southern TUSCANY

southern Tuscany

Medieval, hilltop towns with breathtaking views. Sipping some of the best wines Italy has to offer while overlooking the Tuscan countryside. Tuscan food at its finest. We will visit the following wine regions – Orvieto, Vino Nobile di Montepulciano, Brunello di Montalcino and Chianti Classico.

We will be based in a splendidly restored Palazzo in the exceptional town of Montepulciano for our 6 nights. Each day, we will venture out for wine, food and a little bit of culture. At night, you are on your own to wander the quiet streets of Montepulciano, watch the sunset over the Tuscan hills or just continue your eating and drinking adventure.

What’s included

  • Accommodations in historic rooms and apartments in the heart of Montepulciano
  • Breakfast daily
  • Daily long lunch or dinner (includes pre-dinner drink, food, wine, gratuity)
  • Wine tastings – all, generally including tapas
  • Transportation – all
  • Admission and entrance fees – all
  • Airfare
  • Trip insurance, if applicable

The Itinerary

We think Rome is best explored on your own or in very small groups. We have spent plenty of time in Rome in the last few years and are happy to assist with hotel recommendations and things to see & do. Please plan to arrive in Rome no later than the Sunday prior to the tour. All the flights to Rome are overnight flight, so flying out of the United States no later than Saturday.

Our tour has its own daily rhythm. Each day consists of a nice relaxed (not too early) breakfast before we head out for a bit of culture, a wine tasting and a long leisurely lunch or dinner.

In the evening, you can explore the beauty and stillness of Montepulciano. If you are full from today’s lunch, just grab a glass of wine and perhaps a bruschetta from a nearby wine bar. Still hungry? Among the 50 or so restaurants in town, there are at least a dozen restaurants in Montepulciano we enjoy.

 

Day 01

Pick up in Rome

We will meet you at 10am at Eataly, an easy meet up point near the Ostiense train station. The location is approximately 15-20 minutes from central Rome.

We will have great wines and a fantastic lunch outdoors with Giovanni in Orvieto before heading to see the Duomo and wandering the charming streets of Orvieto for a bit.

We will arrive in the late afternoon and check in to our rooms in the heart of Montepulciano.

Day 02

After the drive up from Rome yesterday, today’s schedule is easy

A little culture – You will get to know your base of Montepulciano – history, cool shopping, views and ancient Etruscan wine cellars.

Eating – We are going to have a fun lunch with Silvio just outside of Montepulciano. Silvio is the entertainer, and his mother is in the kitchen serving authentic Tuscan food.

Wine tasting – We will visit Olimpia and her picture-perfect winery called Le Bertille, a very small producer of Vino Nobile, just down the hill from Montepulciano.

Day 03

Brunello di Montalcino!

Wine & lunch – A wonderful tasting of the world-famous Brunello di Montalcino with Gianluca and his wife Kai at Santa Giulia. Then, we get to eat lunch with the family with a delicious home cooked meal served up by Nona Mirella, Gianluca’s mom.

A little culture – A visit to the gardens of nearby La Foce, a mini paradise. What will be in bloom this month?

Day 04

Medieval Siena & the Historic Chianti Classico district

A little culture – A guided tour of medieval Siena (or wander the streets on your own if you prefer).

Wine tasting – We will meet up with Andrea of I Sodi winery at his family’s incredible vineyard in the historic Chianti Classico district. Most people say this is their favorite winery visit of the tour, and that is really saying something!

Eating – We will have a lunch and wine in Siena at Pretto. When we arrive back in Montepulciano, we will have traditional Tuscan soup and some wine with friend Cristina.

Day 05

Hilltop village of Pienza

A little culture – This is a relaxing afternoon to explore the charming village of Pienza. You may even consider purchasing your next residence in Pienza after spending an afternoon here.

Eating – We are going to have dinner as a group tonight in Montepulciano.

Day 06

Cooking class, lunch and wine tasting

We are going to have a cooking class and lunch at a stunning location facing the largest mountain in this part of Tuscany.

Day 07

Departure Day

We will drop you off in Florence (at airport or the train station Santa Maria Novella) at around noon for you to continue your Italian adventure.

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