Tuscany from Rome with Winery Lunch & Medieval Towns

13 hours
Max 18 people
Commentary: Guide · en
Rome, Italy

Full description

Awaken all your senses on this magical day trip, which whisks you away from the busy streets of Rome and out to the tranquil medieval towns and verdant vineyards of the Tuscan countryside. From the storied cobblestone streets of Pienza (a UNESCO World Heritage site) to an ancient wine cellar in Montepulciano and beyond, this perfectly planned day trip will immerse you in one of Italy's most enchanting regions. With all transportation and logistics handled, all you have to do is show up ready to eat, drink, and explore. 
Stop At: Monticchiello
Description: Your Tuscany day trip starts early so you can make the most of your time. Board an air-conditioned minibus in central Rome that will whisk you away from the busy city straight into the heart of Tuscany. Your first stop is at Monticchiello, a stunning little hillside town that makes for a once-in-a-lifetime photo op.
Admission: Pass by
Duration: 3 hours 15 minutes

Stop At: Pienza
Description: It's a short drive to your next stop: Pienza. Your expert tour guide will lead you on an introductory stroll of the town, which is famous for its Pecorino cheese (and yes, you'll get to try some for yourself!). 
Admission: Included
Duration: 1 hour 30 minutes

Stop At: Montepulciano
Description: Sit back and relax on a scenic drive to Montepulciano, home to your next stop: a stunning family-run winery complete with lush vineyards and a historic cellar you have to see to believe. Enjoy a guided visit of both and sit down to a homemade lunch with wine pairings for an only-in-Tuscany experience you won't soon forget. After lunch, you'll have some free time to explore the charming streets of Montepulciano at your own pace.
Admission: Included
Duration: 3 hours 45 minutes

Stop At: Tempio di San Biagio
Description: Before returning to Rome, you'll make one additional stop at the historic San Biagio church just outside Montepulciano. Marvel at the breathtaking Italian Renaissance architecture as your guide points out all the fascinating details that are easy to miss without an expert eye. 
Admission: Not included
Duration: 30 minutes

Stop At: Rome
Description: Settle in for the relaxing trip back to Rome as evening falls. You'll be back in the Eternal City with plenty of time to grab dinner. 
Admission: Pass by
Duration: 4 hours

Meeting point

Start Location

Piazzale Flaminio n. 5/6, Roma, IT

This tour meets in front of Caffè Vergnano 1882 on Piazzale Flaminio n. 5/6, next door to Intesa San Paolo bank. Piazzale Flaminio is a centrally located square (just outside the arches of Piazza del Popolo), served by the Metro A. The closest Metro / Underground stop is Flaminio - Piazza del Popolo.

Get directions →

Important information

Know before you book

  • Unfortunately, we are unable to accommodate guests with mobility impairments, wheelchairs or strollers on this tour.
  • Please notify us if you have food allergies or other special requirements and we will do our very best to accommodate you.
  • Walks comply with all local government regulations. You may need to wear a mask or provide proof of vaccination to enter certain venues. Please refer to Italy government guidelines for the most up to date information
  • Although the places we visit on this tour accomodate strollers we don't always have enough room in our transport vans to accomodate them. Please notify us after booking if you are traveling with an infant. Also contact us after booking if you require a car seat.

Know before you go

  • Please note that the tour meeting time is 15 minutes prior to the start time. No refunds or re-bookings can be provided for late arrivals or no shows after tour commencement or departure.
  • Comfortable walking shoes recommended.
  • Please notify us if you have food allergies or other special requirements and we will do our very best to accommodate you.
  • Walks comply with all local government regulations. You may need to wear a mask or provide proof of vaccination to enter certain venues. Please refer to Italy government guidelines for the most up to date information
  • Sunscreen is recommended during the summer months.
  • We recommend that you wear comfortable shoes
  • Although the places we visit on this tour accomodate strollers we don't always have enough room in our transport vans to accomodate them. Please notify us after booking if you are traveling with an infant. Also contact us after booking if you require a car seat.
  • This tour is in English.
  • Tips/gratuities (for your guide) are always appreciated.

Cancellation policy

Free cancellation up to 72 hours before the activity starts

Cancellations received greater than 72 hours prior to tour commencement are fully refundable. Cancellations received within 72 hours of tour commencement are nonrefundable. Amendment requests are subject to availability and price changes. Late arrivals and no shows are nonrefundable. This is applicable to any tour participant that fails to arrive, or arrives after tour departure.