I saw an exhibition of Henry VIII's ship,the Mary Rose years ago in Portsmouth,Va. The tools were still just like new except any iron parts were long gone. The contents of the hull were buried in silt for those hundreds of years and no rotting had taken place due to lack of oxygen. The beechwood was still pink.
The molding planes had open sided wedges,and IIRC,the wedges themselves were just like yours. The jack planes had handles flush with the side of the body,inlet with just 1 big dovetail.
Toolmaking in England seemed to be in a very primitive era in England back then. I don't think tool making there got going in quality until close to the 18th. C..
England was a far Eastern outpost of European civilization. Everything seemed to get there last. They were the last to make harpsichords,which started in Italy in the 1500's. Henry VIII had to import armor makers from Flanders,and set them up in Greenwich. He did this after Maximilian of Austria sent him a very fancy suit of armor just to rub Henry's nose in the fact that Austria was far ahead of England. This was at the end of the age of wearing suits of armor anyway. Guns were making armor obsolete. The making of GOOD guns was finally brought into England by French Huguenots fleeing from France. Guns made before them in England worked,but were primitive looking compared to continental guns.
The English were fierce fighters and excellent sailers. They built their ships heavier and loaded them with cannon. They drilled the men constantly to learn to shoot faster. Their long bows accounted for a lot of advantage in battle. Men were required to spend many years learning archery from boyhood. Those bows drew about 130#,and it took years of building strength to learn to draw them ,develop the muscles and shoot accurately. That's how they held their own.