3 Days Wine Tasting in Tuscany: Italy Road Trip to Montalcino and Montepulciano (Part 1)

We embark on our first-ever Italian road trip as we dive into the heart of Tuscany's world-renowned wine regions: Montalcino and Montepulciano!

From breathtaking hilltop towns to boutique wineries and a hidden hot spring experience, join us for an adventure steeped in rich history, culture, and, of course, amazing wine.

We also visit Pienza and explore a winery just on the outskirts of town.

Discover travel tips, unforgettable views, and unique tastings in this unforgettable journey through Val d'Orcia.

Video 48 | Montalcino, Italy | Filmed November 2024

⌚What's in this video:

0:00 What you can expect
0:35 Picking up the Rental Car
1:28 Driving in Italy - International License
1:58 Info on the wine regions
3:15 Where we are staying
4:07 Wine Tasting near Pienza
5:20 History of Pienza
6:31 Dinner at Sette di Vino
7:27 Bagni di Filippo Hot Springs
10:02 Montalcino Wine Tasting
12:18 History of Montalcino and Lunch
13:34 Wine Tasting at San Polo
15:23 Wine Tasting at Terralsole
16:40 Dinner in San Quirico d'Orcia
17:41 Sneak Peak at Part 2

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About us 👫:

We’re Sam and Chris, a wife-and-husband duo who traded our RV life in the U.S. for a new adventure as American expats in Italy. 🌍 🇮🇹

In 2018, we launched our blog, Boozing Abroad, to help travelers find the best local bars, breweries, wineries, and distilleries while exploring new places.

In 2023, we documented our cross-country road trip from Phoenix to Alaska (and back to Virginia!) on this channel.

But in 2024, we started a new chapter as expats living in Italy, diving into Italian culture, everyday life abroad, and the joys (and challenges) of moving to Italy as Americans.

Join us as we explore Italy, uncover hidden gems, and share tips for living abroad, and more. Whether you’re curious about expat life in Italy or looking for travel inspiration, we’re here to share our world with you!