I believe the Montgomery boat which sailed to Hawaii was an M15.  I'm not aware of a 17.
 
Regarding sailing conditions for the M15. This morning I sailed "Really" from Coyote Point to Redwood City.  This is a 14 mile trip on San Francisco Bay.  There's a high pressure area to the southeast  which was supposed to make this a most pleasant warm weather sailing experience because of a flood tide with 2.5 knots under the San Mateo Bridge. However, a new weather report had small craft warnings for the bay in the afternoon.  There was fog off to the northwest.   I left at 9am with 12 knot winds out of the nnw. And  big wave action.  It must have been blowing last night.  I sailed with a 36sf, 4.5 ounce jib and a full main. I was flying.  Once I got under the San Mateo bridge it became  pleasant but at about 10:45am it started blowing over 15+ knots.  Because of the  wave action I put one reef in the main.  It wasn't enough.  I lowered the jib and sailed under control to the Redwood Creek launch ramp. 
 
I consider San Francisco Bay a marginal place to sail the M15 under these conditions because of all the variables and being on big water with no assistance nearby.  For many years I sailed a Pearson Electric and a Cal 20 in the same area and I had few concerns because of the deeper keels and being heavier boats.  Now - it's different.  You have to realize your limitations and the boats limitations. 
 
Rich Cottrell M15