs) aboard, I am already pushing probably 4500 lbs. Or rather TOWing 4500 lbs.

Towing 4500 lbs with a vehicle not rated for it could lead to problems. Towing puts a lot of strain on every part of the tow vehicle from cooling system, to engine, to transmission, to frame, to suspension, to brakes, to tires . . . you name it. You say you drive on country roads, but what shape are those quiet country roads in? Nice and smooth and straight and flat, or rough and bumpy and curvy with stop signs all over the place?
If it were me, I think I would look for something that I could safely tow 5000 lbs juuuuuust in case I wanted to go further than 4 miles, or more often than twice a year. I would be looking more for a 3/4 ton crew-cab pickup or a Yukon/Expedition type of a vehicle that could safely tow my boat, and house any family/friends that were going too. Granted most of them are not good daily drivers though.
My son has a newer Toyota Tundra and he is happy with it. He has towed my boat, and his own Silverline 22vht with no problems. I'm not sure how much his boat weighs, but it is more than mine. He uses it as a daily driver too and tells me he is averaging 24-ish mpg.
Just my $.01 worth.
Wayne