Tuscany Wine Tours

After you freshen up, your private art guide will pick you up, and you will discover the best highlights of Florence. After a welcome aperitif with your charming guide, enjoy a guided walking tour of Florence’s “Centro Storico” including the Mercato Centrale (the mind-boggling food market), the Ponte Vecchio, the Uffizi gallery, the Piazza Della Signoria (the gorgeous square where Neptune’s fountain, Loggia Dei Lanzi and the Palazzo Vecchio are all located), and plenty of hidden gourmet gems en route. The city’s cobblestone streets, lively atmosphere, and stunning artistic history all add to the enchanting atmosphere. Many writers and artists have been captivated by this city, including Henry James, Albert Camus, and Mark Twain.

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 the 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 one of the best chefs in Florence, and indeed Italy, a maestro.

Begin with Antinori’s Badia a Passignano estate, our absolute favorite in Chianti. Your exuberant host will take you on a memorable tour of the property, and you will taste some of Antinori’s mythical wines such as Tignanello, Cervaro Della Sala, Chianti Classico Riserva Badia a Passignano, Brunello di Montalcino, 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, carry on with a visit to a historic estate such as the beautiful Castello di Ama property, with its art collection and manicured gardens. On a private tour, explore the grounds and finish with a tasting of their best wines, including single-vineyard crus Bellavista, La Casuccia and Supertuscan L’Apparita and even their precious Extra Virgin Olive oil, produced with handpicked Correggiolo, Moraiolo, Leccino, and Frantoio olives, pressed the same day at their on-site mill.

Next is the spectacular town of Siena. Your art guide will meet you and take you on an “insider’s tour” of Siena. Discover some beautiful hidden corners of this charming town. After your tour of Siena, you will travel to your hotel for the next two nights- a hill-topped castle! Free evening to enjoy the hotel restaurant on your own.

Lunch will be at one of our favorite traditional restaurants in Tuscany, intimate and exclusive, with breathtaking views. After a delicious lunch, carry on to Montepulciano.

Of Etruscan origin, Montepulciano is one of the most beautiful (and steepest) hill towns in Tuscany. The fortified hamlet , which 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 historical, 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 will visit a top estate such as Bindella, Boscarelli, 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 resort.

For us wine lovers, it is also the home of some of the most significant 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 to your beautiful and villa hotel. Lunch in this gorgeous town called Italy’s “Little Jerusalem” for its Jewish heritage and an ancient synagogue. Afternoon, sightseeing in beautiful little villages.

In the evening you will arrive at your country villa-style hotel, a delicious property. This five-star hotel that was once an aristocratic hunting lodge. It is undoubtedly one of the most luxurious properties in Southern Tuscany, and you will love it! Enrico Bartolini, an Italian chef with a total of 8 Michelin stars, created a Tuscan inspired creative menu, delicious!. This evening is free to enjoy the restaurant at the hotel.

You will enjoy a wonderful wine tasting day, taking in two superb cellars such as Guado al Tasso and Ornellaia in the castle-crowned village of Bolgheri (one of the best cellars in Italy).

Lunch will be at lovely Enoteca San Guido, simple yet elegant. Your hosts are incredibly charming, and you will enjoy a vertical tasting of Tenuta San Guido Sassicaia during 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 enjoy some time back to your ultra-luxury hotel.

In between, you will have one of the best meals on the tour: an unforgettable seafood lunch at our favorite restaurant in the region, right on the sandy beach, La Pineta.

In the late afternoon, you can explore Pisa or head back into Florence.
Upon arrival in Florence, you will stay in the same lovely boutique hotel as your first night. The evening is yours to relax and sip a glass of wine in a beautiful Florentine piazza.

Stop in San Gimignano with your driver-guide for a few hours. Take in the lovely cobblestoned streets lined with ristoranti, wine shops, ceramic shops. Visit the medieval palaces and art museums. Sit on a terrace before you leave, tasting the local white tipple, Vernaccia di San Gimignano.
Arrive at Fiesole, at extra virgin olive oil farm on these beautiful hills overlooking Florence. Enjoy a walk through the olive trees (magnificent in late autumn) and learn about Tuscany’s olive varietals and the process of making extra virgin oils. Finish the visit with a tasting of the full range of their premium olive oils and indulge in a delicious picnic lunch with cured hams, local cheeses, salads, sandwiches, dips, wine and of course- olives!
Enjoy the last night in Florence on your own, with a  gift waiting for you in your room. We recommend Enoteca Pinchiorri or Gucci Osteria for dinner if you want a famed Michelin starred chef or La Giostra or Da Mario if you are looking for something charming and lively.

We can arrange extra days in Rome or Venice, please contact us for details.