Best of Tuscany

Italy, Tuscany / 7 Days

Food and Wine, Villa Stay

If you're a first time visitor to Tuscany, and wanting to tick off the main attractions of the region here is the perfect solution.

Stay a week in a typical Tuscan villa and make easy day trips into the countryside to see the ancient hilltop villages and beautiful countryside that you've seen in pictures and on TV! You'll have a driver/guide with you so there's no need to worry about navigating roads or finding your way.

The itinerary ensures you see the best of your surrounds in a relaxed and enjoyable way, with plenty to keep the tastebuds happy too.


Dinner in Cortona.

We transfer you from our local train station to your accommodation and allow you to settle in and familiarise yourself with your new surroundings which will be 'home' for the next 7 days.


Dinner in Cortona.

This morning we drive past 'Bramasole' from 'Under the Tuscan Sun' and visit Chiesa di Santa Margherita. We then make our way to the historical centre for a Caffè and brioche after which you have free time to enjoy the many boutiques, art galleries and all Cortona offers. We will regroup and enjoy lunch at a typical trattoria. Later in the afternoon there will be the option to return to the villa for some relaxation prior to stepping out to dinner.


Dinner in Cortona.

We visit San Gimignano for the morning. This is a beautiful medieval township; a step back in time. This village is home to many stores which offer a very broad range of painted ceramics as well as leatherware and alabaster. Visit two wonderful piazzas where you can simply stroll, visit a museum or climb a tower for a breathtaking view of the Val d'Elsa or enjoy a delicious gelato.

After enjoying lunch at a local trattoria, we will head back towards Siena. You will have the afternoon to explore Siena; a visit to the spectacular Piazza del Campo, where the famous bareback horse race is held or visit Il Duomo, The Mangia Tower or simply explore the streets and enjoy the various delights Siena offers, from the little food stores with many tempting treats to the beautiful selection of stores/boutiques.


Dinner in Cortona.

Today we visit Montepulciano located in the Val d'Orcia. This township is a true gem; great shopping, wonderful trattorias, cantinas and sulumerie. After enjoying a caffè on arrival, you will have the morning free to explore. We will then meet for lunch at a special Cantina where we will have a wine tasting and a tour of the cellar. Mid-afternoon we will return to the villa for some relaxation time. Prior to dinner we will visit a local third generation jeweler for an aperitivo and a mini tour of their showroom.


Independent train travel to Florence (8:12am train departure - arrive into Florence 9:30am); train tickets, map, and transfer to and from our local train station on the day is included. Should you wish to visit any galleries/monuments, pre-purchase of tickets should be arranged prior to your tour commencement to avoid long waiting periods upon your arrival. Your Food and Wine travel consultant will be happy to assist. Train back to Cortona. This evening dinner will be provided for you in your apartment.


Dinner in Cortona.

A leisurely day of taking in the most amazing views, whilst driving through this most famous wine growing area of Tuscany. During the morning, we will visit the village of Castellina; we will enjoy a Caffè together after which you will enjoy free time to explore this village which offers a wonderful selection of varied stores. We will then visit a vineyard a short distance away, interact with the winemakers and savour lunch and a wine tasting whilst enjoying spectacular views of the vineyards and olive groves. Return to villa late afternoon.


Farewell dinner in Cortona.

You may choose to 'stay in' today. Enjoy the villa's grounds and relax, visit Cortona or another local township. Alternatively, you may choose from one of our additional activities: Vespa tour, cycling tour, cooking experience, cheese making class, gelato making class, painting class, hot air ballooning.


After a leisurely breakfast, we transfer you to the local train station for your departure.

  • Seven nights in a Tuscan villa
  • Bilingual Hosts for the duration of the tour
  • Day tours to itinerary locations
  • Breakfast daily
  • Four lunches
  • All dinners (a-la-carte) at a local trattoria or restaurant. Wine included
  • Complimentary bottle of wine and beer
  • Wine tasting at selected vineyards/establishments
  • All travel to and from tour locations as detailed on itinerary
  • Train tickets and maps for independent travel to Florence
  • Transfers to local train station or Cortona on tour free days
  • Transfers to and from the local train station on your arrival and departure days


Airfares, travel insurance, entry fees to museums/galleries, lunches and meals
not specifically listed, and all personal expenditure.


Located nearby the historical centre of Cortona and set on wonderful grounds which
include a swimming pool. The apartments within the villa comprise one/two/three bedrooms, living area, kitchen, bathroom and laundry facilities, comprising
air-conditioning and WI-FI.

Your villa provides everything required for a truly memorable Tuscan escape.
Located in the valley approximately 10km from the historical centre of Cortona, the accommodations, which are restored Tuscan farmhouses with old world rustic charm, become home base for the duration of the tour, allowing you to settle into your own private apartment and commence your Tuscan experience.

Departure Dates

This independent itinerary is available, starting each Saturday between 30 March to 29 October during 2019. Just drop us a line so that we can check availability for you.


  • $3750 per person based on twin/double share
  • Add $300 for a single room

Please note that your final price will be subject to the number of guests, the time of year you travel, availability of inclusions at time of booking and exchange rate fluctuations.


Enquire Now

If you are interested in this package, please send us a message and we will contact you with more details.

Thank you!

One of our consultants will get back to you shortly.

We believe small details make a big difference. That's why we are proud to be a boutique company with the ability to fully dedicate our attention to your holiday plans, giving them all the care they deserve. We love to talk with you, to listen to your needs and ensure everything is created according to your preferences. We know every moment of your holiday is precious and therefore we promise you will have our complete care and personal assistance both before and throughout your entire trip.


Design Your Own Tasty Experience

The packages you see on this website are just an idea of what is possible. Everything is completely customisable. Simply get in touch and tell us what you would like to change.

  • 1Choose your destination
  • 2Select elements of our tours (or your own ideas) that you like
  • 3Let us know via the Contact Us Form and we will create the perfect experience
  • 4Ask us for extra arrangements like flights, tours, transfers, trains, hotels etc to complete your experience
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