I dont think there is any difference in learning how to sail an 18 vs. a 16, other than the daggerboards on the 18. I learned about 2yrs ago on an 18, (and still learning). The only downside I see to the 18 is the weight, and the daggerboards (depending on where you sail), when singlehanding. On the weight side my biggest problems are: raising the mast, taking the boat from trailer across the sand and to the water, and righting. All these, however can be compensated with different devices. As far as the daggerboards, they are one more thing you have to control if sailing in shallow waters. Otherwise they are a plus.