Looks to me like the 24' Four Winns deck boat. Their 26' looks quite a bit bigger than that.
I am not saying I would do it, but he is probably around 6500 pounds with boat and trailer. And I thought that the Acura was rated to tow around 6500 pounds.
In regard to the ramp, I bet he has more trouble controlling the launch than the retrieve. AWD will help him get up the ramp, but that amount of weight will almost certainly slide him down the ramp. My 6500 pound surf boat sometimes does that when I launch with my Yukon XL.
He is likely closer to being within his ratings than many of the people who tow big TT with 150/1500 trucks.