San Gimignano, Chianti Winery Lunch, and Montalcino Full-Day Tour

San Gimignano, Chianti Winery Lunch, and Montalcino Full-Day Tour

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$ 118

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    For Groups of 20 or more, please contact our GoTo Crew.

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      Siena, Italy
      11 Hours
      From (USD)
      $ 118
      • San Gimignano: Explore this unique Siena hill town known for its distinctive "skyline" featuring about a dozen preserved 13th-century towers of varying heights. Stroll through the quaint "Historic Centre of San Gimignano," a UNESCO World Heritage Site.
      • Monteriggioni: Marvel at the 14 remarkably preserved towers surrounding this walled commune that Dante referred to as the "Giants of Inferno" in his masterpiece, The Divine Comedy. It was strategically used as a defensive fortification during the conflicts between Siena and Florence in the middle ages.
      • Chianti countryside: Bask in the uniquely distinctive views of Tuscany's undulating hills and abundant vineyards while you enjoy a delicious lunch at a local winery.
      • Montalcino: Discover this hill town that has become famous for its Brunello di Montalcino wine, the first to be awarded DOCG status. Relax with a taste of this renowned wine as well as some local culinary fare.

      Meeting point

      Staying at a hotel? Be sure to advise the name of your hotel at check out so we can meet you in the lobby.

      Helpful hints

      This tour is available on Monday and Thursday.

      Getting around

      Expect to walk for about 2 miles, up/down steep inclines, steps and over cobblestones. If your mobility is limited, you may find it too challenging to keep up with the group and enjoy yourself. Tour is not wheelchair accessible.

      Activity type

      Food & Wine, Shopping, Scenic, Full Day

      Transportation used

      Minivan with air conditioning for a maximum of 8 people

      Included amenities

      Expert multilingual tour leader
      Wine tasting and light lunch consisting of typical Tuscan dishes
      Snack with sliced cold meats and typical salami
      Pick up and drop off from hotel
      Self-guided tour of San Gimignano
      Visit to a famous wine estate
      Self-guided tour of Montalcino


      English, Spanish, Italian

      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.

      Spending the day exploring the Tuscan countryside is like traveling through history to medieval times. And your GoBe adventure introduces you to some of Tuscany's oldest and most well-preserved towns.

      San Gimignano, the "Town of Fine Towers," is famous for its medieval architecture with ancient tower houses and palazzos in the Romanesque and Gothic styles. The Italian hill town is also known for Vernaccia, a white wine produced from the ancient variety of grapes grown on its sandstone hillsides. It boasts the distinction of being the region's only white wine to reach DOCG status.

      After a stop in Monteriggioni, the ancient, crown-shaped fortress that once appeared on Italy's 100 lire currency, you will be treated to a classic Tuscan lunch at a Chianti winery. Feast on locally made salami, cheeses, and other regional favorites. Of course, no Italian meal would be complete without the accompaniment of exceptional wines, and you'll enjoy a taste of Chianti's finest.

      Your journey continues through the Val d'Orcia region. Protected as a UNESCO World Heritage Site, it's where Sangiovese and Trebbiano wines are produced under the DOCG status. From here, you will come to the village of Montalcino. The hill town was built in the 13th century and was known in the middle ages for its tanneries and high-quality leather goods. Today, it is most popular for the Brunello di Montalcino wine, made from the grapes on its verdant hillsides. Unwind at one of the town's wine cellars for a tasting and sample some of the region's culinary delights.

      By day's end, you'll return happy and satiated, having earned serious time traveler props.

      A tale of two towers

      You can tell how much power a man has by the size of his…tower? Such was the case in medieval San Gimignano. The Torrie dei Salvucci in the Piazza Doumo, also called the Torrie Gemelle (or Twin Towers) were built by the Salvucci family, the city's most prominent. Their bitter enemies, the Ardinghellis, built twin towers on the opposite side of the piazza to show them they weren't all that. Luckily, an ordinance prevented either from building any higher.

      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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      Siena, Italy
      Siena, Italy
      Siena, Italy
      Siena, Italy
      Siena, Italy
      Great photo opportunities
      Bring photo ID
      Bring money
      Wear comfortable shoes
      Wear Sunglasses

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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