Any way to resize simulator to match actual display size?

I think the simulator will display 1 pixel on a device as 1 pixel on your PC (if you use a magnifier app on your PC you can see this) - so the increased size will be due to the difference in the size of pixels between your PC display and the real device display.

This will sound silly (but I'm not intending it to be!) - in order to get the pixels on your PC display to appear to be the same size as your device display the easiest way to me seems to be:

•  Display the same test image on both your PC and real device
•  Hold the real device at normal viewing distance (e.g. as though looking at a watch on your wrist)
•  Keep holding the real device and move backwards from your PC display until both images appear to be the same size.

But I definitely agree with you that making font choices can be difficult. I still find custom fonts, icons etc can often look better or worse on a real device compared to viewing them in the simulator (presumably because of the hardware differences - like colors, contrast, brightness). I always have to test fonts on a real device before I'm happy to use them in a final version.

The pixels on the sim are the same as on the actual device.  The venu is 390x390 and the same in the sim.  The va4s, 218x218, and the same in the sim.

One thing added recently is with the mouse pointer you can see the actual x/y of a pixel on the screen which can really help if you need to do some "pixel tuning".

Having the sim display the actual size of the real device would be a challenge, as on a smaller screen (say 15") vs a larger display (say 21") would be difficult, as would making it work in the different pc screen resolutions available on a single screen.

As far as "look", I think one of the bigger challenge is to see how colors look in the sim vs the real devices, but there's really nothing that can be done about that either.  dark red on black may look OK in the sim, but bad on a real device for example.

That's a good suggestion; it certainly helps! I think the luminosity of my display is much higher than the watch, which also makes things tricky. 

I found that if I go to the display settings and lower the screen resolution, then the simulator is larger, albeit more pixelated. 

This works for me as I have multiple monitors, and I have to revert the simulator screen back to its normally higher resolution after I am done.  It's a shame that it is not as easy as dragging the window.

at least garmin should support the full screen mode where the OS can do the mapping .. it is really shameful to see the whole application running in one corner of my new touch screen hi resolution laptop.. where I cant see anything, and i cant touch anything...  after investing that much into a new laptop, I feel so cheated.. !!!