Classic though it is, the road trip is due for an upgrade. And—long the land of fast women and faster cars—there's nowhere better than Italy.

Luckily, tour company Red Travel Italia has anticipated your dream road trip—and puts you in the driver's seat of a shiny red Ferrari. Your trip concierge will map out a week-long, thousand-kilometer itinerary to cover your choice of Italian destinations, drawing up a customized map and booking you into five-star hotels and first-class restaurants along the way. And, of course, you'll be the one behind the wheel.

The specs: You'll be escorted from the airport to your first destination outside Rome. After a quick briefing on your Ferrari of choice, climb in and you're off—speeding through the Tuscan hills as fast as your sleek red beauty can take you. When you pull up for the night, the crew will attend to your chariot while you wine, dine and take in the town.

And should you wish an unexpected detour—say, a few rounds of golf, a tour of the Amalfi Coast, a morning in Florence or a gondola cruise—your bilingual guide won't miss a beat. Italy is yours for the exploration.

Your only dilemma: Spider, Coupe or Scaglietti…