You are certainly off to a good start. With the Tanzer you are a little more physically connected to wind
and boat, than you will be with your new 38'er. Everything will cost a lot more. You probably have an inboard engine
that you will praise when it works and you need it, and curse when it doesn't work
and you need it, and regret when you have to spend a lot of money
on it. Yes, in general, the money
pit is broader and deeper with a bigger boat. But your accomodations will be much more comfortable and you will sleep better. You will be able to sail in more blustery conditions without taking such a bad soaking. Your draft
might keep you out of places that your small boat
The bigger boat needs a little more time and distance for maneuvering, so in tight places, plan your turns and your sail and trim changes plenty far ahead. With more mass, you might be more likely to crunch into immovable features than bounce off them. Recovering a crew overboard
, or getting your own self back onboard, will be a lot harder with the big boat. Get serious about running jack lines and staying clipped in, especially when sailing solo. You will probably do more anchoring
. Check your anchor rode
carefully for rust and chafe, and whatever anchor
you got, consider upgrading. Especially if you have a windlass
Learn to reef. Learn to reef before the weather
blows up, and also learn to reef after the weather
has blown up. Learn to heave to. A very useful skill in a boat over 30'.
There are a jillion traps and pitfalls to going to a larger boat and you are sort of skipping an intermediate stage, going from a 22' to a 38' boat. But overall you will enjoy it more, probably, especially if you are not sailing alone.
Be careful jibing, keep it under control. With an itty bitty boat, worse case you get wet. Well, or conked in the head
with the boom. On a bigger boat, sometimes things break. Important things.
It would be good to have some friends along for the first few times you take the bigger boat out, who have plenty of experience in midsize or larger sailboats.