moderate
11 hours
Participants should be in average physical shape to comfortably walk cobblestone streets and enjoy the scenic stops.
Discover Tuscany’s legendary wines and historic towns on a full-day journey from the Amalfi Coast. Sample Brunello di Montalcino, savor local cheese in Pienza, and enjoy breathtaking landscapes. Join Discovery Guided Tours for an authentic culinary and cultural adventure in Italy’s heartland.
Set against the rolling hills of Tuscany, Discovery Guided Tours offers an immersive day that combines Italy’s rich viticultural heritage with its charming small towns. Their Exquisite Montalcino and Pienza journey is a compelling choice for travelers eager to taste authentic local flavors while soaking in storied landscapes. Starting early, you’ll journey from the Amalfi Coast, crossing into Tuscany’s renowned wine country. The first stop is Montalcino, home to the illustrious Brunello di Montalcino. Here, visitors step into a family-run winery, where the air is thick with the aroma of aging wines, and the tasting room showcases some of Italy’s most celebrated vintages. After savoring a glass, a stroll through the medieval streets reveals ancient watchtowers and panoramic vistas of vineyards stretching to the horizon.
Next, the tour meanders into Pienza, a UNESCO World Heritage site famed for its pecorino cheese. Wander cobblestone streets that wrap around Renaissance architecture, and visit local cheese shops to sample these world-famous delicacies. A cozy tavern serves up a delicious local lunch, pairing regional dishes with more wines to enhance the day’s flavorful journey. Optionally, visitors can continue on to Montepulciano nearby, famous for its Vino Nobile and dramatic hilltop vistas.
This trip cuts through Tuscany’s vibrant agricultural tapestry, allowing participants to appreciate both its natural beauty and cultural richness. Discovery Guided Tours is especially notable for their passionate guides who bring the region’s history, wine, and culinary traditions to life, making this experience uniquely engaging. Perfect for those seeking a laid-back yet authentic taste of Italy’s heartland, their trips deliver a blend of scenic beauty, historical intrigue, and culinary delight.
Whether you're a wine lover, a history buff, or a foodie, this tour offers a comprehensive day in Italy’s cultural and gastronomic hub. It’s an excellent way to experience Tuscany’s timeless charm without the hassle of planning every detail yourself, with small-group comfort and expert guidance at the core.
Reserve your spot early as spots are limited for this popular day trip.
Cobblestone streets in Pienza and Montalcino require sturdy footwear for ease of walking.
Capture stunning vineyard views and historic architecture along the route.
Enjoy the day’s tasting sessions but remember to drink plenty of water, especially in warmer months.
Montalcino has been producing wine since the 15th century, with a reputation built on its prestigious Brunello di Montalcino since the 1800s.
Many local wineries employ sustainable practices, preserving the region’s environment and heritage for future generations.
Essential for navigating uneven streets and vineyard terrains comfortably.
Hat, sunglasses, and sunscreen help protect against strong Tuscan sun.
summer specific
Weather can shift; layers keep you comfortable throughout the day.
spring|fall specific
Capture the scenic vineyards, charming towns, and delicious moments.