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Tuscan Food and Wine Holiday

Highlights of Tuscany: Gourmet Food and Wine Package Back

  • Tour Code : TUR-01439
  • Type : Private
  • Duration : 7 days
  • Departs from : Florence
  • Meeting Place : Villa


This is a unique tour that visits some of the most beautiful areas in Tuscany as well as Umbria which is the region next door. The tour departs from Rome with an option to extend the tour in Florence and covers the beautiful Orcia valley, Siena, Cortona, Arrezzo, Montepulciano and Montalcino as well as many different wine estates.wa  

It is a great option for those who want to experience the Tuscan wineries and the smaller areas of Tuscany without having to drive.

The accommodations are superb, and based in a lush valley, surrounded by the rolling hills of Tuscany.  

With your drive guide, you will be able to experience some of the most beautiful regions in Tuscany, visit the local artisans, wine makers and cheese-makers. 

Stay in an absolutely beautiful location, at the Borgo Tre Rose, in one of the most spectacular locations in Tuscany with a small group of max 8 participants! 




Day 1 - Welcome Dinner at the Estate

Where we visit : Montepulciano
Meeting Location : Villa

This tour starts from Rome, though can be adapted to begin from other locations.

En-route from Rome this morning we will stop in the beautiful town of Orvieto, one of the Etruscan's most beautiful towns with one of the oldest wine cellars in Italy.  You will have a chance to explore the town and taste some of the local products.

After visiting Orvieto, we will continue our journey north on the Auto-Strada del Sole to the estate, where you will have some time to relax and unwind before our welcome dinner which will introduce us to some of the local Tuscany cuisine.

Welcome dinner at the Borgo Tre Rose Estate.

Overnight at the estate. 



Meals : Dinner

Day 2 - A Day at the Estate: Cooking Course & Wine Tastings

Where we visit : Tuscany

Today will be a day dedicated to enjoying the best of the Tuscan wines and learning about what makes the Tuscan food so tasty, with a wine tasting and cooking course on site.

The estate is surrounded by vineyards and we have bicycles available for use as well as acres of fantastic land free of cars where you can ride.

There is also a beautiful swimming pool with a fantastic view over the vineyards and so passing the day at the estate is very easy to do! 

Overnight at the Estate. 

Meals : Breakfast, Wine Tasting, Cooking Class

Day 3 - Under the Tuscan Sun: The Val D'Orcia

Where we visit :

This morning, after breakfast, we will depart to Montalcino, one of the highest towns in the Val D'Orcia.  From the estate it will take you approximately 30 minutes to arrive there.  Here, you can experience magnificent views over the Val D'Oria and visit one of the oldest churches in Tuscany.

Next, we will head to  to Casetllo Banfi, where we will have a wonderful wine tasting experience complete with some delectable Tuscan delicacies. 

In the afternoon, head to Pienza and Montepulciano to enjoy shopping, experience great cheeses and breathtaking vistas.

Dinner is on your own this evening, so choose from any number of restaurants in Monteplciano that are outstanding in the area, or ask us for some great suggestions.

Overnight at the estate. 

Meals : Breakfast, Wine Tasting

Day 4 - Cortona, Arrezzo and Lago Trasimeno

Where we visit : Cortona, Arrezzo

Today, you can head to the beautiful Etruscan towns of Cortona & Arezzo or drive around Lake Trasimeno, one of the largest lakes in South-Eastern Tuscany that borders Umbria.

The day will include a visit to an olive farm, where you will visit the ancient mill and taste the olive oil with a selection of local produces.  In November, you will get the chance to see the mill at work and watch the olive oil being produced.

In the evening, head back to the hotel for a beautiful dinner pool-side or in the gorgeous restaurant the estate has on site. 

Overnight at the Estate. 

Meals : Breakfast

Day 5 - Siena, San Gimignano and the Chianti Wineries

Where we visit : Chianti

Today we dedicate ourselves to the Chianti towns including Siena and San Gimignano.

In the afternoon,we will experience the Fattoria Montagliari, where you will enjoy a traditional Tuscan lunch and plenty of wine tastings overlooking the Vineyards and Greve in Chianti.

In the evening head back to the Estate for overnight.


Meals : Breakfast, Lunch, Wine Tasting

Day 6 - Perugia & the Choclate Arts - Assisi - Cooking Course

Where we visit :

Today, take a drive into Umbria to visit the beautiful hill-top town of Perugia which is famous ll over Italy and all over the world for the Perugino Chocolate that is produced here. You can stroll the streets here, and sample chocolate in a variety of stores.

In the afternoon, take a drive to the town of Assisi, that the famous St. Francis called his home and the San Francesco church is well worth a visit here.  St. Francis was the patron Saint of Animals and of the poor and yet Assisi, offers a rich and rewarding experience for all that come here.

In the afternoon, return to the estate where you will enjoy a cooking class that will be prepared with a master chef and accompanied by wine.

Farewell dinner at the estate.


Meals : Breakfast, Cooking Class

Day 7 - Time to say Arrivaderci Tuscany!

Where we visit : Tuscany

The tour ends this morning after breakfast at the hotel, with a private transfer to Rome or Florence.

Meals : Breakfast




Tour Highlights and What's Included

  1. Car rental as indicated in the itinerary
  2. Cooking class
  3. Daily Buffet Breakfast
  4. Excellent Photo Opportunities
  5. Stay in Luxury Villa in Tuscany
  6. Tastings of local products
  7. Wine and Olive Oil Tastings
  8. Wine Estate Visit

What's Not Included

  1. Gratuities of any type
  2. Meals not mentioned in the program
  3. Personal Expenses or Extras at hotels

Sites and Locations Visited on this Tour

Pricing & Availability

Please contact us today by either phone or email for assistance with this booking.
Email :
Toll Free : 1-866-779-2565


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