Best for: Southwestern cruise
1957 Chevrolet Bel Air
"Imagine the nostalgia of making a road trip in one of the most iconic vehicles ever made," says Griffin. "The straight, flat roads in the southwest would be a great place to experience the 57's V-8 power." Taking a classic car for a spin on Route 66 is about as iconic as it can get. Find classic car rentals at specialty renters, such as Regency Car Rentals or Classics Rent-a-Car Los Angeles.