Hi Okavango,
It generally takes about 90-120 minutes, although I've seen the occasional club advertise 5 hour courses, which suggests to me either they're profiteering, or regularly getting some seriously inept students
.
For once, with regret, I must disagree with Gengis. If tailwheel is to be taught
PROPERLY, it takes all of five hours. I might add that these days there is a good deal of very poor tailwheel training about, so be careful whom you go to. For preference, go to a high hours career instructor. Typically, club instructors commonly don't teach the wheeler landing technique and some don't even teach crosswind landing at all, which is
SCANDALOUS.
Remember also that some tail-draggers are easier than others to taxi or land. The Tiger Moth and the Cub are easy, however the Auster was a bugger.
I did my PPL on tailwheel aircraft, (or conventional undercarriage as we called it in those days) in 1960 on Austers, when we were nearly all taildragger pilots. I was taught by a guy who had flown heavy, multi-engine tail draggers through much of WWII, and he taught both three point and wheeler (aka roller) landings and both crabbing and wing-down approaches. I was taught to use wheeler landings always whenever landing cross wind.
When I returned to taildraggers in 2005, after a break of many years, I was taught to use a two point, one wing down method of cross wind landing (which, incidentally I had never seen before). I soon found that this was adequate only for light to moderate cross winds and using this technique in a wind that had grown probably a bit too strong while I was airborne, had my first and only ground-loop.
I suggest you first read 'The Compleat Taildragger Pilot' by H. S. Plourde and then you will know what you need and whether you are getting your money's worth.
Good luck Okavango.
Broomstick.