this looks like a modifed vanguard Optimist.
why did you choose this type of boat? For what purpose did you choose it?
now to answer your questions " how far from the coast can you get on these? " I would travel no further than I could can swim back to shore, safely
"If you see a nice place to land can you just sail right onto it and beach it? " sure why not, my sunfish pulls right up on shore
"Or should you anchor and swim for it? " the only reason i can think to anchor is because you might be worried about scratching the hull after one season you'll be less worried about scratches and you'll be more interested in looking for a bigger boat.