Re: best deflator
I have inflatables with boston valves and I also use a Sea-Doo brand inflator/deflator to suck the last remaining air out of it.
However, even when it's completely drained, unless you've got one of those factory machines that folds it nice and neat, I doubt you'll ever get it back in the bag it came with.
Change the bag out for a cheap hockey equipment bag. Should fit is an inexpensive alternative.