Val d'Orcia Safari: Pienza, Montepulciano and Brunello Wine Tour

5.0
(75 reviews)

11 hours (approximately)
Offered in: English

Hop aboard our rugged offroad vehicle and experience Tuscany like never before, surrounded by cypress-lined hills, vineyards, and medieval towns.

Your adventure kicks off in Montalcino, home of the iconic Brunello. Visit a charming, family-run winery, explore its cellars, and enjoy a guided tasting of this bold and elegant red.

From there, head to Bagno Vignoni, known for its ancient thermal springs and unique central square built around a steaming pool. Settle in for a relaxing lunch featuring locally sourced ingredients.

In the afternoon, take a break in Pienza, the "Ideal City" of the Renaissance. Enjoy free time to browse artisan boutiques, and taste the town’s famous Pecorino cheese—all while soaking in postcard-worthy panoramas.

The journey ends in Montepulciano, where you’ll visit a boutique winery producing the renowned Vino Nobile di Montepulciano. Enjoy a laid-back, intimate wine tasting in a setting that’s off the tourist trail—where even locals come to buy their bottles

What's Included

Traditional Tuscan lunch in the historic village of Bagno Vignoni
Local expert guide for the duration of the tour
Offroad transportation along Tuscany dirt roads in our customized 4x4 coach
Visit to a family-run winery in Montalcino with cellar tour and Brunello di Montalcino wine tasting
Visit to a family-owned winery in Montepulciano with Vino Nobile di Montepulciano wine tasting
Free time in Pienza to explore the town, shops, and enjoy panoramic views

Meeting and pickup

Meeting point
Piazza dei Cavalleggeri

Meeting point is in front of Biblioteca Nazionale (National Library) in Piazza dei Cavalleggeri. Look for your guide holding a Walkabout sign.

End point
This activity ends back at the meeting point.

Itinerary

Duration: 11 hours (approximately)
  • 1
    Florence

    Depart from Florence and embark on a unique wine safari through the heart of Tuscany aboard a rugged offroad vehicle, journeying along the historic Via Francigena dirt roads. This immersive experience combines the region's iconic landscapes with its most celebrated wines, artisanal traditions, and charming hill towns.

    2 hours Admission ticket free
  • 2
    Montalcino

    Your adventure begins in Montalcino, where you’ll visit a family-run winery nestled in the rolling hills. Explore atmospheric cellars and savor the legendary Brunello di Montalcino, one of Italy’s most prestigious wines—crafted with passion and enjoyed by locals and connoisseurs alike.

    2 hours Admission ticket free
  • 3

    Next, head to Bagno Vignoni, a village known for its ancient thermal springs and unique piazza built around a steaming pool. Here, you’ll relax and enjoy a delicious Tuscan lunch, surrounded by the warmth and charm of this tranquil setting.

    2 hours Admission ticket free
  • 4
    Pienza

    After lunch, you’ll explore the jewel of Pienza, the “Ideal City” of the Renaissance. Enjoy free time to wander its cobbled streets, visit artisan shops, sample the famous Pecorino di Pienza, and take in stunning panoramic views of the Val d’Orcia.

    1 hour Admission ticket free
  • Montepulciano (Pass by)

    The final stop brings you to Montepulciano, home to the elegant Vino Nobile di Montepulciano. Visit a family-run winery where locals still come to buy their wine. Learn about their winemaking traditions and enjoy a guided tasting in a relaxed and authentic setting.

    Admission ticket free
  • 5
    Florence

    Whether you're a wine lover, culture seeker, or nature enthusiast, this wine safari offers an unforgettable way to experience the soul of Tuscany—off the beaten path, through vineyards, villages, and timeless landscapes.

    2 hours Admission ticket free

Additional info

  • Public transportation options are available nearby
  • Infants are required to sit on an adult’s lap
  • Not recommended for travelers with spinal injuries
  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness
Supplied by Walkabout Florence Tours

Show 2 more

Tags

Day Trips
Wine Tastings
Full-day Tours
4WD Tours
Culinary Tours
Likely to Sell Out
Wine Tours
Food & Drink
Spring Break
New Product
Short term availability

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Show more

Rating

5.0 Based on 75 75 reviews
5 stars
74
4 stars
0
3 stars
1
2 stars
0
1 star
0
Likely to sell out
from per person
Was {{currencySymbol}}{{ summaryFromPriceBeforeDiscount }}