This is the route I was going to take! I have zero experience outside of AH, so I know it's going to be a learning curve just to take off, fly, and land! I'm going to stick to the 51 for a bit. Also have to learn how to map my X52. But, that's what this summer is for. Plenty of time to learn
Keep in mind that WWII aircraft require more piloting skill than later aircraft (just like WWI aircraft are harder to fly than WWII). AH does give you some experience, but there is not as much warning when the aircraft goes into an accelerated stall. There is more engine management with WWII aircraft as well. AH does not really simulate tail dragger aircraft, so you will find taxiing, takeoff, and landings, more difficult. It is nothing you can't master, just different. Hope you enjoy the journey.