I have twins, and I fell in LOVE with the BOB Sport Utility Duallie after test driving it inside and outside at REI in Oak Brook. But I couldn't afford it at the time, and accepted a friend's lightly used Baby Trend double jogger for free instead! I find that most of the joggers (I have a single Yakima Bug from my 1st child) handle rough terrain well - state park & forest preserve trails, gravel, dirt, crushed limestone bike trails. I also have a Schwinn convertible double stroller/bike trailer that I got at Target. I thought I'd just use it for the bike, but it's actually surprisingly easy to use as a stroller on off-road trails, too. I find both of my doubles (and even my single jogger) to be cumbersome indoors or in crowds, though, like at festivals or the zoos. I'd bring your kids along, and test them all out, personally. I have yet to find a place that wouldn't let me. I can't imagine NOT being happy with either the Bob or Phil & Ted's, though! Good luck!