A Taste of Tuscany: Wine, Food and Culture

A Taste of Tuscany: Wine, Food and Culture

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$ 76

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      San Gimignano, Italy
      9.5 Hours
      From (USD)
      $ 76
      • Montalcino: Visit a winery to taste the famous Brunello di Montalcino and traditional snacks, followed by a guided tour of the medieval village and fortress. Fall under the spell of a Renaissance atmosphere in Pienza, so romantic that Franco Zeffirelli filmed his Romeo and Juliet in this World Heritage town.
      • Montepulciano: An intriguing mix of architectural styles meets the time-honored traditions of Vino Nobile. Drink in the sights, and the city's celebrated wine.
      • Leisurely exploration: Your day includes time to find an inviting spot for lunch (on your own) and to wander all three towns to discover what intrigues you.

      Meeting point

      Please make your way to Poggibonsi, Bus stop in Salceto (in front of Esso Gas Station), Via Salceto, 91, 53036 Poggibonsi.

      Helpful hints

      This tour only operates on Tuesdays, Thursdays and Saturdays.

      Getting around

      Plan to walk a distance of 2 miles on cobblestone and paved sidewalks with steps and up inclines. If your mobility is limited, this tour may be too challenging for you to enjoy and maintain the pace of the group. It is not wheelchair accessible.

      Activity type

      Food & Wine, Scenic, Cultural

      Transportation used

      Air-conditioned minivan or coach

      Included amenities

      Expert multilingual escorts
      Brunello di Montalcino wine tasting & Pecorino di Pienza cheese tasting
      Nobile di Montepulciano wine tasting
      Self-guided visit of Montalcino, Montepulciano and Pienza


      English, Spanish

      Tour ID


      Tour Participation Requirements

      Activity Level

      This experience is rated strenuous. Travelers must consider their physical fitness level and medical history when determining whether this tour is appropriate. Travelers with pre-existing neck, back, knee and/or shoulder injuries, cardiac conditions, asthma, diabetes, epilepsy, other heart or respiratory conditions or any other medical condition must take particular caution when selecting a tour categorized as "strenuous". If you have concerns, you must consult with your personal physician before engaging in any activity that may be too strenuous for you.

      Age restrictions

      Suitable for all ages. Under 18 years old? Sorry you won't be able to sample wine on this tour. Bring photo ID as proof of age if asked.

      Take the Tuscan path less traveled to three tucked-away towns. Journey through Southern Tuscany's harmonious Val d'Orcia valley, where scenery inspired Renaissance painters, food artisans produce delectable local products, and vineyards craft some of Italy's most esteemed wines. Connoisseurs, start your senses.

      Montalcino has been making fine red wines since the 14th century, but it became the celebrated "City of Brunello" in 1888. That was the year Ferruccio Biondi Santi released Brunello di Montalcino, a 100-percent Sangiovese wine aged in wood barrels for more than a decade. Taste and savor its ebullient red fruit character. And prepare to be intoxicated by stunning views from the fortress, built on the town's highest point in 1361.

      Pienza is a dream come true. Literally. It was created by Enea Silvio Piccolomini (later Pope Pius II), who used his wealth to transform the humble village of his 1405 birth. He created his Utopian city, sparing no expense to embellish it with wonderful art and architecture. Some call Pienza the "touchstone of Renaissance urbanism." We think you'll call it exquisite. And you're sure to describe the local Pecorino cheese as scrumptious.

      A town built over tunnels crammed with barrels of aging wine reveals its true character. Although Montepulciano is known for artisan foods ranging from cheese and pork to thick pasta called pici, those tunnels make it famous. Once connecting the town's grand palaces, they now safely store its Vino Nobile (noble wine). Sample it and you're not just tasting wine. You're discovering the soul of Tuscany. 

      Barrels of fun

      Siena has its world-famous Palio horse race and Montepulciano has its fiercely contested annual Bravio. In this wine-soaked town, the race involves pairs of "pushers" wrangling huge, 175-pound wine barrels uphill through narrow medieval lanes to the town's main square. The first pair to reach the square wins the Bravio, a painted cloth depicting the town's patron saint. And they surely quench their thirst with a glass or two of Vino Nobile.

      Full refunds issued for cancellations made 7 full days prior to the date and time of requested services. Cancellations made within the 7-day and 72-hour window will receive a 50% refund of purchase total. Purchases are non-refundable inside of 72 hours.


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      San Gimignano, Italy
      San Gimignano, Italy
      San Gimignano, Italy
      Great photo opportunities
      Bring money
      Bring photo ID
      Wear comfortable shoes
      Wear Sunglasses
      Wear light clothing

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      General disclaimer

      Your order is subject to TourTrek's Booking Ticket Agreement, including all TourTrek and GoBe policies incorporated therein.

      To book this tour for a large group, visit ourGROUPS PAGE for special discounted group rates