I felt the same way as OP. I had started with beer, but SWMBO is a wine person. I too, was intimidated by the process of winemaking and the $$$ for juice/fruit/equipment to make it, for fear of screwing up a very expensive batch.
The answer is YES winemaking is worth it, and NO it does not have to be expensive. But how to get started?
I started with Skeeter Pee (recipe and detailed instructions at skeeterpee.com), and I'm glad I did. Here's why:
1) Its cheap. For a 5 Gallon batch, the ingredients cost under $20. Its just lemon juice, table sugar, a pinch of few LHBS things, dry wine yeast. So even if u screw it up (you won't) or hate it (you wont) you arent out THAT much. Also, since it doesnt need to bottle age like most wines, you can just bottle first few batches in 12oz crown caps like beer, rather than paying $$$ for a Corker, wine bottles, etc. I even use same big spoon to stir as for beer, disagree with the NEED for much of the winemaking supplies listed if you just try this recipe before going all-in with others.
2) Its quick. Brew day is DRASTICALLY quicker with this recipe (and many wines) than making beer. No mashing, steeping, 60 min boil, hops additions or wort chiller needed. Dissolve sugar, add other stuff, stir. Skeeter Pee also doesnt take THAT long from brew to bottle: 1-2 wks to ferment dry, 1-3 wks to clear, then bottle and ready to drink right away since no need for aging or carbing like beers.
3) Its simple-The instructions are very thorough, and gets you used to the parts of the wine process that differ from beermaking, like:
-periodically adding nutrients, energizer and such
-Stopping fermentation and letting it clear
-Backsweetening and bottling/corking
Also, once you've tried the basic recipe, there's unlimited ways to experiment and tweak it with any fruit flavor you or SWMBO want (see SP thread here)
After several tasty batches of this were in the bottles, I had the basics of winemaking down, and was ready to branch out to other wines with more expensive ingredients and complex recipes, along w putting $$ into winemaking supplies like corker, etc.
Just my (longwinded) two cents. Hope that helps. Winemaking is not as scary or difficult as it seems, IMO its easier and much less $$ than going All-Grain. Also 5 gallons of 11%ABV wine goes farther than 5 gallons of 5%ABV beer.