if your current trailer is indeed a 2007 wildcat 29bhp you most certainly already have a tow vehicle that could tow any Escape
I'm guessing there's not enough roof rack area on any SUV for a paddle board and a canoe (not to mention the electric bike), so you're probably going to end up with a pickup with a ladder rack.
I've seen pictures of other fiberglass trailers with custom-built boat racks that allowed the boat to be easily carried on top of the trailer.
If it's just you and the dog, then a 17' will be plenty of room.