easy
10–12 hours
Suitable for all fitness levels; mostly seated travel with brief walks and tastings.
Journey from Rome to Tuscany’s Val d’Orcia with Keys of Italy for an enriching day of historic cellars, regional wines, and scenic lunches. Discover Montepulciano, Pienza, and Montalcino on a seamless wine tour through one of Italy’s most iconic landscapes.
Valdorcia from Rome
Embark on an unforgettable day trip from Rome to Florence, exploring the stunning Val d’Orcia. Discover Montepulciano's ancient cellars, savor exquisite wines, and indulge in a seasonal lunch in Pienza. Conclude with a guided tour and tasting at a prestigious Brunello winery, all while enjoying the scenic Tuscan landscape.
Start your day with an early morning bullet train from Rome to Florence, where you’ll meet our driver just outside the station. Begin your journey through the iconic Val d’Orcia, a UNESCO World Heritage Site known for its rolling hills, historic villages, and world-class wines. Your first stop is Montepulciano, where you’ll explore the town’s ancient underground cellars and enjoy a wine & food tasting featuring the prestigious Vino Nobile di Montepulciano. Next, head to the picturesque village of Pienza, famous for its Pecorino cheese and charming alleys. Here, you’ll enjoy a seasonal lunch with a view (available April to October), surrounded by the breathtaking beauty of the Tuscan countryside. In the afternoon, visit a renowned Brunello winery in Montalcino for a guided vineyard and cellar tour, followed by a premium tasting. Travel in comfort throughout the day aboard a premium minivan with an English-speaking driver. After your final toast, you’ll be taken back to Florence train station to catch your high-speed train back to Rome.
Secure high-speed train seats from Rome to Florence in advance to ensure smooth connections with the tour.
The tour includes cellar visits and walking in historic villages, so sturdy shoes are important.
Evenings can be chilly, and some cellar tours are in cool underground spaces.
Stay hydrated, especially during warm months when tastings can make you thirsty.
Val d’Orcia was established as a UNESCO World Heritage Site for its agricultural landscape shaped by Renaissance ideals.
Wineries in the area embrace sustainable practices, balancing tradition with environmental stewardship to protect soil and water quality.
Necessary for historic village strolls and cellar visits.
Keeps you comfortable in cool cellars and variable weather.
fall|spring|winter specific
Staying hydrated during tastings and outdoor segments.
summer|spring|fall specific
Useful for sun protection while seated outdoors or driving between stops.
summer specific