Waytago Elifant! It sounds like fun, and a good challenge. I agree that the 40 mile might be a good start. I'd be a lot more confident about the upcoming Cinderella ride if there'd been an alternative of about that length. I know I can do 25-30 in a leisurely day's ride, so 40 (and trying to do it faster than leisurely) would represent a step up and a test. Since I'm a quarter century older than you and definitely not in as good shape, 40 might not be all that much for you. But it would still be a confidence builder for a longer ride later. Maybe you'll meet some folks you can ride with, maybe hear about rides later on, maybe learn what those rules are ...

I would not presume to give you training tips. I leave that to Auntie Trek. I will say, though, that she's a good trainer and motivater. Maybe when you're here in May we could rent or borrow you a bike and I'll try to pass on what she's taught me. Or hey ... maybe Trek herself could come out here for a visit while you're here.