The DSD difference...

  • No deposits
  • No amendment fees
  • Real theme park tickets
  • Worry free guarantee

You are here

Tuscany Day Trip from Rome: Tuscan Hilltowns, Fortresses & Vineyards

Tuscany has so much to offer in the way of food, culture, and scenery that it can be overwhelming. To help make it more manageable, embark on the perfect day tour with this Tuscany day trip from Rome.

The day starts when your expert, English-speaking tour leader picks you up in Rome in a comfortable, air-conditioned vehicle and whisks you off to the Tuscan countryside. Your first stop is the UNESCO world heritage hill town of Pienza. Here you’ll wander the beautiful streets, seeing views over the countryside and shopping for food and wine if you wish. Your tour leader will introduce you to traditional Tuscan delicacies like pecorino cheese and wild boar, and point out the best ceramics stores.

Next, head over to an organic, family-run farm. After a tour of the farm, including a chat with the resident cheese maker, it’s time to sit down for a Tuscan feast of local, seasonal ingredients straight from the fields. The meal is capped off with a full tasting of the farm’s best sheep and goat’s milk cheeses with homemade honeys and jams. In between chats with the farm owners you will sip on local wines and enjoy incredible views over the famous Val d’Orcia region.

After lunch you will go to Montalcino, a hill town famous, among many other things, for its beautiful castle. With special, extended access tickets you can climb the lookout towers and gape at the views of the surrounding countryside or snap off a few pictures that will be the envy of all your friends back home.

To end the day enjoy a visit to an award-winning vineyard for a guided tour of the vines and wine cellar. And what would a visit to a Tuscan vineyard be without a full tasting? Try a flight of some of the region’s best wines and feel free to buy a bottle or two (once again, with no obligation) to stash in your bag.

We won’t spoil a perfect day with a large group. Enjoy an intimate group of 18 people or fewer with an expert, English-speaking leader to facilitate your journey and make introductions as well as an expert driver who knows the country roads better than anyone. Our goal is to give you a truly Italian experience that will leave you hankering for Tuscany long after you’ve returned home.

Experience Includes

  • Explore the ancient Tuscan hill towns of Pienza and Montalcino
  • Special access ticket to climb the walls of the famous Montalcino Castle
  • Tour an award winning vineyard with a guided tasting of famous Tuscan wines
  • Small groups of max 18 people
  • Lunch at an organic farm
  • Comfortable, air-conditioned transport
  • Expert, English-speaking tour leader

Experience Excludes

  • Gratuities
  • Hotel Pick-Up/Drop-Off

Departs

Varies, please see calendar.

Departure location

Please meet your tour guide at caffè Piccarozzi which is located in Piazza della Repubblica, number 62.

Start times

7.15am

Duration

Around 13 hours

Terms & Conditions

  • You will receive a voucher for this experience. Please read it thoroughly.
  • Itinerary subject to change.
  • Gratuities to guides are appreciated but never obligatory.
  • Comfortable walking shoes are recommended.
  • 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.
  • Unfortunately we are unable to accommodate guests with mobility impairments, wheelchairs or strollers on this tour.
  • Hotel pick-up/drop-off is NOT included. Please meet your guide at caffè Piccarozzi which is located in Piazza della Repubblica, number 62.
  • Please notify us if you have food allergies or other special requirements and we will do our very best to accommodate you.
  • Please ensure that all members of your party have a valid ID on them on the day of the visit. This is particularly important for guests who have qualified for child reduction.