Prices for daily sailing are 100-130€ per person, or more depending on the size of the sailing boat. This price usually includes a skipper. Here are some route suggestions for daily sailing trips starting in Split:
Split-Island Čiovo (all day swimming, no mooring fees)
Split-Rogač (island Šolta). Depending on the weather and size of the boat, this trip will take you around 1:30 hrs. Rogač is a charming little place with berths, and even though a ferry from Split docks here, it is a very clean bay. Or you can choose Nečujam instead that is right next to Rogač, with a few places where you can anchor with your boat and have a swim.
Split- Milna (island Brač). This trip too, like Nečujam and Rogač, will take you about 1:30 hrs (depending on the wind). There are a few accessible and nice places where you can anchor on the right side of the entrance to the bay. After that you can dock in the marina, take a tour of the place or have lunch in one of the local restaurants.
Beside these 3 places that were described, you can always go to Supetar, Sutivan, but always keep in mind there will be some extra cost to dock your boat. Of course, if you choose a secluded bay to anchor, this isn’t the case.