Italy · Wine & Beer

Best of Tuscany Countryside including Wine Tasting Private Day Trip from Rome

11 Hours Round trip from Pickup service provided in Rome. Easy pace

The journey

Trip highlights
  • 01 Private day trip from Rome through the Tuscan countryside
  • 02 Free time to explore medieval Siena at your own pace
  • 03 See Piazza del Campo, Siena Cathedral, and Torre del Mangia
  • 04 Light lunch and wine tasting at a local winery
  • 05 Visit San Gimignano, a UNESCO World Heritage site
  • 06 Enjoy scenic views of vineyards, olive trees, and hill towns
  • 07 Private transport with hotel pickup and drop-off

Discover the timeless beauty of Tuscany on a private day trip from Rome, travelling through the Chianti countryside with its rolling vineyards and olive groves. Visit Siena, where medieval lanes, Piazza del Campo, the Cathedral, and Torre del Mangia invite you to explore at your own pace.

Your journey also includes a stop at a local winery for a light lunch and wine tasting, followed by time in San Gimignano, the hilltop UNESCO World Heritage site famed for its towers, walls, and sweeping views. With private transport and a flexible itinerary, this is a relaxed way to experience some of Tuscany’s most memorable towns in a single day.

This lovely hill town offers stunning views and a unique skyline, with its many towers and encircling walls.

From the itinerary

At a glance

What this trip includes

Duration 11 Hours
Tour type Private
Activity level Easy
Accommodation Included
Transport Included
Wheelchair access No
Cities Rome, Siena, San Gimignano
Languages Arabic, English, Italian

Day by day

The itinerary

1
Day 01

The day starts with a pick-up at your hotel by your expert and friendly driver-guide. As you travel through the Tuscan landscape in a deluxe van, you will be given an introduction to your first stop, the amazing city of Siena, as we arrive you can enjoy a beautiful panoramic view of the city then you will have a couple of hours of free time to enjoy a walk through the narrow alleys of this incredibly well preserved medieval town, you will feel as though you have traveled back in time. Enjoy the beautiful piazza del campo famous for the Palio a centenary traditional horse race. And the breath-taking Cathedral or climb the Torre Del Mangia for an unforgettable view.Only a short drive from Siena, you find one of the best wineries in the region. The owner Luigi will welcome you with open arms and offer you a light lunch and a tasting of some of the wines produced by his family. The day ends with a visit to San Gimignano, a UNESCO World Heritage site and hidden gem of Italy that we would not want you to miss. This lovely hill town offers stunning views and a unique skyline, with its many towers and encircling walls. Drive back to Rome; drop off at your hotel.

The route

Where you'll travel

Tour route map
Round trip from Pickup service provided in Rome. 3 cities · 11 Hours

The fine print

Trip details

What's Included

  • Transportations
  • Expert Driver - speaks good English
  • Pickup-Drop-off / From-To Hotel
  • Wine tasting and lunch
  • Complimentary mineral water for the trip.
  • Fuel surcharge
  • Parking fees

What's Not Included

Gratuities

Know before you go

  • STROLLER OR PRAM ACCESSIBLE
  • PUBLIC TRANSPORTATION NEARBY
  • INFANTS MUST SIT ON LAPS
  • INFANT SEATS AVAILABLE
  • Not wheelchair accessible
  • Not suitable for pets
  • Your driver will pickup you from your hotel 10 minutes before tour starts.
  • Your driver will pick you up from your hotel.

Logistics

Meeting & route

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

Your 11 hours finish where they began, in Pickup service provided in Rome..

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