Place to visit from Chicago to Pensacola during Christmas

30 Oct-2024

Pensacola makes a wonderful Christmas escape from Chicago — holiday lights, festive events, and white-sand beaches at the end of an easy drive south. Here’s what to see, and why a van is the way to get the group there.

Downtown holiday charm

Stroll historic Palafox Street in downtown Pensacola for lights, shops, and seasonal cheer, and catch the Winterfest festivities that bring the holiday spirit to life.

History and the beach

Step back in time at Historic Pensacola Village, then head to Pensacola Beach for that rare Christmas combination of holiday lights and sugar-white sand.

Shopping and more

Cordova Mall covers the holiday shopping, and the city’s festive events and lights make for a memorable seasonal getaway for the whole group.

Why a van for the trip

It’s a long drive south, so one comfortable van keeps the group together with room for luggage and gifts — far easier and cheaper than flying everyone. Up to three additional drivers are free to share the wheel.

Which van should you pick?

For the comfortable drive south, the 15-passenger Mercedes-Benz Sprinter; for value, the 15-passenger Ford Transit. Browse the full fleet.