Assisi to Montepulciano and Pienza: Private day trip
Private ride with a local driver
6h 45mRound tripPrivate driver
About your trip
Venture into the Val d’Orcia’s rolling hills by car. Montepulciano impresses with Vino Nobile cellars and Renaissance squares, while Pienza offers a harmonious layout conceived by Pope Pius II, plus pecorino cheese delights.
Exclusively yours: private vehicle and professional driver
Discover local insights you won't find in guidebooks
Experience the freedom to explore at your own speed
Perfectly planned for families, friends, or solo travelers
What to expect
Your day trip begins wherever you are
Meet our professional driver right where you prefer in Assisi whenever suits you best. No time wasted getting to the pickup point, grab your bag and start your trip right away.Discover more with local expertise
Your driver’s local insights will set the tone for your day trip. A hidden café here, a must-try restaurant there; insider tips you’ll love sharing later. This isn’t a guided tour but your ride will be rich with stories and discoveries along the way. And throughout the day, your driver will be available for you as needed, ready to assist, happy to help, making your trip stress-free.Explore at your own pace
Expect 1.5 hours to Montepulciano, then 20 minutes to Pienza. A private driver from Assis ensures you explore both the noble wine town and Renaissance ideal city at your own pace.
Perfect for any private group
Whether you're traveling solo, as a family with kids, or as a large group, this service is tailored for your comfort and flexibility. It's the ideal option especially if you have limited time or a busy schedule.Good to know
- Two-way private car transfer
- Air-conditioned vehicle
- Personalized pickup and drop-off
- Child seats included free of charge
- Professional English-speaking driver
- Complimentary bottled water
- Free cancellation 24 hours before departure
- Entry/Admission tickets to paid attractions Montepulciano and Pienza should be purchased separately unless specified otherwise
- Meals, snacks, and gratuity are not included
From US$207
per person
Select date and travelers
Free cancellation up to 24 hours before your pickup time.
For a group of 1-3 travelersTotalUS$620
Your trip at a glance
Your trip at a glance
- Start in AssisiYou choose the pickup spot.
- MontepulcianoFeel free to explore at your own pace and discoverStop: 2 hours - admission not included
What to see:
- Piazza Grande, framed by the cathedral and the town hall, with a tower you can climb; it stood in for Volterra in Twilight: New Moon
- San Biagio, a Renaissance church by Antonio da Sangallo the Elder, finished in 1545, just below the walls
- The wine cellars of Cantina Contucci and Cantina De Ricci, cut deep into the hill beneath the town
What to do:
- Taste Vino Nobile di Montepulciano, made mainly from Sangiovese, here called Prugnolo Gentile
- Walk the Corso uphill from Porta al Prato to Piazza Grande, past Renaissance palaces
- Come for the Bravio delle Botti in late August, when eight districts race 176-pound (80 kg) barrels uphill
What to try:
- Panzanella, a summer salad of day-old Tuscan bread, tomatoes, red onion, and basil
- Cantucci, crisp almond biscuits for dipping in Vin Santo, Tuscany’s dessert wine
Take note:
- Cars can’t enter the historic center, so expect a drop-off at a town gate and a steep walk up
- PienzaFeel free to explore at your own pace and discoverStop: 1 h 30 min - admission not included
- Back to AssisiWe’ll take you back to your starting point.
Duration of the stops can be changed upon request after booking
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