Two weeks isnt enough to explore this gorgeous island. Get a car and go exploring. Have a meal and a sunset experience in the most beautiful viallga of Oia. Spend a couple of days on red beach. A night out in Thira. Wine and Cheese board overlooking the Caldera in Santos wines or a tour of the winerys on the island.
Have a look around 'the Greek Pompeii' Akrotiri, if you like your history. See the volcano in all its glory. The lovely beach in Perissa. Good shops, great place to go island hopping. Ios just across the water if you like partying.
I should work for the Santorini tourist board, but its stunning and the weather guaranteed!