Everything that makes a cruise ship vacation so attractive–like all-inclusive lodging, meals and attractions–but on land, and you get to drive the boat? You’ll want to join us on one of our Classic Motorsports Road Tours.
Experience the Old Florida you never knew existed on our Orange Blossom Tour, take in verdant valleys and winding mountain roads on our Shenandoah Valley Tour and explore the majesty of New York’s Finger Lakes on our Empire State Tour.
In addition to some of the country’s finest driving roads, each tour features turn-by-turn navigation through custom-programmed GPS units, professional photography of you and your vehicle, and a hub-style structure that sees each day begin and end at a luxurious host hotel (meaning no packing and unpacking your bags each night).
And, no, you don’t have to buy into a drinks package to make the most of your trip.
2026 Classic Motorsports Road Tours Schedule
March 8-13: Orange Blossom Tour, Lakeland, Florida
June 21-26: Shenandoah Valley Tour, Roanoke, Virginia
September 6-11: Empire State Tour, Watkins Glen, New York
All of the Classic Motorsports Road Tours are made possible thanks to Chubb Insurance.