What Megan said...
In terms of flying, the plane is the same, this includes crosswind handing. I will even say that in terms of allowing the main wheels to contact the surface during landings, taildraggers are very similar to tricycles - because you're still flying as far as the plane knows - the rudder is still ruddering. The problems seem to come when pilots give up flying taildraggers much too early int he landing. Yes, I reluctantly agree that you can give up flying a tricycle shortly after touching the mains, and probably get away with it. You must fly a taildragger until it has stopped - seriously! In truth, I fly my tricycle to the parking spot too, but that's just my sense of discipline.
Tricycle planes make new pilots lazy on the pedals - you really don't need to use them much, and if you're sloppy, the plane will tolerate it. As long as a taildragger has the tailwheel held off the surface, and you fly it with average pilot skill, you'll be fine. So, wheel landings! When training tricycle pilots to fly taildragger, I notice with alarm that the pilots seem to wrongly think that as soon as they can get the tailwheel on the surface, they don't have to worry about steering any more - no, that's when the work begins! The tailwheel steers the plane at taxi speeds, otherwise it's the rudder doing the steering, so that's what you must use. If you are holding the tail off, your mind will realize that you are still flying the plane.
Yes, when I was trained to fly the DC-3, I accidentally three pointed it. I felt the instructor's hand come up behind mine on the power levers, and push. As he calmly said "we don't three point DC-3's", I noticed the torque at the top of the red, as I realized he had turned my landing into a touch and go. With that gem of knowledge, I transitioned to wheel landing all taildraggers I flew. The Tiger Moth was one of the few I still three pointed, just 'cause it seemed happy landing that way, and I did not become accustomed enough to the view to play with wheel landings - I didn't fly them a lot. If I have another opportunity in a Moth, I would experiment with wheel landings for fun.
The vital thing about landing a taildragger is that the plane must absolutely be restrained from heading changes on the runway. It must be held right on the centerline. wandering laterally even a couple of feet will result in over controlling, and a ground loop. Happily for my discipline, my taildragger's wing tip floats would strike my runway lights were I to be five feet laterally off the centerline either way. So, not wanting to crunch either, I keep it on the centerline, and everything works as intended.
If you want to ease your transition to flying taildragger, the most important thing is to find a very experienced instructor to mentor you. Then, focus your mind on flying with precision. Try to fly from grass if you can. Look for a day with a 3- 5 knot 30 to 45 degree crosswind from the left (most pilots reference from the left better than the right when in the flare). You want that crosswind for your practice, the plane can handle it just fine, so should you - any taildragger you'll find to fly will handle 10 knots direct crosswind, so 5 knots at 30 to 45 degrees is well within the capacity for good control. You want it, because as you practice your wheel landings. Now you have the conditions, spread out the challenge of landing longer along the runway, so it's not all happening at once. Things go bad when you're task saturated. so trting to get three wheels onto the surface nicely at one time is three times the effort as trying to place one - task saturation. Instead, your very gentle crosswind will allow you to place the upwind main wheel on the surface first, and pause while you hold it there. Upwind main down, apply a little aileron to hold it there, if doing so lifts the downwind mainwheel a little higher off the surface for a few seconds, no problem. Hold the aileron that way (until you turn off the runway), as the other main will settle on as the plane slows - no task for you, less task saturation. Now, as the other main nicely settles on, apply a slight check forward on the elevator to delay the tailwheel touching, while meticulously hoping the plane on the centerline with the rudder - no sloppiness tolerated. As the plane slows, and you sense the tail settling, apply more stick forward to hold it off. Ideally, the tail will gently settle on with you holding the elevator full nose down. Important note: NO use of wheel brakes until you're holding full UP elevator.
You have eased your effort, by spreading the task of landing further along the runway, so it's not all happening in a blur at once. The bonus of the wheel landing will be that once you have the main wheels planted on the runway, and you've raised the tail a little (while NOT touching the brakes!!!), you have reduced the angle of attack, and you can hold it there as you slow. It's pretty well impossible to bounce a landing when you reduce the angle of attack as the plane slows - a lot of the lift jut went away! And, with the tail up, you have a much better view out the windshield.
Yes, being a proficient taildragger pilot will generally improve your flying skills, particularly in multi engine planes. You'll use the pedals in flight! (Important in the case of an engine failure in a twin). While I was flight testing a modified Twin Otter (yes, it's a tricycle), the very experienced training pilot right seat said to me: "You fly taildragger a lot, don't you...?". "well, yes..." I replied, "what makes you think so...?". "Because you use the pedals." was his reply. I felt complimented....
On the obverse, while overseeing a formal test pilot from the "authority" flying a modified Cessna Skymaster (yes, another tricycle), I found that he was very poor in using the pedals. The result was that during his slow flight, the plane kept breaking into incipient spins, as he did not control speed well enough to prevent a stall, and then did not keep the ball centered to prevent a spin. No harm done, but I finished the flying for him to assure that the actually compliance of the plane's handling was actually demonstrated! I inquired, he was a jet pilot, who had never flown a taildragger. I'm sure he was a fine jet pilot. We weren't flying a jet.
Go fly taildragger!