Classic Vacations

The #1 rated luxury vacation provider

We have one goal: to do whatever it takes to ensure that your’re not just satisfied with their vacation, but completely delighted. You can count on Classic Vacations to deliver world-class accommodations, exceptional privileges, and unparalleled service. That is the Classic difference… the difference between a good vacation and a great one.

With Classic Vacations, you’ll have access to a host of unique benefits, services, and attractions. You’ll enjoy preferential treatment throughout their vacation. Whether it’s a best-in-category hotel room, a last-minute appointment at a luxury spa, or tee times at a world-class golf course, you’ll have an inside track to the best of everything.

Windy City Travel will help you create a one-of-a-kind travel experience to suit your needs.