I have trailered my 208 only a few times for longish trips , all under 75 miles. I use it primarily for storage and local seasonal launch and haul.
My 208 is bit heavier than the 205. My trailer is rated for 4700 pound load. I rebuilt all moving parts, all wiring, lights, actuator and brake lines three seasons ago. The trailer is a 2007 Venture ( I would not buy another Venture)
I upgraded to SS disk brakes on the axle that had drums and they work well.
If I were to do it again, here is what I would change from my original config: Aluminum frame over steel, SS disk brakes over drums, Torsion over leaf springs, and probably bunk over rollers. My rollers work well but they are added maintenance. The ramps I use have decent water so bunks would work OK. I boat in salt water and even with rinsing after use, the trailer takes a beating.