Tuscany Day Trip from Rome with Winery Lunch & Medieval Towns

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

About this activity

Spend a perfect day in the Tuscan countryside on this carefully crafted day trip from Rome. Explore idyllic towns, sit down to a homemade traditional lunch, and sip incredible regional wines.

Highlights

  • Experience an all-inclusive Tuscany day trip from Rome, exploring this magical region with a small group for a more intimate experience.
  • Visit picturesque Pienza and enjoy lunch with wine at a Montepulciano vineyard—all in one perfectly planned day.
  • We’ve taken care of all the details from transport to lunch, so all you have to worry about is the souvenirs (cheese or wine?) and photos!

Full description

Go beyond the Eternal City on this Rome to Tuscany day trip.

Tuscany is a can't-miss stop on many visitors' Italian itineraries. But trying to make your way there on your own means spending more time worrying about logistics and less time enjoying yourself. On this Tuscany day trip from Rome, we'll handle all the details, including the itinerary and transportation, so you'll be all set for one of the most memorable experiences of your time in Italy.

Explore ancient Tuscan hill towns, both small and large.

Hop aboard your private bus and enjoy a comfortable and picturesque ride to Val D'Orcia, a region of Tuscany most famous for its impressive landscapes. Surrounded by the rolling green hills and twisting roads lined with cypress trees, it will feel like you're in a scene from the movie Under the Tuscan Sun

The first stop on our Tuscany day trip from Rome is the beautiful village of Monticchiello. This tiny town makes for the perfect once-in-a-lifetime photo op to kick off your unforgettable day.

From there, it's off to Pienza, which is bursting with artisanal food, wine, and craft stores. Taste the world-famous pecorino cheese at a small business, see beautiful ceramics, and start to learn about typical Tuscan delicacies and regional products. 

Sample the best of Tuscany's famous food at a picturesque winery.

The next stop on your Rome to Tuscany day trip is a local family-run winery in Montepulciano. Stroll through the lush vineyards where the grapes are grown and then step into the breathtaking ancient wine cellar with tall arches like a cathedral. Learn about the winemaking process and how the cellar is engineered to maintain a constant temperature and humidity to age the wine. You'll also sit down to a sumptuous pasta lunch featuring seasonal delicacies and the best of what Tuscany has to offer. (And yes, that includes plenty of the region's incredible wine!)

Marvel at a masterpiece of the Italian Renaissance.

Tuscany is famous for its landscapes and architecture, and you'll experience both as you relish some free time to explore the historic town of Montepulciano on your own. Before heading back to Rome, you'll stop outside the Temple of San Biagio, a gorgeous Renaissance church nestled among the hills just outside the town that will transport you back to the sixteenth century.

With so much to see in this incredible region, stating that we’ve found the best of Tuscany is a bold claim—but one we’re sure you’ll agree with after a delicious day of medieval villages, wine, food, and stunning landscapes. This Rome to Tuscany day trip offers an essential Italian experience that will leave you craving Tuscany long after you’ve returned home.

Sites Visited:
Monticchiello, Pienza town, Montepulciano winery, Montepulciano town, Temple of San Biagio (exterior)

Included / Excluded

  • Homemade lunch and wine tasting
  • Round trip private transport from Rome
  • Local cheese tasting
  • Small group of 18 guests maximum
  • English-speaking tour leader
  • Professional driver
  • Gratuities
  • Hotel Pick-Up/Drop-Off

Meeting point

Start Location

Caffe' Vergnano, Piazzale Flaminio, Rome, Metropolitan City of Rome, Italy

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.