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Tuscany Hills
Location: Florence, Chianti, Maremma
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If you consider yourself a wine connoisseur or even a wine lover and you want to experience the best wine country experiences that Tuscany has to offer, then this is the Tuscany Wine Tour for you! The tour begins and ends in Florence and you will spend a week visiting the best appellations in this gorgeous part of Italy….



Day 1 – Private Art Guided Tour & Gourmet Dining – Your English speaking private chauffeur will meet you at the airport, and you will transfer to your hotel located right in the historical center of Florence. Check into your luxurious hotel. After you freshen up, your own private art guide will pick you up and you’ll discover the best highlights of Florence on a 2 hours walking tour. After a welcome aperitif with your charming guide, enjoy a guided walking tour of Florence’s “Centro Storico” including the Ponte Vecchio and Piazza della Signoria (the gorgeous square where the Uffizi gallery, Neptune’s fountain and the Palazzo Vecchio are all located), and plenty of hidden gourmet gems enroute. The city’s cobblestone streets, lively atmosphere, and stunning artistic history all add to the enchanting atmosphere. In the afternoon, sip a glass of wine on a stylish terrace or get in some shopping or sightseeing. Tonight’s dinner is a special treat- dinner at Cibreo. This restaurant is one of favorite gourmet haunts in Italy. The New York Times described Fabio (Cibreo´s chef owner) best when they said, “he talks like a poet and cooks like a wizard”. Fabio is definitely one of the best chefs in Florence, and indeed Italy, a maestro.

Day 2 – Chianti Classico Wine Tasting – Full breakfast in your hotel. Today will be a wine tasting extravaganza! Your chauffeur will pick you up at your hotel at 9am and you will transfer to the delicious Chianti Classico wine region, through the enchanting Chiantigiana route. This is the land of Sangiovese and you will taste different expressions of this noble grape. Begin with a visit to a top rated family winery. On a private tour, explore the grounds and finish with a tasting of their best wines and even Balsamic Vinegars and Olive Oils. Carry on to Antinori´s Badia Passignano estate, our absolute favorite in Chianti. Your exuberant host will take you on a memorable tour of the property and you´ll taste some of Antinori´s mythical wines such as Tignanello, Cervaro della Sala, Chianti Classico Riserva Badia a Passignano, Guado al Tasso, and Solaia. After the cellar visit, enjoy an extra virgin Olive Oil tasting followed by an outstanding lunch at the Michelin starred Osteria, with dishes paired with the aforementioned following wines. Top class. After lunch, you will carry on to the spectacular town of Siena. Your own personal art guide will meet you and take you on an “insider’s tour” of Siena. Walk off that lunch and discover some wonderful hidden corners of this charming town. After your tour of Siena you’ll travel to your hotel for the next two nights – a hill-topped castle in the countryside of Chianti! Drop off at 5pm. Free evening to enjoy the restaurant of the hotel on your own.

Day 3 – Montalcino & Montepulciano VIP Wine Tastings – After breakfast, at 9am your chauffeur will pick you up and take you first to Montalcino. This ancient village is best known for its elixir red Brunello di Montalcino wines, made with the Sangiovese Grosso grape varietal. Enjoy a VIP private visit to a Brunello producer such as the prestigious Poggio Antico estate. On the way to the winery, you can stop for a quick visit to the stunning ruins of the 9th century Abbazia di Sant’Antimo. At the winery you will tour the barrel caves, the installations, take in the gorgeous views and taste Brunello “Riservas” and also Rosso di Montalcinos. The 3 course lunch & wines will be in delicious restaurant of the winery. After carry on to Montepulciano. Of Etruscan origin, Montepulciano is one of the most beautiful (and steepest) hill towns in Tuscany. The fortified hamlet was built along a narrow bridge made of natural tufa. Montepulciano is an absolute treat and of course a mythical name for wine lovers. Perfectly preserved and historic, there are darling enotecas (wine bars), gourmet shops and historic palaces, fabulous. The Vino Nobile wines of Montepulciano, were the first to be given the ultimate quality level of DOCG certification. Which is why you are here! You’ll visit a top estate such as Valdpiatta or Avignonesi and enjoy a tasting of Vino Nobile wines. In the late afternoon, enjoy free time on your own in Montepulciano and transfer back to your castle hotel by 5.30pm.

Day 4 – Maremma, Home of the Super Tuscans – Today at 9am, you’ll travel southwest, from Montalcino to the mythical Maremma Wine Region. The drive takes you from the cypress-covered hills of Montalcino into the beautiful and wild Maremma region. The Maremma is one of the most interesting areas of Tuscany, and curiously “undiscovered” by non-Italians. It is more famous locally for its glamorous beaches on the Tyrrhenian sea, and millionaire’s yachts in Porto Argentario. It is also, interestingly, famous for its cowboys. The ‘butteri’ (cowboys) notoriously beat Buffalo Bill in 1911 when he challenged them to a contest of breaking in the colts. For wine lovers, it is also the home of some of the biggest wine names in the world such as Ornellaia and Sassicaia. We will save the wine tasting for tomorrow to give you a chance today to soak up some culture. You will visit Montemerano, Pitigliano and other little villages before checking-in into your beautiful and villa hotel. Lunch in this gorgeous town, called Italy’s “Little Jerusalem” for its Jewish heritage and ancient synagogue. In the late afternoon around 5.30pm you will arrive to your country villa style hotel, a delicious property. This is a five star hotel that was once an aristocratic hunting lodge. It is certainly the most luxurious property in Southern Tuscany and you will love it! Alain Ducasse, France’s most famous chef, is the consultant chef here and he has created a Tuscan inspired creative menu, wonderful. Overnight on your own to enjoy the restaurant of the hotel.

Day 5 – VIP Wine Tastings at Petra & Ornellaia – Today is all about Super Tuscans! In the last 3 decades, there has been an explosion of tiny “garage” style wineries making some of the world’s best (and most expensive) wines. These days, the wines from Maremma can cost up to 400 euros a bottle! You will enjoy a wonderful wine tasting day, taking in two superb cellars such as Petra (designed by the famed Mario Botta) and Ornellaia in the castle crowned village of Bolgheri (one of the best cellars in Italy). After your wine “breakfast”, you’ll have an unforgettable lunch at a local restaurant: your hosts are extremely charming and you will enjoy an olive oil tasting before your Tuscan style lunch. In the afternoon, your chauffeur guide will be on hand and you can visit the beaches of the Maremma, do some sightseeing in medieval villages or go back to your luxury little hotel to enjoy it. Drop off at the hotel by 5pm.

Day 6 – Return to Florence via San Gimignano – Departure at 9am. Today you will enjoy an excursion to San Gimignano on the way back to Florence. San Gimignano is a gorgeous medieval village called “the Manhattan of Tuscany” because of its many towers (medieval, of course!). From the wild Maremma you will drive northeast into the beautiful rolling hills covered in vines, olives and historic villages. Stop in San Gimignano for a relaxing break and visit the town by your own. Take in the lovely cobblestoned streets lined with ristoranti, wine shops, ceramic shops, etc. Visit the medieval palaces and art museums. Sit on a terrace before you leave, tasting the local white tipple, Vernaccia di San Gimignano. Upon arrival to Florence, you will stay in the same lovely hotel as your first night. Enjoy a last night in Florence on your own, with a last gift waiting for you in your room. We recommend Enoteca Pinchiorri for dinner if you want a famed Michelin starred chef or La Giostra if you are looking for something charming and lively…or just ask to your driver for a recommendation according to your preferences….and enjoy your last notte in Florence!

Day 7 – Arrivederci…! – This concludes your wine tour of Tuscany, with wine tasting in Chianti, Montalcino, Montepulciano and the Maremma. You will leave with many gourmet goodies, and above all with a deeper appreciation of Tuscan wines, art and architecture. Your driver will transfer you to the airport.


  • All luxury Transportation and transfers for 7 days/ 6 nights by Mercedes-Benz sedan or minivan, with a/c
  • English speaking driver & wine guide
  • Local certified art guides in Florence and Siena
  • All accommodation in luxury hotels (superior 4 and 5 stars) in superior rooms and junior suites
  • 6 Full Breakfasts
  • 3 wonderful wine country Lunches with wines, mineral water (1 at Michelin stars)
  • 1 spectacular welcome dinner with extra special wines selected
  • Welcome aperitif cocktails
  • Professional Wine Tasting Presentations with Winemakers/Owners/top staff
  • All VIP Winery Visits and Wine Tastings: minimum 5 Boutique and Premium wineries incl. Super Tuscans, Brunello di Montalcino and Chianti Classico
  • Olive Oil and Wine gifts
  • All Entrance Fees to Cultural Sites (Art museums, etc)
  • Excursions to Siena, Pitigliano and San Gimignano
  • Bottled water and wifi available during the drives
  • Vat 22%