I have read this thread with interest as we took the plunge in 2009 & relocated to SW France when we retired & we have not regretted it. It can be challenging at times - particulary dealing with the bureaucracy in a foreign language - but nothing insurmountable as yet & it helps to keep the old grey cells stimulated!
Interest in Classic Cars is very strong in France & our Morgan has played a big part in helping us to integrate - there are many clubs & countless events especially throughout the summer.
If you have a hankering to live a different lifestyle then maybe it's worth investigating further, rather than always wondering what life could have been like? The world is a much smaller place thanks to the Internet & it is easier than ever to stay in touch with family & friends plus France is so accessible for those UK visitors.
We live in a small but lively village in the N.E Charente (which also happens to host an annual Classic Car rally) & my one suggestion would be that if you do decide to relocate outside of the UK, don't go for somewhere too remote - it is much easier to feel part of French life (or any other life for that matter) if you have neighbours!
Do we miss anything about the UK? A pint of real ale!
p.s we are also friends of Jims & members of Vinmog!