Bigger does not necessarily mean safer, in fact the exact opposite might be true. The loads on the bigger sails become too much to handle for many and I for one would be fine in the properly prepared 35 - 40 foot cruiser. The abilities of the captain and crew have more to do with the ability to cross oceans, and don't forget the Southern Ocean, than a lot of other factors.
Courtney is My Hero
If a man is to be obsessed by something, I suppose a boat is as good as anything, perhaps a bit better than most - E.B. White