Ok so I see alot of people are wanting to learn DW foiling and maybe getting some mixed messages from people or shops who really might not really know themselves so here is a bunch of info with no bull**** and the easiest way to learn.
Foil: Big as you can, I still say the only real foil on the market that is proven is the Gofoil 280, lots of other brands claiming their wings can DW and I am sure they can for the person who has already used the bigger 280 wings or if they live on Maui and have 30 knots every day.
But in the real world we have 15 to 20 knots if we are lucky and if you try learning on a 200 or similar size wings then good luck as you will extend you learning curve massively!!
Board: Anything really can work but smaller and lighter is better if you are comfortable on it, if you go to small and twitch around this will make it hard as you do need a few good power strokes to get going in most cases.
DW perpose built boards are better if you can afford them as they stick less if you touch down and if made right they will skim and even lift back off when you make small mistakes and they do happen!
Learn to go slow this is VERY important and a real key to DW foiling well, if you try and just go fast all the time then you will do 100m and be stuffed, you have to read the water and understand what can be pumped over and what can not.
It will get easier, when I learned I loved the 280 and tried the 200 a few times and it just seemed hard work, now I never use the 280 unless super light and mostly use the 200 and IWA and these now feel super easy as well.
Conditions: The best conditions are no swell and just wind chop say like the first day the winds blow like today on the gold coast. We had no swell and 20 to 25 knots and it was as easy as it gets( my stats from today below)
Bigger swell will make it harder to learn but super fun when you get better.
Please any questions feel free to ask away and I will do my best to answer.
below is on the 200 wing