text: what  would  be the  best  size  of  sailboat for.? four people. on coastal waters. great question!  i wrestled with this many years ago!  there's a clear break-point around 30ft, having to do with the average wave-length in normal weather in the u.s. littoral, where i assume you reside.  then you decide your tolerance for chop!  if you ant on average, less discomfort, go bigger (and pay the resultant freight!. otherwise, pay less and, on average, put-up with the chop!  as they say - take your choice and pay the piper!  but enjoy!  aside from flying - sailing is the ultimate pleasure in getting from a to b -assuming you have a lot of time to spare in both endeavors!