Private
Private Tour of the Orcia Valley, with optional wine tastings
Overview
Discover a dream come true in Tuscany. The Orcia Valley, also known as Val d' Orcia in Italian, is a UNESCO World Heritage site that is preserved under national and international law. It is considered to be one of the most beautiful places in Europe. When you visit this area, you will feel like you have stepped into a living, breathing postcard, where the land seems to stretch forever in peaceful rolling yellow and green waves.
On our private full-day tour of this area, we will take you to visit the entire valley as well as the beautiful hilltop towns. These towns are famous for producing wines and cheese in the areas. It will be an unforgettable experience that you will cherish forever.
Towns we visit include:
- Montepulciano
- Pienza
- Montalcino
Afterward, we will travel through stunning territory to reach Pienza. This small town was unknown until one of its local sons, Pope Pius II, made it his mission to turn his birthplace into a utopia. Pienza is now known as the ideal Renaissance town and is famous for its pecorino cheese. We will have some time to stop and try this fantastic cheese.
Finally, we will arrive in Montalcino, the home of Brunello di Montalcino. While visiting the town, you can stop at the enoteca inside the old fortress if you would like to taste some of the wine.
The day can be adapted to include visits to one or more wineries in the area and may be modified depending on where we are picking you up from.
Duration
7 hours
Pricing
On request
Tailored to your dates and group.
If you're looking for a perfect escape to the stunning Val d'Orcia, then visiting three of Tuscany's most picturesque towns should be on your bucket list. Not only are these towns known for their breathtaking beauty, but also for their incredible wine production. So pack your bags and get ready for an unforgettable adventure amidst the vineyards and rolling hills of Tuscany.
- Tour Style
- Private
- Meeting Point
- Your Hotel
Inclusions & Exclusions
What's Included
- English-speaking local driver
- Luxury vehicle
- Road tolls and parking
What's Not Included
- Lunch
- Wine Tastings
Traveler Reviews
Ron and Deb CrosbyDear Guiseppe and Jesse,
We just returned from our most wonderful vacation to Italy and wanted to first thank you for putting together such a wonderful trip, and second to provide some feedback for the future.
Hotels
1. Hotel Sovestro in San Gimignano was wonderful. The staff were very friendly and helpful and made the first portion of our journey very stress free. They made us feel like we were part of their family. I would recommend it to anyone and would specifically ask for it if we were to make a return visit.
2. Hotel La Baia in Monterosso was nice and it's location was very good especially for us older folks humping luggage from/to the train station.
3. Hotel Lucchesi in Florence- what can I say expect FANTASTIC. The rooftop view at sunset is well worth it. Again very friendly and helpful staff. Would recommend it to everyone.
Wine Tour
Money well spent. We had a great time overall. The driver Mario was OUTSTANDING. He had lots of local knowledge as well as about winemaking. USE HIM AGAIN!!!
The various wineries we visited on tour:
Altesino- fantastic and they were not cheap on their pouring. Great experience.
Azienda Agricola Patrizia Cencion Sloaria- Again a great tour by one of the owner's daughters. We felt like we were the only thing on their mind although there were other customers there. A great way to complete the day.
Again we had a fantastic time and are very appreciative of everything you booked for us. We wish you continued success and if our travels should bring us back to Italy, we know who to call.
Leon and MicheleThe trip was great we appreciate all the hard work you and your team invested to make our experience a once in a lifetime trip. We appreciate all the attention to the details in particular Giuseppe spending the time and the focus with us on the road and as we were exploring your great country.
Bob & SandyJesse & Giuseppe,
Sandy and I have been looking through my slides of our trip to Southern Italy. We had such a good time with you and Giuseppe that we wanted to let you know again. You were the best guides ever.
Jo Ann WestJesse,
There are no words to describe the fabulous time we had in Italy. Everything went as you promised. Absolutely no problems! The venues were fabulous. The guides were punctual and helpful. It couldn't have worked out better. You and your staff deserve high praise for the quality and efficiency of your work. BTW, Guiseppe was an absolute delight. We enjoyed his informative and effervescent personality he was a hit with our group. The serenading was an added bonus! Our stay in Calabria went well too. Thank you for all your work and coordination for making this dream come true for us! If any of us travel there again, you will surely be hearing from us. I will not hesitate to recommend you to others as well. Ciao for now,
Location
Italy Tuscany
Tuscany and beyond
7 hours through Italy, with every stop chosen by the people who live here.
Where we meet
Your Hotel
This exclusive journey focuses on a singular region, offering deep immersion in local culture and traditions.
Frequently Asked Questions
Is this a private tour, or will we join a group?
Private. You travel with your own guide and driver, and the only people on the itinerary are the ones you bring with you. Nothing is shared with strangers, and the pace of each day is yours to set.
Can the itinerary be changed to suit us?
Yes. What you see here is a starting point, not a fixed departure. Tell us how long you have, what you love and what you would rather skip, and we will reshape it around you. A slower morning, an extra night somewhere you fell for, a different region entirely.
How do we start planning?
Send us a note using the form on this page, or call us on 1-866-779-2565. A travel specialist replies within one business day, usually with a few questions of their own. There is no cost and no obligation in asking.
When should we book?
The earlier the better, particularly for travel between May and September, when the guides worth having are taken first. That said, we have put together beautiful trips at short notice, so ask and we will tell you honestly what is still possible for your dates.
Start the Conversation
Quick Enquiry
Our travel specialists reply within one business day.
From the journal
Our Recent Blog
Explore More of Italy
Curated Italy journeys and travel inspirations.
Ready to plan your journey?
Connect directly with a member of our team for expert guidance and fully customized travel across Italy and the Mediterranean.
- Direct in Italy: +39 375 823 5314
- Toll Free: 1-866-779-2565