San Gimignano, Siena and Chianti Tour



Get ready for an unforgettable San Gimignano, Siena and Chianti Tour! Join us on a remarkable journey through the picturesque Chianti hills with Fly to Wine, where you’ll explore charming villages and savor the finest Tuscan wines.

Embark on your adventure with our convenient pick-up service, available at select points in Florence, Siena, or Livorno. Our top-notch vehicles ensure a comfortable and high-quality travel experience.

The order of the tour’s stages may vary depending on your chosen time. Our first destination is the famous village of San Gimignano. Immerse yourself in the charm of the town, shop for souvenirs, and capture moments with your camera in one of Italy’s most famous villages.

Following this delightful experience, we’ll reach a renowned winery near San Gimignano, where you’ll indulge in a sumptuous Tuscan meal and partake in a tasting of exceptional locally produced wines. It’s a daydream come true!

Our travel isn’t done. Next stop: Siena! Enjoy the city visiting the famous Piazza del Campo, Torre del Mangia o Il Duomo. Live the city air with stunning streets, beautiful monuments and great view. This is the best way to end our trip.

As the visit to Siena concludes, we’ll smoothly return to the pickup point used at the beginning of our journey.


  • Pick up and drop off at pickup point
  • Transport in air conditioned car or minivan
  • English speaking driving escort (other languages available on request)
  • Visit to prestigious winery
  • Wine, extra virgin olive oil and balsamic vinegar tasting
  • 4 courses typical Lunch
  • Stopover in medieval villages for shopping and sightseeing


  • Appetizers: Tuscan cheeses and salami, bruschetta

  • First Course: Truffle lasagna or Tuscan ribollita soup

  • Second Course: Roast meat with potatoes and vegetables

  • Desserts: Cantuccini Biscuits with dessert wine


  • Brunello di Montalcino DOCG

  • Chianti DOCG

  • Chianti Classico DOCG

  • Morellino di Scansano DOCG

  • Super Tuscan “Baldassarre” cabernet, merlot, sangiovese

  • Super Tuscan “Cavaliere” sangiovese & merlot

  • Super Tuscan “Bartolomeo” sangiovese & cabernet

  • Vernaccia di San Gimignano DOCG

  • Rosè

  • Extra virgin olive oil

  • Truffle olive oil

  • Spicy Pepper Olive Oil

  • Balsamic Vinegar Gold Reserve


At your accomodation in FlorenceSienaLivorno.

Start: 10:00am

Tour time: Half day

Availability: All year, appointment is necessary

Booking notes: In case of intolerance or allergies, alert the staff during the booking and before the tasting.

Menu variations: Available on request, gluten free, vegan or vegetarian menu.

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