Thanks everyone, for the great advice. Yeah, forget the Windward.
After due consideration, I think I'll stick to the Highwayman, and either wear it on top of the holster or go without it.
Yeah, Holly just advised me against this as well. I also weighed my in-law's leather overcoat from Danier (which I thought was pretty thick and heavy), and it measured something like 1.5 kg, and Aero FQHH is heavier than that! So nix the hanging loop as well.
Just out of interest i just weighed my FQHH jackets and they are between 2kg for the lightest (ELMC Californian) and 3kg (AL cafe Racer) with my Aero D pocket right in the middle at 2.5kg.