So far, always. Have a look at a map first, find if you can get water on the route, or plan so you can. I always take ID and a hotel business card, or at least a local ICE name /address. Then put the shoes on and go!
Iluvstuffing- your times are not below average, they are great. The main thing is you're out there doing it. Just enjoy yourself and also a target of a planned race will help. And think - you can get your hubby to be in charge of race day drop off, kit and pick up afterwards - he'll love the involvement. In fact he could also be on the look out for any potential Ukrainian gangsters!