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Tours & experiences

Private Day Trip: Rome to Siena & San Gimignano with Wine Tasting

About this experience

On the way from Rome to Siena, you will be fascinated by the splendid landscapes of the Tuscan hills. Sipping a good glass during the San Gimignano wine tasting will allow you to enjoy a panorama of olive groves, vineyards, woods, high cypresses, sunflowers, and typical stone-brick houses.

A private driver will pick you up at your hotel to meet your private guide in the world-famous picturesque town of Siena. Then, you will reach the fascinating medieval San Gimignano with its peculiar towers, where you will taste one of the best wines you have ever drunk, the Chianti.

At a glance

  • Duration: 12 hr
  • Private experience

What is included

  • 2,5 hours guided tour in Siena
  • Pick up from your location and full day car with driver at disposal.
  • 2-hours wine tasting & local products in San Gimignano. Below 18 years old only non-alcoholic drinks
  • drop off back to your hotel in Rome
  • 1-hour in San Gimignano free time

Itinerary and highlights

Red-bricked Siena is an attractive UNESCO World Heritage Site and an ancient, bustling University town.

It is most famous for its spectacular horse race, the “Palio.” It occurs in the enormous central square, Piazza del Campo, in summer. The landmark is the 13th-century Cathedral, built on Minerva’s sanctuary site. You will enjoy strolling and shopping through the narrow cobblestone streets.

WINE TASTING. Taste the Chianti and other wines accompanied by local cheese, salami, bread and olive oil.
Important Note: We only allow 18 years old and above travelers to participate in the wine tasting. Minor travelers below 18 years old will be provided with non-alcoholic drinks.

San Gimignano has a particular allure, looking like a miniature Manhattan with famous houses and medieval defense towers.

Perched at the top of a hill and surrounded by a wall, the town maintains its medieval characteristics and overlooks the Chianti Region’s fertile land.

Your driver will bring you to a certified wine farm where you will appreciate the world-famous Italian wine. Grapes grow in this quiet land between the Apennines (Central Italian Mountains) and the Tyrrhenian Sea.

Meeting and pickup information

  • Pick-up time is at 7:30 from your location. To optimize your precious time, we pick you up from all hotels, apartments, and B&Bs located within 10 kilometers from the Pantheon.

Languages and tickets

  • English — Guide
  • Italian — Guide
  • French — Guide
  • Spanish — Guide
  • Mobile Only

Tour operator

  • Rome Guided Visit

Accessibility and practical details

  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available
  • Travelers should have at least a moderate level of physical fitness

Cancellation policy

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

Available tour options

  • Pickup included

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