Prescription Cycling Glasses
I'll answer you comment on contacts, as I think you should investigate it. 

I had the same dilemma a year ago. After wearing glasses for a couple of years for close up stuff, I was getting to the point I needed glasses while out on the trail. I looked around at options and decided to go down the contacts path. I now wear contacts in weekends and while riding, and have progressive lens glasses for work (computer based) that are suitable (although not ideal) for driving and distance. The glasses offer much better performance when its not raining, muddy etc, but when outdoors (biking, fishing, skiing etc) in all weather, contacts win hands down. 

I suggest you discuss contacts this with your optician. There are a vast range out there, from one time use that you take out an throw away to monthly lens than can be left in for a week. Your optician will discuss the in and outs of different types and what suits you, and try various combinations till you get one that works. He will teach you to put them in and take them out - all the stuff that is "creepy" is dealt with - You get shown how to do it properly (and safely), and will be taught how to do it. Although not for everyone, I found it easy to learn to do. 

I know you said cost is not an issue - that is good. Contacts are not cheap - initial fitting costs (where they also teach you how to look after your eyes and the lenses) - and cost of the contacts and cleaners mean glasses work out much cheaper. 

You may also want to discuss lazer surgery with your optician.