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Tuscan Food and Wine Holiday

Private · Florence

Highlights of Tuscany: Gourmet Food and Wine Package

7 Days Tuscany

The Overview

Overview

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! 

Duration

7 days

6 nights

Starting From

EUR 3,205

Per person for two travelers

Tailored to your departure and group.

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.

Regions
Tuscany
Tour Style
Private
Departs From
Florence
Meeting Point
Villa
Included Meals
Daily breakfast · 3 wine tastings · 2 cooking classes · 1 dinner · 1 lunch
Day by day

Itinerary

Follow the route as you read. The map traces each day of the journey, moving with you from place to place.

Tuscany

Chapter 1 · Days 1–7

Welcome to Tuscany

Tuscany is among the most beautiful regions of Italy. The gentle curves and slopes of the land will enchant you. Tuscany is as famous for its wine and cuisine as it is for its landscapes. Wine production focuses on red wines like Chianti, San Giovese, Rosso di Montalcino, Rosso di Montepulciano, Bolgheri, and others. Food is prepared with seasonal…

Explore Tuscany
Day 1

Tuscany, Montepulciano

Welcome Dinner at the Estate

  • Dinner
Welcome Dinner at the Estate — photo 1 Welcome Dinner at the Estate — photo 2 Welcome Dinner at the Estate — photo 3 Welcome Dinner at the Estate — photo 4 Welcome Dinner at the Estate — photo 5

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. 

Where we meet Villa
Day 2

Tuscany

A Day at the Estate: Cooking Course & Wine Tastings

  • Breakfast
  • Wine Tasting
  • Cooking Class
A Day at the Estate: Cooking Course & Wine Tastings — photo 1 A Day at the Estate: Cooking Course & Wine Tastings — photo 2 A Day at the Estate: Cooking Course & Wine Tastings — photo 3 A Day at the Estate: Cooking Course & Wine Tastings — photo 4 A Day at the Estate: Cooking Course & Wine Tastings — photo 5

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. 

Day 3

Under the Tuscan Sun: The Val D'Orcia

  • Breakfast
  • Wine Tasting

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. 

Day 4

Tuscany, Cortona Tuscany, Arrezzo

Cortona, Arrezzo and Lago Trasimeno

  • Breakfast
Cortona, Arrezzo and Lago Trasimeno — photo 1 Cortona, Arrezzo and Lago Trasimeno — photo 2 Cortona, Arrezzo and Lago Trasimeno — photo 3 Cortona, Arrezzo and Lago Trasimeno — photo 4 Cortona, Arrezzo and Lago Trasimeno — photo 5

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. 

Day 5

Tuscany, Chianti

Siena, San Gimignano and the Chianti Wineries

  • Breakfast
  • Lunch
  • Wine Tasting
Siena, San Gimignano and the Chianti Wineries — photo 1 Siena, San Gimignano and the Chianti Wineries — photo 2 Siena, San Gimignano and the Chianti Wineries — photo 3 Siena, San Gimignano and the Chianti Wineries — photo 4 Siena, San Gimignano and the Chianti Wineries — photo 5

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.

Day 6

Perugia & the Choclate Arts - Assisi - Cooking Course

  • Breakfast
  • Cooking Class

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.

Overnight.  

Day 7

Tuscany

Time to say Arrivaderci Tuscany!

  • Breakfast
Time to say Arrivaderci Tuscany! — photo 1 Time to say Arrivaderci Tuscany! — photo 2 Time to say Arrivaderci Tuscany! — photo 3 Time to say Arrivaderci Tuscany! — photo 4 Time to say Arrivaderci Tuscany! — photo 5

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

The details

Inclusions & Exclusions

What's Included

  • Car rental as indicated in the itinerary
  • Cooking class
  • Daily Buffet Breakfast
  • Excellent Photo Opportunities
  • Stay in Luxury Villa in Tuscany
  • Tastings of local products
  • Wine and Olive Oil Tastings
  • Wine Estate Visit

What's Not Included

  • Gratuities of any type
  • Meals not mentioned in the program
  • Personal Expenses or Extras at hotels
In their words

Traveler Reviews

Emily and David Davison Travelled with us

My husband and I just took a two week trip to Italy that was planned for us by Eleanor Kinchin-Smith. It was a fantastic trip and we could not have been more thrilled. We worked together with Ele to let her know about our interests and our style of travel. She planned the perfect trip with excellent private guides at all of our sites, professional drivers and lovely hotels. We arrived in Italy with all of our train and ferry reservations made by Ele, with tickets in hand. She was in touch with us daily throughout our trip to make sure that things were going smoothly. She was able to make a few changes to our itinerary as needed. We look forward to working with Ele again on our next trip and have put her in touch with another family member to help plan their trip as well.

Ron and Deb Crosby Travelled with us

Dear Guiseppe and Jesse,

We just returned from our most wonderful vacation to Italy and wanted to first thank you for putting together such a wonderful trip, and second to provide some feedback for the future.

Hotels

1. Hotel Sovestro in San Gimignano was wonderful. The staff were very friendly and helpful and made the first portion of our journey very stress free. They made us feel like we were part of their family. I would recommend it to anyone and would specifically ask for it if we were to make a return visit.

2. Hotel La Baia in Monterosso was nice and it's location was very good especially for us older folks humping luggage from/to the train station.

3. Hotel Lucchesi in Florence- what can I say expect FANTASTIC. The rooftop view at sunset is well worth it. Again very friendly and helpful staff. Would recommend it to everyone.

Wine Tour

Money well spent. We had a great time overall. The driver Mario was OUTSTANDING. He had lots of local knowledge as well as about winemaking. USE HIM AGAIN!!!

The various wineries we visited on tour:

Altesino- fantastic and they were not cheap on their pouring. Great experience.

Azienda Agricola Patrizia Cencion Sloaria- Again a great tour by one of the owner's daughters. We felt like we were the only thing on their mind although there were other customers there. A great way to complete the day.

Again we had a fantastic time and are very appreciative of everything you booked for us. We wish you continued success and if our travels should bring us back to Italy, we know who to call.

Leon and Michele Travelled with us

The trip was great we appreciate all the hard work you and your team invested to make our experience a once in a lifetime trip. We appreciate all the attention to the details in particular Giuseppe spending the time and the focus with us on the road and as we were exploring your great country.

Bob & Sandy Travelled with us

Jesse & Giuseppe,

Sandy and I have been looking through my slides of our trip to Southern Italy. We had such a good time with you and Giuseppe that we wanted to let you know again. You were the best guides ever.

Where you are

Location

Italy Florence

Florence and beyond

7 days through Italy, with every stop chosen by the people who live here.

Where we meet

Villa

Where it starts

Florence

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Good to know

Frequently Asked Questions

Is this a private tour, or will we join a group?

Private. You travel with your own guide and driver, and the only people on the itinerary are the ones you bring with you. Nothing is shared with strangers, and the pace of each day is yours to set.

Can the itinerary be changed to suit us?

Yes. What you see here is a starting point, not a fixed departure. Tell us how long you have, what you love and what you would rather skip, and we will reshape it around you. A slower morning, an extra night somewhere you fell for, a different region entirely.

How do we start planning?

Send us a note using the form on this page, or call us on 1-866-779-2565. A travel specialist replies within one business day, usually with a few questions of their own. There is no cost and no obligation in asking.

When should we book?

The earlier the better, particularly for travel between May and September, when the best small hotels and the guides worth having are taken first. That said, we have put together beautiful trips at short notice, so ask and we will tell you honestly what is still possible for your dates.

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