Chicago Tours in August 2026

Loved every aspect of it. From the touring of Mackinac, to the food, the Ford Museum, the gardens, and the magnificent history of the Dow house. We flew into Chicago and it was hot, but the accommodations were perfect and flexible times.

This was our first tour. Chad did a great job in leading the trip. His experience was a huge benefit to our tour. The most memorable aspect was the Grand Hotel experience. A fantastic and unique opportunity!

Our tour manager, Chad was outstanding, as were the accommodations. In my opinion, the only room for improvement is in the areas of a little too much free time and too many meals on our own. These hidden costs, especially the meals add to what already is a somewhat expensive trip. But all in all, it was fantastic!

The group was too large in my opinion but we were with friends and had our own group. Would have loved another day in Chicago and on Mackinac- the highlight was my birthday at the Grand Hotel, complete with fireworks after the yacht race. What a memorable spot!

Our tour manager, Dawn Spencer, was the best-so fun, caring, organized! Our driver, Phil, was equally great, navigating some tight spots expertly. The Hyatt Regency in Chicago was pretty fancy but nothing can surpass the experience of staying at the Grand Hotel for 2 nites. You had to dress up for dinner but well worth enjoying a varying 5 course meal nightly. Afterwards, there’s a pianist or harpist and later dance music with a live band along with rocking on the Adirondack chairs on the world’s longest porch. The charm of horse drawn carriages makes Mackinac Island special. And then, there’s always the famous fudge everywhere! Finally, going to the Henry Ford Museum was an unexpected treat in how massive and creative that museum displayed Americana. Everyone should see it-one of the best museums ever and I’ve been to the Louvre, Smithsonian, New York’s MOMA, de Young in SF!

The Grand Hotel was the highlight of the trip, just magnificent, a very Special Place!! The city of Chicago was also great! We enjoyed the entire tour!