Private Tour(118 tours)
Small group(5 tours)
Transfer(13 tours)
Package tour(2 tours)
Discover Pienza, Montalcino, Montepulciano with this private Tuscany tour from Rome with private driver and optional winery visit with wine tasting
Explore the most beautiful towns of Tuscany—Montepulciano, Pienza, and Montalcino—all in one unforgettable day.- Enjoy a private, customizable itinerary with a dedicated driver and door-to-door service from your hotel in Rome.
- Capture breathtaking photos at the iconic Monticchiello cypress viewpoint, one of Tuscany’s most famous landscapes.
- Experience authentic local culture with opportunities to taste Vino Nobile, Brunello, and Pienza’s renowned pecorino cheese.
- Perfect for couples, families, and wine lovers seeking a relaxing, immersive, and exclusive Tuscany experience.
- Private driver at your disposal for the entire day.
- Mercedes sedan/minivan with air-conditioning and comfortable seating.
- Pick-up and drop-off at your hotel in Rome (or drop-off in Florence if selected).
- Flexible itinerary with free time in each town.
- Option to add winery visit and wine tasting at top Brunello or Vino Nobile estates.
View all 15 photos
Description:
With this private Tuscany day trip from Rome you will discover the timeless beauty of medieval towns, rolling hills, UNESCO-listed treasures, and world-famous wine regions.
From Montepulciano to Pienza and Montalcino, this exclusive tour with private driver blends breathtaking scenery, rich history, local culture, and the flavors that make Tuscany one of Italy’s most beloved destinations. Enjoy complete itinerary flexibility - this is the ideal way to explore Tuscany in comfort and style.
Itinerary
Hotel Pickup from Rome
Your day begins with a comfortable pickup from your hotel in Rome. As you leave the city behind, you’ll enjoy a scenic drive into the heart of the Tuscan countryside—vineyards, olive groves, and iconic cypress-lined roads stretching as far as the eye can see.
Montepulciano – Renaissance Beauty & Vino Nobile
Your first stop is Montepulciano, a celebrated medieval hilltop town known for its Renaissance architecture and the prestigious Vino Nobile di Montepulciano. Enjoy free time to stroll through ancient streets, admire panoramic viewpoints, browse local boutiques, and soak in the town’s warm, authentic atmosphere.
Scenic Drive & Cypress Viewpoint of Monticchiello
Travel along one of Tuscany’s most photogenic routes. Your driver will stop at the iconic Monticchiello cypress viewpoint, where gently curving roads framed by elegant cypress trees create the perfect backdrop for unforgettable photos.
Pienza – Renaissance Gem & UNESCO Site
Continue to Pienza, a UNESCO World Heritage Site celebrated for its harmonious Renaissance urban design. Explore the Cathedral, Palazzo Piccolomini, and the charming artisan shops. Don’t miss tasting Pienza’s famous pecorino cheese. If you wish to stop for lunch, we can recommend and reserve a traditional Tuscan restaurant (lunch not included).
Montalcino – Home of Brunello Wine
Your final town is Montalcino, legendary home of Brunello di Montalcino, one of Italy’s most prestigious wines. Explore the medieval fortress, stroll through the historic center, and enjoy the relaxed atmosphere of this remarkable hilltop village.
Optional Winery Visit
Enhance your experience with an optional visit to a top Brunello di Montalcino or Nobile di Montepulciano estate. Tour the winery, learn about local winemaking traditions, and enjoy a guided tasting of premium Tuscan wines. Select the option during booking.
Return to Rome (or Drop-off in Florence)
At the end of the day, your private driver will take you back to your hotel in Rome.
If you are traveling onward to Florence, you can take this tour as a Rome-to-Florence transfer, with luggage safely stored during the itinerary. Simply choose this option when booking.
Why Choose This Tour
- 100% private experience with a dedicated driver and Mercedes sedan/minivan
- Flexible, customizable itinerary tailored to your interests
- Visits to Montepulciano, Pienza, Montalcino, and iconic scenic viewpoints
- Authentic immersion into Tuscan food, wine, culture, and landscapes
- Option to add premium wine tastings at renowned Brunello or Vino Nobile estates
- Smooth, comfortable, door-to-door service
Who Is This For
- Travelers seeking a relaxing yet immersive Tuscany experience
- Wine lovers interested in wine tastings and winery visits
- Couples looking for a romantic escape in the lovely Tuscan countryside
- Families looking for a private, stress-free day trip from Rome
- Photographers and landscape enthusiasts
- Visitors continuing their trip from Rome to Florence who want a scenic transfer
Ready to enjoy the best Tuscany daytrip from Rome?
Book your Private Tuscany Tour from Rome online with immediate confirmation, or contact us to customize the itinerary, add winery visits, or arrange a Rome-to-Florence transfer. Our team will be happy to assist with every detail.
FAQs – Tuscany Daytrip from Rome
How long is the tour?
Generally 10–12 hours, depending on traffic and itinerary customization.
Is the itinerary flexible?
Yes—this is a fully private tour and can be adjusted to your preferences.
Are winery visits included?
Winery tours and tastings are optional and can be added during booking.
Is lunch included?
Lunch is not included, but we can recommend and reserve excellent local restaurants.
Is this tour suitable for children?
Absolutely. The villages and viewpoints are child-friendly, and the pace can be adjusted for families.
Is the tour accessible?
Some medieval towns have cobblestone streets and slopes. If you have mobility concerns, let us know and we will adapt the itinerary.
Can we end the tour from Rome in Florence?
Yes—choose the Rome to Florence transfer option during booking.
Included:
- Private driver
- All transportation cost
Not included:
- Lunch
- Wine tasting (optional)
Languages:
Italian, English
Meeting point:
At your hotel in Rome
Duration:
10 Hours
Dress code:
Comfortable walking shoes
Options:
Drop-off in Florence
Winery visit and wine tasting
