Tuscany: Food & Wine In Depth - 7 days

The perfect itinerary for food and wine lovers who want to discover the best of Tuscany’s gastronomic experiences in depth. Visit the three main Tuscan wine regions of Chianti, Montalcino and Montepulciano, indulge in hands on food and wine tasting experiences and enjoy a truffle hunt. Relax, unwind and spoil your tastebuds in Tuscany.

Highlights and Inclusions

  • 6 nights in exquisite 4-star hotels.
  • 6 breakfasts (B), 4 lunches (L).
  • Privately curated wine masterclass with sommelier.
  • Chianti winery tastings and lunch.
  • Tuscan cooking class with lunch.
  • Montalcino winery tasting and lunch.
  • Truffle hunting experience on a farm also producing cheese, with tour and lunch.
  • Day to relax in Bagno Vignoni’s thermal spas.
  • Montepulciano wine tasting.
  • VIP transfers as indicated.
  • Note: hotel city taxes, if applicable, are not included.

Upcoming Departures

CommencesConcludesPrice (twin share per person)Price (single supplement)
Available on any date you choosefrom  $6,647 AUD
Commences: Available on any date you choose Conclude: Prices (twin share): from  $6,647 AUD Prices (single): Availability:
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Day: 1 Chianti region

Welcome to Tuscany’s Chianti area, an important region for wine lovers. Transfer from Florence for the start of your discovery of all three Tuscan wine regions – Chianti, Montalcino and Montepulciano. On arrival, commence this gastronomic feast with a privately curated masterclass with your own sommelier at your hotel.

Overnight: Italy, Tuscany (Chianti) - Palazzo Leopoldo Rating 
 4   or similar

Day: 2 Chianti region

B, L

Enjoy a full day excursion across Chianti, one of the most well-known and appreciated wine regions. Admire the beautiful Chianti landscape as you visit two amazing wineries where you will be delighted by a wine tasting lunch and independent stroll through charming Tuscan hamlets.

Overnight: Italy, Tuscany (Chianti) - Palazzo Leopoldo Rating 
 4   or similar

Day: 3 Chianti region

B, L

Experience authentic Tuscany with a hands-on cooking class followed by lunch. Like all Italian cuisine, Tuscan cooking is based upon using the most fresh and simple ingredients of the season including legumes, cheeses, vegetables and fruits. The rest of the day is at your leisure to perhaps enjoy the hotel SPA or self-discover the nearby region by walking or hiring an e-bike.

Overnight: Italy, Tuscany (Chianti) - Palazzo Leopoldo Rating 
 4   or similar

Day: 4 Chianti region – Montalcino – Val d’Orcia

B, L

Discover the rolling hills of Southern Tuscany as you make your way to Val d’Orcia, renowned for its UNESCO World Heritage listing, Brunello di Montalcino wine and Pienza Pecorino cheese. On the way, enjoy a winery tour and a wine tasting lunch. Afterward, visit Montalcino where you have independent time to explore the historical centre before arriving at your retreat.

Overnight: Italy, Tuscany (Val d'Orcia) - Hotel Relais Palazzo del Capitano Rating 
 4   or similar

Day: 5 Val d’Orcia – Pienza – Val d’Orcia

B, L

Become a truffle hunter and discover this ancient art with a professional seeker and his/her dog. On the same property, visit the cheese farm and combine your experiences and delight your taste buds with a cheese and truffle infused lunch including local wine. Afterward, you will have leisure time in Pienza to explore Piazza Pio II, Cattedrale dell’Assunta and Palazzo Piccolimini, which has a unique and breath-taking view of the Val d'Orcia Valley.

Overnight: Italy, Tuscany (Val d'Orcia) - Hotel Relais Palazzo del Capitano Rating 
 4   or similar

Day: 6 Val d’Orcia – Bagno Vignoni – Val d’Orcia


Unwind with a relaxing day at Bagno Vignoni thermal paradise – a charming town named a UNESCO World Heritage Site. Relax in the day SPA and enjoy the thermal pools, cherished by the Romans for their healing powers.

Overnight: Italy, Tuscany (Val d'Orcia) - Hotel Relais Palazzo del Capitano Rating 
 4   or similar

Day: 7 Val d’Orcia – Montepulciano – Florence


Discover Vino Nobile di Montepulciano, the first wine in Italy to receive the “denominazione di origine controllata e garantita” (DOCG) that was decreed to be amongst the best wines in Tuscany. Enjoy a wine tasting and continue to Montepulciano, with its elegant Renaissance palaces, ancient churches, charming squares and hidden corners. Afterwards, transfer to Florence for your ongoing journey.

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