Tuscany is undoubtedly one of the most amazing places to visit in Italy. Tuscany is exactly what you’d expect (and I mean that in the best way.) Rolling hills of farms and wineries, cities tucked away in the mountain side, and no shortage of great food and wine.

Tuscany take pride in their way of life. From their perfect landscapes to keeping all of their food local. Tuscan travel is grassroots: to wineries like Brunello di Montalcino and Vino Nobile di Montepulciano; to  family-run farms and restaurants where artisan pasta is cut by hand and dressed to perfection.

To really take in the culture, history, and taste of Tuscany I suggest setting aside a day (or three) to visit some of my favorite Tuscan towns.

 

Montalcino

Montalcino is a historic town tucked away in the mountain side of Tuscany. Known for it’s true, authentic Tuscan food and Brunello wine it is the perfect place for a day trip.

Visit the Montalcino Fortress for one of the best (and highest) viewpoints in Tuscany. Then walk the streets and explore wine, cheese, and craft shops.

Montalcino is known around the world for its great wine, Brunello di Montalcino. Visit one of their dozens of wineries and get a taste of History. Brunello di Montalcino is made from Sangiovese Grosso (grapes) exclusively in Montalcino and is the most structured and complex wine of the region Tuscany. Pair it with bold, elaborate dishes!

Siena

If you can’t spend the night in Siena, I highly recommend at least spending the day in this medieval city. Similar to Florence it is filled with historical building and art museums.

Spend the day exploring the cathedral, museums, and the basilica before they close. Then in the evening enjoy a glass of wine and appetizers in the Palazzo Pubblico. Finish your day with fresh Italian pizza and a bottle of chianti.

A few photo-worthy spots to check out during your visit to Siena include: the Piazza del Campo, the Siena Cathedral, Torre del Mangia, and the Basilica of San Domenico.

Pienza

Pienza is a flat city perched on top of a hill. Much of the architecture and art was inspired by Pope Pius II’s interest in the Renaissance era. Not only is the city a  superb example of Renaissance architecture, It’s surrounded by the wonderful hills of the Val d’Orcia.

Palazzo Piccolomini stands on the right-hand side of the Piazza. It is distinguished by its elegant double lancet windows, which recalls Palazzo Rucellai in Florence. If you go Through the big gate on the left, you will come to a lovely hanging garden with a sweeping, unforgettable view over the Val d’Orcia.