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Private Tuscany Daytrip: Scenic Countryside Tour
5.0
11 Ratings
Montepulciano
Embark on a private day trip from Rome to Tuscany, exploring ancient towns, picturesque countryside, and the option to visit a winery. Customize your itinerary and enjoy a comfortable ride in a Mercedes vehicle.
Embark on a private day trip from Rome to Tuscany, exploring ancient towns, picturesque countryside, and the option to visit a winery. Customize your itinerary and enjoy a comfortable ride in a Mercedes vehicle.
Duration:
11 hours
Cancellation:
24 hours
Highlights
- Montepulciano - The journey begins at the picturesque town of Montepulciano. This enchanting medieval town is perched atop a hill and is famous for producing Vino Nobile di Montepulciano.
- Piazza Grande a Montepulciano - Located in the heart of Montepulciano, Piazza Grande is a historic square surrounded by medieval buildings, quaint shops,…
- Montepulciano - The journey begins at the picturesque town of Montepulciano. This enchanting medieval town is perched atop a hill and is famous for producing Vino Nobile di Montepulciano.
- Piazza Grande a Montepulciano - Located in the heart of Montepulciano, Piazza Grande is a historic square surrounded by medieval buildings, quaint shops, and a variety of delightful bars and restaurants.
- Monticchiello - Following Montepulciano, the route continues through the stunning Tuscan countryside to the town of Monticchiello.
- Historic Centre of the City of Pienza - The next destination is the charming town of Pienza, a Renaissance gem. Visitors can enjoy lunch at one of the many local eateries (lunch is not included, but reservations can be arranged).
- Il Duomo di Pienza - Pienza’s cathedral, a prominent feature of the beautiful central square, was constructed in the 14th century and stands as a significant Renaissance church.
- Palazzo Piccolomini - Adjacent to the cathedral, the Piccolomini Palace is a magnificent example of Renaissance architecture. Visitors may explore the delightful gardens, courtyard, and historic stables.
- Montalcino - In the afternoon, the tour reaches Montalcino, renowned as the home of Brunello, one of the world’s finest and most celebrated red wines.
- Fortezza di Montalcino - Guests have the option to explore the remarkably preserved medieval castle of Montalcino.

What's Included
- Mercedes sedan/minivan
- Winery visit and wine tasting (optional at additional price)
- Private driver (English speaking)
- The itinerary can be customized based on your preferences
- Hotel pick-up and drop-off
- Mercedes sedan/minivan
- Winery visit and wine tasting (optional at additional price)
- Private driver (English speaking)
- The itinerary can be customized based on your preferences
- Hotel pick-up and drop-off
What's Not Included
- Lunch
- Tour Guide
- Lunch
- Tour Guide
Additional Information
This exclusive day trip from Rome offers you the opportunity to:
- Explore charming ancient towns
- Journey through the stunning Tuscan countryside
- Tour a winery and partake in an optional wine tasting
- Travel in comfort in a Mercedes sedan or minivan
- Be greeted by the driver at your hotel
- Tailor the itinerary to suit your preferences
- Choose to…
This exclusive day trip from Rome offers you the opportunity to:
- Explore charming ancient towns
- Journey through the stunning Tuscan countryside
- Tour a winery and partake in an optional wine tasting
- Travel in comfort in a Mercedes sedan or minivan
- Be greeted by the driver at your hotel
- Tailor the itinerary to suit your preferences
- Choose to be dropped off in Florence
- Please note that a fair amount of walking is required as the town centers are pedestrian only areas
- We recommend wearing comfortable walking shoes
Location
Montepulciano
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
5.0
(11 Ratings)
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1 star
608mischellea
May 28, 2025
The Dream Tour in a Dream Destination - I booked this for a family of 10 and they had an AMAZING experience on the tour and I, as the travel agent, had an amazing experience communicating with Kiss from Italy. I am making them my GO TO company for private tours. My clients expect excellence and Kiss from Italy provided excellent service. Don't hesitate - the guides/drivers/experience was perfecto!
Review provided by Tripadvisor
Kelly_c
Feb 16, 2025
Loved it and relaxing. ... - Loved it and relaxing. Wanted to see more wildflowers and instead had to pig out everywhere. I love food.
Review provided by Viator
Barry_j
Oct 31, 2024
A Wonderful Day in Tuscany - 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.
Review provided by Viator
Shelly_k
Oct 12, 2023
The highlight of our trip! - 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!
Review provided by Viator
Debbie
Sep 30, 2023
Great Tour - Our tour guide was wonderful. He suggested several stops that were the highlight of our trip. I 100% recommend this tour.
Review provided by Tripadvisor
Brig_w
Sep 7, 2023
Perfect Tour - 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!
Review provided by Viator
Chantel54
Jul 14, 2023
Fantastic day in tuscany - 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.
Review provided by Viator
Susanevans926
Jun 20, 2023
Tuscany & Wine - Everything was seamless, from the planning, communication and the tour. Our guide, Michael was the best!!! He was educational, fun and really made this special trip to Tuscany extra special. Our winery tour was amazing, private and full of beautiful scenery and wine! I would highly recommend this tour, especially if Michael is your guide!
Review provided by Tripadvisor
Susan_e
Jun 2, 2023
Tuscany adventure - 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!
Review provided by Viator
Kelly_k
Apr 9, 2023
Our Dream Day in Tuscany - 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!
Review provided by Viator
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