All five towns that make up the Cinque Terre on the Italian Riviera are beautiful, but Manarola is the most picturesque. The whole village is built on a foundation of black rock, and colorful buildings hover over the small marina. Manarola was established in the 12th century and features the church of San Lorenzo, built in the 14th century. Stepped vineyards curve around the hillsides that join the five towns. The town produces wine and olive oil, which are readily available at shops in the historic center.
Insider Tip: The other four villages—Riomaggiore, Corniglia, Vernazza and Monterosso al Mare—are easily accessible by a train and a hiking trail.
When we think about Tuscany, we usually envision rolling hills dotted with cypress trees and Medieval cities, but Tuscany has a coastline too, and a gorgeous one at that. About halfway between Florence and Rome lies Porto Ercole, “Port Hercules,” in the province of Grosseto. The town is the final resting place of Caravaggio, who died there on his way back to Rome to receive a pardon after being exiled.
Insider Tip: Porto Ercole is accessible by train, though it’s generally easier to get there by car.