Taormina in March

April through June gives you perfect weather without the summer crowds. Temperatures hover around 22-25°C, restaurants have outdoor seating, and you can actually get photos at the Greek theater without strangers in every shot. September and October might be even better. The sea stays warm from summer heating, but the tour buses thin out after Italian schools restart. Hotel prices drop by 30-40% compared to July and August. Avoid July and August unless you enjoy paying double for everything while standing in line with cruise ship passengers. Temperatures hit 35°C, and the narrow streets trap the heat. December through March sees many restaurants and hotels close entirely.