Truth be told, this is how I spend most weekends. My husband and I wander around San Francisco dressed down with a drink in hand.
I love the combo of a wider top and a slimmer/more fitted bottom and have found myself gravitating towards this silhouette in recent months.
My recommendation when choosing a more voluminous top is to be sure the pants sit very tight to the leg. I have a tutorial for cuffing jeans and pants here, and still use this method today.