Background: Longtime bump and jump sailor, primarily foiling at this stage but am still looking to ride the fin at times, currently about 76kgs
Unfortunately, relative to my foil sessions where I am up most of the time, have zero problem staying up wind and foil through the majority of my gybes, my fin sessions these days seem to be a struggle. I spend most of my time trying to stay upwind, even when the tide is to my advantage.
My primary fin board is a 93L fanatic skate with a 22cm fin. I am not interested in backward sliding tricks (maybe if I could do them I would be).
Clearly foiling is much easier than windsurfing, but I am wondering if a different windsurfing board would make my windsurfing experience more enjoyable. An ideal board for me would do the following
1) Goes up wind easily, so I can mess around and enjoy my session without spending all my energy getting back to where I started.
2) Planes easily
3) Turns off the back foot
4) Jumps
Example from the other day:
From 1.30 to 2.30 I was foiling and from 2.30 to 3.30 I was windsurfing. Wind was initially NW then more WNW I came off the foil because I was kind of lit so figure that windsurfing would be the go and grabbed my 93L fanatic skate and bagged out my sail a bit. As you can see the wind dropped a bit at that time so maybe that was the problem, but is windsurfing gear that sensitive to a minor drop in wind?

Not only was I on and off the plane on the fin, you can see how most of my time was spent getting back up wind.
I have never really enjoyed the 93L skate, upgrading to a 22cm fin helped. I enjoyed my older 100L skate quite a bit better, but don't really dig that frontfoot turning that most freestyle boards need. My favorite rides recently have been powered up sessions on my old RRD single fin wave boards (wave cults 85 and 76). I also had quite a bit of fun in the past blasting on exocet kona longboards eg.
I also had a good week of sailing on that old naish "swallow tail" freestyle board (I think this one
www.amazon.co.uk/Naish-Freestyle-Windsurf-Board-100L/dp/B00ZL8J5E8)
Have I been spoiled by foiling? Would a different board help? More volume, more fins, bigger fin...