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Bombast said..
Pros of Winging over windfoil
Out of the water:
1. Less gear to buy/match and maintain. No need to consider whether a mast or boom will fit a sail.
2. More space in your car. No need for a 1metre wide board if youre into course racing. No need for a long car or van to fit your masts and sails.
3. Quicker rigging and less space needed to rig up.
4. Easier to carry gear to the water especially if you have a long walk or obstacles in the way
On the water:
1. Flagging the wing and riding wind and ground swell. Complete freedom to surf.
2. Less swing weight when doing tight turns. No matter how short you make the windfoil board, the mast and sail will add to the swing weight due to the mast foot pressure/weight of the sail.
3. You can do massive jumps on the wing due to the horizontal positioning of the wing which can also softens the landings.
Windfoil at this stage is faster than wingfoil but its very early days. There are some people recently doing over 30 knots on a wing.
I agree with all that plus:
a) Much easier to launch and recover in shore break than a windfoil board and sail
b) Crashes are usually painless and injury free because you either hit the water or land on the inflatable wing. I've had lots of nasty windfoil crashes landing on the boom or mast
c) Personally, I'm now faster on the wing because I'm happy to push it harder without consequences (see b) and find it easier to control. Having a separation between the board and wing means that one is not directly affecting the other