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Rome Tuscany Wine and Hill Towns Day Trip

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  • Rome, Italy
  • Updated November 2, 2026

Explore Val d’Orcia’s hill towns on a private day trip from Rome, with flexible stops and an optional winery visit and tasting.

About this tour

Leave Rome behind for a private journey through the rolling vineyards and hill towns of Val d’Orcia. This Rome Tuscany Wine and Hill Towns Day Trip visits Montepulciano, Pienza, and Montalcino, where historic streets and sweeping countryside offer a vivid taste of Tuscan life.

Travel by private car, minibus, or minivan with an English-speaking driver, and shape the day around your interests. You can choose to add a winery visit and tasting, or spend your time admiring the scenery and exploring at your own pace. There is also an option to stop for lunch, giving you time to enjoy local cuisine along the way. The full-day outing lasts approximately 10 to 11 hours and includes hotel pickup and drop-off in Rome.

Discover the landscapes and character of Tuscany on a Rome Tuscany Wine and Hill Towns Day Trip, with the flexibility to make the experience your own. Book your private escape and set out for the countryside.

Highlights

  • Explore the UNESCO-listed landscapes of Val d’Orcia
  • Visit the hill towns of Montepulciano, Pienza, and Montalcino
  • Customize your day with an optional winery visit and tasting
  • Take in Tuscan views and enjoy time for local cuisine

What's included

Included

  • Private car, minibus, or minivan

Not included

  • Lunch, with an optional stop available

Ratings on each provider

The ratings and review counts each booking site shows for this tour.

Important information

  • Hotel pickup and drop-off in Rome
  • Not recommended for travelers with spinal injuries, pregnant travelers, or travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness

How this score is calculated

This tour has no TourTruth score yet: Viator doesn't show a usable rating for it. It gets a score as soon as a provider lists one.

How the score works
  • Each provider rating is turned into a percentile: the share of that provider's ratings it beats, weighted by review counts.
  • Listings on different providers are combined in proportion to their review counts.
  • Tours with few reviews are pulled toward the average until more reviews come in, so a handful of perfect reviews can't top the list.
  • The result is shown from 0 to 10. Tours without a usable provider rating are not scored.

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