Well I know this is going to spark some controversy but I'm ready to take the good with the bad. .
I have a 3500 mega cab 4x4 and a 22' tournament ski boat. It sure would be nice to be able to tow that boat with a 5th. Biggest obvious problem is meeting the AZ 65' max since the truck is 20. 5' and the boat is 23'. Doesn't leave for much of an RV in between. I figure the boat/trailer weighs right @ 4500lbs. Would this just be way too dangerous of a setup to find a small 5th wheel, slap a hitch on the back and tow it all to the lake? I'm not against beefing up the framing on the 5th. Also I have my class license so please don't hound me on that. Really looking for some honest insights preferably from some folks who have towed doubles. I’ve seen this combo quite a bit with fisherman which I know some of those boats have to be similar in length and weight. Also for reference the boat trailer has inertia brakes. Thanks for the insights.

I have a 3500 mega cab 4x4 and a 22' tournament ski boat. It sure would be nice to be able to tow that boat with a 5th. Biggest obvious problem is meeting the AZ 65' max since the truck is 20. 5' and the boat is 23'. Doesn't leave for much of an RV in between. I figure the boat/trailer weighs right @ 4500lbs. Would this just be way too dangerous of a setup to find a small 5th wheel, slap a hitch on the back and tow it all to the lake? I'm not against beefing up the framing on the 5th. Also I have my class license so please don't hound me on that. Really looking for some honest insights preferably from some folks who have towed doubles. I’ve seen this combo quite a bit with fisherman which I know some of those boats have to be similar in length and weight. Also for reference the boat trailer has inertia brakes. Thanks for the insights.