I can't recommend what to buy, but tell you my plan...
I signed up for an "Adult Education" class given by the county I live in on woodworking. The class is 14 weeks and the first six weeks are a how to use the tools intro. The rest of the time is just free time with an instructor in the wood shop to make whatever project you want.
Also, if you don't need to take the class, they offer access to the shop on Wednesday nights and a few hours on Saturdays for $10.
Since I don't have room for tools, plus no budget for them, this will hopefully work out well!