Italy · Wine & Beer

Chianti Private Tour with Dinner and Wine Tasting Experience

6 Hours Round trip from Pickup service provided in Florence. Easy pace

The journey

Trip highlights
  • 01 Private round-trip transport from Florence
  • 02 Free time to explore medieval San Gimignano
  • 03 Sunset views from Rocca di Montestaffoli
  • 04 Taste local Vernaccia di San Gimignano wine
  • 05 Three-course Tuscan dinner at a Chianti wine estate
  • 06 Wine tasting among the vineyards of Chianti
  • 07 Travel through Tuscany’s rolling hills, olive groves, and vineyards

Discover the beauty of Tuscany on a private journey from Florence to the hilltop town of San Gimignano and the vineyards of Chianti. Travel through rolling hills, olive groves, and vine-covered landscapes with a professional private driver, then enjoy free time to explore San Gimignano’s medieval streets, towers, and panoramic viewpoints.

As the day unfolds, take in the sunset from Rocca di Montestaffoli and sample the local Vernaccia wine before continuing to a charming Chianti wine estate. There, settle in for a three-course Tuscan dinner paired with a wine tasting among the vineyards before returning to Florence in comfort.

Discover the beauty of Tuscany on a private journey from Florence to the hilltop town of San Gimignano and the vineyards of Chianti.

From the itinerary

At a glance

What this trip includes

Duration 6 Hours
Tour type Private
Activity level Easy
Accommodation Included
Transport Included
Wheelchair access No
Cities Florence, Chianti, San Gimignano
Languages English, Italian, Spanish

Day by day

The itinerary

1
Day 01

This memorable experience is one that you will be daydreaming about for years to follow. Your professional and private driver will pick you up and transport you from the city of Florence into a mesmerizing landscape, complete with rolling hills, olive groves, and infinite vineyards. Sit back and relax at ease, as your driver does all the hard work, bringing you into the gorgeous countryside.Begin your journey with free time in the enchanting hilltop town of San Gimignano, known for its medieval towers and award-winning gelato. Wander through narrow alleys, discover charming stores, and enjoy panoramic views from Piazza Della Cisterna.From towers to gelato, this town will leave you over the moon with satisfaction. Given the nickname "the Manhattan of Italy", San Gimignano is known for its infamous skyline of towers, including the stone Torre Grossa, the tallest of the towers.Spend your free time walking around the narrow alleys and enjoy the charming little stores or the breathtaking panoramas that will leave you in awe. Discover the main square, Piazza Della Cisterna, and grab a gelato at one of the most popular, award winning gelato shops.The best part about this tour is you get to capture the sunset at one of the most jaw-dropping locations. Make your way up to the Rocca di Montestaffoli just in time for the sun to set. The Rocca is an old fortress from the 14th century but from the top of the walls you will have an unbeatable panorama of Tuscany's rolling hills and stretches of vineyards.Before setting out to the countyside of Chianti, have yourself a glass of wine, trying the local varietal, the Vernaccia of San Gimignano. This famous varietal was actually the first Itlalian wine to receive a DOC certification, in 1966.

After you've left San Gimignano, your private chauffer will escort you to an exclusive dinner location - a charming wine estate located in the heart of the Chianti hills. Get ready for a magical evening with a three-course Tuscan dinner, including a wine tasting among the vineyards of Chianti.Once dinner is over, you will be returned to Florence in total comfort and safety by your private driver.

The route

Where you'll travel

Tour route map
Round trip from Pickup service provided in Florence. 3 cities · 6 Hours

The fine print

Trip details

What's Included

  • Pick up & drop off at your hotel
  • Private Mercedes car or minivan
  • Free time in San Gimignano
  • Wine tasting in a charming wine estate located in the heart of Chianti hills
  • Exclusive dinner location - 3-course dinner served among the vineyards
  • Wi-Fi
  • Professional private driver

Know before you go

  • PUBLIC TRANSPORTATION NEARBY
  • INFANT SEATS AVAILABLE
  • Not wheelchair accessible
  • Not stroller accessible
  • Not suitable for pets
  • Infants must not sit on laps
  • Please inform us of any intolerances or allergies at the time of booking
  • This tour can be cancelled without penalty up to 4 days before departure. After that, a penalty of 100% will be applied
  • In the case of bad weather, the dinner will take place inside the winery
  • Please send us a message in order to notify us of your accommodation in town.
  • Meeting Point FROM YOUR ACCOMODATION

Logistics

Meeting & route

Meeting point
Pickup service provided in Florence.
Tour start
Pickup service provided in Florence.
Tour ends at the same location as the start point.
End of the journey

Your 6 hours finish where they began, in Pickup service provided in Florence..

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