Tuscany is among the most desired destinations in Italy. Let Tuscany delight you with its beautiful landscape and top Italian wines. Savor the SuperTuscans, Bolgheri, and Sangiovese wines while you immerse yourself in local culture and cuisine as you make your way through the region with stops and wineries, small Tuscan villages, and wonderful Osteria’s and Michelin starred restaurants. Let us create the wine experience of a lifetime and customize this special tour just for you.

Grape Varieties

  • Sangiovese
  • Cabernet Sauvignon
  • Trebbiano Vernaccia
  • Malvasia
  • Super Tuscans
  • Vin Santo
  • Bolgheri



  • Private tours and tastings in one of Italy’s most famous wine regions
  • Visit a medieval village, red-brick castle and other local sites 
  • Experience the culture during lunch with a local family
  • Relax in luxury hotels with stunning views
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 Suggested Itinerary 5 Nights

Itineraries are handcrafted with extra care to create the right mix of food, wine, and culture for a memorable and unique experience. Here are some ideas and a sample itinerary.  Contact us to get started.

Day 1 – Arrive at Pisa or Florence airport

  • Pickup from your desired airport by your expert wine guide
  • This afternoon you will visit a top winery in the DOC Bolgheri wine area and IGT Toscana
  • Dinner this evening in a tiny Tuscan village known for slow food and wine
  • Overnight in a luxury hotel with sweeping ocean views

Day 2- Bolgheri

  • A short drive this morning to a medieval village that seems to have inspired the Tuscan countryside
  • Visit and tasting at the top winery in Bolgheri Sassicaia
  • Free time in Bolgheri to enjoy architecture, red brick castle, local products and shops
  • Lunch at a 1-star Michelin restaurant
  • Another visit and tasting at a top winery in Bolgheri
  • Dinner tonight is at the hotel
  • Overnight in a luxury hotel with sweeping ocean views

Day 3- Brunello / Chianti Classico

  • Change hotels today and heading first to an exceptional winery in one of Italy’s most famous wine regions, Brunello di Montalcino for a tour and tasting
  • Lunch is at a local family restaurant
  • A second visit to a boutique Brunello winery
  • Visit a fortified hilltop village of Montalcino and walk through this timeless setting with its shops and cafes
  • Overnight in a luxury hotel near Chianti

Day 4- Chianti Classico

  • Start the morning with a spa appointment to relax a bit
  • Light lunch at a winery in the Chianti Classico area
  • Visit a typical family-style winery for a tour and tasting of their featured top wines
  • Dinner at a local restaurant in Sienna
  • Overnight in a luxury hotel near Chianti

Day 5- Chianti Classico / Tignanello

  • Visit the iconic Tiagnanello and then enjoy a wonderful lunch at a 1-star Michelin restaurant with an amazing wine pairing and tasting menu
  • Visit and tasting at a top winery in Chianti Classico
  • Overnight in Florence

Day 6- Departure

  • Transfer to Pisa or Florence



Exceptional & Private

Take some additional days to take in the beautiful city of Florence full of art and history. You will enjoy a tour through the winding back streets and discover the Piazza with the incredible churches and statues.

Head to Piedmont and continue your wine tastings of Barolog and Barbaresco

Add a Tuscan cooking masterclass using all the local ingredients produced here. Learn about Tuscan family life and enjoy lunch based on your efforts with your newfound Tuscan friends. This afternoon take a walking tour of the medieval hilltop town of Sienna. The tour will take you through all of the small, backwinding streets of this incredible town

Add a trip to Valdorcia to visit a producer of sheep and goat cheese that is all organically produced along with honey olive oil, homemade pasta, and wine.