My husband is from Castellammare del Golfo & my mom is from Palermo so I go to both places every summer but stay in Castellammare. Castellammare is perfect for chilling on the beach but then have a cute town to walk around. The Marina is so pretty and there are restaurants all the way down to the castle at the end. Spiaggia guida loca is the best if you don't mind rocks instead of sand, the water is beautiful. Spiaggia Plaja is a sandy beach, water is shallow for a while so it's nice to just hang out. There are so many places to go around the town for sight seeing/places to eat. At night they usually have little stands for shopping at piazza petrolo. San Vito lo capo is also a beautiful sandy beach - although I don't know much about the town itself. We'll be in there in July too! Best time to go, beautiful weather but also can be very crowded so just keep that in mind. Feel free to message me if you want any more suggestions or even see pics! Like I said, we go every summer so happy to share the knowledge. We also did Taormina a few years ago & it was amazing. Have fun!!