I believe AussieNomad’s experience is more a reflection on Bulgaria’s tourism infrastructure than on the quality of road Scholar trips in general.
We are normally independent travelers, taking tours only with an adventure travel company for strenuous guided hiking in remote places like Patagonia, or difficult itineraries like the Tour du Mont Blanc. We use a well-regarded company, MT Sobek, that provides such tours for National Geographic and the Smithsonian. They offer high-end (sometimes luxurious) lodging, great food, and excellent professional guides.
Last year (2023) we opted for a Road Scholar tour for Puglia, as the region is best seen by car and we do not wish to drive in Italy. We were very impressed with the quality of the food and lodging and the overall program. And our guide Emmanuela, was fantastic—-very professional but also kind, friendly, and very well-informed. She went way out of her way to solve transport and other problems for individual guests, arranging a private shuttle for six of us to reach the Bari airport (instead of taking a long bus ride), and (I am ashamed to admit) coming to find my husband and me when we could not find our way out of the Matera sassi.
We chose Road Scholar on the recommendation of close friends who have enjoyed a number of their tours (at least 6), including the multi-generation ones offered for families, and a Normandy tour they found especially informative.
So I do not hesitate to pass onthe recommendation, based on their extensive experience and our own single experience. But I personally would not include the offered flights. I prefer to maintain control when it comes to choosing our flights—-the airline, the schedule, the routing, the seat choice. So we book our own. As noted above, it is easy to reach Siena from Florence.