Although many believe that Taormina has the most spectacular views, tiny Castelmola, floating 1,800 feet above sea level, takes the word "scenic" to a whole new level—literally. Along the cobblestone streets within the ancient walls, the 360-degree panoramas of mountain, sea, and sky are so ubiquitous that you almost get used to them (but not quite). Collect yourself with a sip of the sweet almond wine (best served cold) made in the local bars, or with lunch at one of the humble pizzerias or panino shops.
A 10-minute drive on a winding but well-paved road leads from Taormina to Castelmola; you must park in one of the public lots below the village and walk up to the center, only a few minutes away. On a nice day, hikers are in for a treat if they make the trip on foot from Taormina rather than drive. It's a serious uphill climb, but the 1½-km (¾-mile) path offers breathtaking views, which compensate for the somewhat poor maintenance of the path itself. You'll begin at Porta Catania in Taormina, with a walk along Via Apollo Arcageta past the Chiesa di San Francesco di Paola on the left. The Strada Comunale della Chiusa then leads past Piazza Andromaco, revealing good views of the jagged promontory of Cocolanazzo di Mola to the north. Allow around an hour for the ascent, a half hour for the descent. There's another, slightly longer (2-km [1-mile]) path that heads up from Porta Messina past the Roman aqueduct, Convento dei Cappuccini, and the northeastern side of Monte Tauro. You could take one up and the other down. In any case, avoid the midday sun, wear comfortable shoes, and carry plenty of water with you.