We completed this trip at the start of June and thoroughly enjoyed our trip.
This was the first time we had done a self-guided using an app to follow the route and were really impressed with how it worked. I liked the way it took you up and around the point of interest in a town. It did take a bit of getting used to on some of the bends/turnings it would say and how far in advance you would get the info, but as with all of these devices use common sense along side and it works well. We also requested the files in GPX form so they could be loaded onto our garmin, one of us used the garmin and the other the app. I would however say a phone battery pack was essential as the GPS does eat the battery.
We had decided to upgrade our trip and opted for the 4-5 star hotels, and they did not disappoint. All accommodation was stunning, locations superb, amazing breakfasts to start our days peddle and just so relaxing at the end of a days peddling.
We did whatsapp the company a couple of times and they responded quickly and sorted out a couple of practicalities for us which was much appreciated. One being changing the company T-shirt through the luggage drop off/ pick up, they are really nice T-shirts but are very much designed for an athletic Italian body ! I am an English size 14 and needed XXL.
The towns we cycling to were beautiful and really came to life of an evening. We also chose to have an extra day in Matera as our flight didn't get in until late and this was a good move. Adding wine and olive oil tasting were also winners.
If I was to repeat this trip the only things I would change would be to go in May, for cooler days and an extra night at Ostuni/Maria Di Luca, to give my bottom a break and to have more time to explore those particular places.
I would absolutely recommend this trip and this company.