E.P.
Driving trips...not sure where you live but....always loved Door County, WI...beaches, woods, little towns to shop w/ cute shops. Also Saugatuck/Douglas/South Haven MI - one of my favorite areas. Beaches, shopping, forest preserves and sand dunes, good eating. Lots of B & B's or vacation homes to rent. Many Spring and Summer events. Weekends can get quite crowded in summer. Galena, IL is very cute. Some places to swim, good shopping, fun events and history.
If you really want to drive - Florida - but not too late in the Summer or you'll be baking in the sun on those lovely beaches. Destin has lovely, white sand beaches. Enjoy.