Private: Tuscany Day Tour from Rome with Optional Wine Tasting

Recommended by 100% of travelers

Rome, Italy

10 to 11 hours (approx.)
Pickup offered
Group discounts
Mobile ticket

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Overview

Escape the hustle and bustle of Rome and explore the serene, UNESCO-listed Val d’Orcia with a private, customizable tour. Enjoy hotel pick-up and drop-off with an English-speaking driver in a comfortable Mercedes sedan or minivan, stopping in the charming towns of Montepulciano, Pienza, and Montalcino. Opt for a winery visit and wine tasting along the way at additional cost, or adjust the itinerary to suit your preferences.

Full-day transportation to cover more of Tuscany’s Val d’Orcia
Explore the villages and wine country of Montepulciano and Montalcino
Sweeping views over the Tuscan hills from Pienza
The flexibility of a private day trip with optional winery visits and lunch

Why Travelers Choose This Tour

Unlike most Tuscany tours, this focuses on the UNESCO-listed Val d’Orcia winelands—perfect for wine lovers.

What's Included

Private driver (English speaking)
Mercedes sedan/minivan
Hotel pick-up and drop-off
The itinerary can be customized based on your preferences
Winery visit and wine tasting (optional at additional price)

Lunch
Tour Guide

Meeting and Pickup

Pickup points

Select a pickup point

Pickup details

Your private driver will pick you up at your hotel in Rome

Itinerary

Montepulciano

1 hour • Admission Ticket Free

Piazza Grande a Montepulciano

20 minutes • Admission Ticket Free

Monticchiello (Pass By)

Historic Centre of the City of Pienza

1 hour 20 minutes • Admission Ticket Free

Il Duomo di Pienza

30 minutes • Admission Ticket Free

Palazzo Piccolomini

20 minutes • Admission Ticket Not Included

Montalcino

1 hour 10 minutes • Admission Ticket Free

Fortezza di Montalcino

15 minutes • Admission Ticket Not Included

Additional Info

Confirmation will be received at time of booking
Wheelchair accessible
Stroller accessible
Service animals allowed
Infant seats available

Transportation is wheelchair accessible
Most travelers can participate
Please note that a fair amount of walking is required as the town centers are pedestrian only areas
We recommend wearing comfortable walking shoes
This is a private tour/activity. Only your group will participate

Supplied by

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Featured review

Susan_E

What an amazing day with our guide,Michael! He took us to the most beautiful places throughout Tuscany. He was knowledgeable,fun,and showed us the beauty of Italy. Highly recommend this tour!

Reviews

5.0

based on 11 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Loved it and relaxing. ...

Kelly_C, Feb 2025

Loved it and relaxing. Wanted to see more wildflowers and instead had to pig out everywhere. I love food.

A Wonderful Day in Tuscany

Barry_J, Oct 2024

What a wonderful experience. Alessandro picked us up in rome on time in an immaculate and comfortable van. The drive up to Tuscany included stops to take photos of the beautiful countryside. The three planned stops went as planned and I enjoyed the free time to explore. He provided a great recommendation for our lunch. The tour of the winery was top-notch. We had the complete place to ourselves which made for a special tasting experience. I would also point out that the communication from the tour company was outstanding. When I was unable to obtain details prior to the tour, Francesca made sure to contact me with all the information I needed. Again, a wonderful experience.

The highlight of our trip!

Shelly_K, Oct 2023

Don’t hesitate another minute. Book this tour. Sandra was very communicative and responsive. Our driver, Francesco, was professional and engaging. The itinerary was well organized with some time on our own as well. We loved every minute!

Perfect Tour

Brig_W, Sep 2023

This was the absolute highlight of our time in Rome. Our guide Peter was wonderful. We are not wine drinkers, so he suggested instead of going to a winery, we make a different stop.. it was the highlight of our trip. I know this tour is expensive, but it is worth every penny!

Fantastic day in tuscany

chantel54, Jul 2023

Francesco was wonderful! He was on time to our hotel and accommodated a last minute change for the trip…we added a stop at San Fillippo to see the hot springs which I highly recommend. He also had wonderful dinner suggestions and so much more to offer to our day.

Tuscany adventure

Susan_E, Jun 2023

What an amazing day with our guide,Michael! He took us to the most beautiful places throughout Tuscany. He was knowledgeable,fun,and showed us the beauty of Italy. Highly recommend this tour!

Our Dream Day in Tuscany

Kelly_K, Apr 2023

Michael arrived early which we loved, we were excited to start our day in Tuscany! He was considerate, knowledgeable and helpful in our planning of the day. He went out if his way to make sure our day was great! He made our day better! Highly recommend Viator and Michael!

I am in love with Tuscany 💕🇮🇹💕

Debbie_P, Oct 2022

What a remarkable day we had… We booked a private tour and our driver/guide Ciro…was amazing. He took time to explain a lot of stuff to us… Booked us into a fabulous restaurant and we had an absolute wonderful time exploring Tuscany. I would highly recommend a private tour