We have done a lot of sailing/trawling at 5 to 8 knots--and it is the voyage, as much as the destination. For the most part these were large boats (mostly over 35 feet when we had kids with us). Crossing oceans with kids we were more comfortable with boats in the 46 foot plus size range. The smaller boats are just not as "livable" as the larger boats are. This does not mean that they are not as much fun or cannot bring as much or more joy to your life.
However, we found in the slow boats in the PNW, we really had to have much more of a rigid schedule because of the passes and currents. With the faster C Dories, we could do a number of major passes a day, but with a 6 knot boat, only one--maybe two in a long day. With the smaller faster boats, and children it becomes a bit more of the destination. We are currently in a 42 foot motor home with 4 slide outs (makes the interior 12 to 13 feet wide)--by far the largest we have owned. With 3 adults and 2 small children it is OK--but a 30 foot class A we traded in last year would have been too small for kids with the energies of our grandchildren. Of course we are all different--and our families are also different.
The 32 foot trawler is more of a between boat--mostly a one couple boat--with enough room to be comfortable, but probably would be crowded on a long trip with small children or several couples. To me the question is if the comfort of a 32 footer would equal or cancel the advantages of the trailerability of the Ranger 27 or 29?