carrying a boat along with trailer......any of you do this?

I think to add storage and the rack, we need to go with a TT. My current fiver has limited storage for four people. The TT allows me to use a topper and this adds a great place for BBQ, chairs, firewood, outboard motor, ez up sun shade, coolers, etc..

I like fivers and can add the boat in the front of my vehicle, but storage is still limited in the 27'-30' fivers.

Thoughts?