From Florence to Pienza, Private Tour, 7 days
Day 1: Arrival in Florence
Welcome to Florence! Upon arrival, you are met by your private driver at the airport, who transfers you to the hotel for check-in.
The rest of the day is at your own leisure to relax after the trip.
No meals included.
Day 2: Florence Sightseeing
After breakfast at your hotel, meet with your private guide and go on a comprehensive walking tour of Florence's highlights.
Today's program includes exploration of the Piazza del Duomo with a visit to the Baptistery dedicated to St. John the Baptist.
Your ticket to the Grande Museo del Duomo allows you to visit the other magnificent monuments of Piazza del Duomo in your free time within 72 hours: the Cathedral itself, the famous Dome, the Bell Tower, and the Cathedral Museum with works by Michelangelo and Donatello.
As you proceed to the main square of the city - Piazza della Signoria - you pass through the heart of the historical center with its landmark sites like Piazza della Repubblica and the Strozzi Palace. Stroll down via Tornabuoni, one of the most beautiful streets of the city, famous for its fine shops.
We will also cross over the Arno River on the Ponte Vecchio to enter the Oltrarno district where you see numerous local craftsmen shops and the beautiful Santo Spirito Church and Convent, built for the Agostinians. In this very part of the city you can find an early work of Michelangelo dating back to when he was just 17 years old.
During the tour we also visit the Galleria dell'Accademia to see Michelangelo's famous colossal statue of David, a must-see in Florence.
After the tour return to your hotel and enjoy an evening at your own leisure.
Day 3: San Gimignano & Siena Sightseeing
In the morning you check-out from the hotel in Florence and your private driver takes you on a sightseeing tour to visit San Gimignano and Siena.
Your first stop is a tour of San Gimignano. Often called the town of towers as it is home to 14 well-preserved towers from the medieval times. These towers vary in height and form the international identity of the town. San Gimignano boasts many churches, such as the Collegiata and the Sant'Agostino. Moreover, the heart of the town contains 4 Piazzas - Cisterna, Duomo, Pecori and Erbe.
Then you continue to Siena, Italy's loveliest medieval city. During the tour you visit all of the major sights including the Cathedral of the Duomo, which houses the works of artists like Nicola Pisano, Ghirlandaio, Ghiberti, Donatello and Jacopo della Quercia. You then see the Piazza del Campo - a shell-shaped structure, which is also a major attraction famous for hosting horse races.
After both tours you are transferred to the amazingly beautiful hotel set in a former post office from the 15th century. Upon arrival you check in the 4-star Hotel Osteria Dell'Orcia, located in the UNESCO-protected Val d'Orcia Nature Reserve.
Breakfast is included.
Day 4: Tour to Cheese Farm and Winery in Pienza & Montepulciano
In the morning after breakfast you have another amazing experience as today you visit a Pecorino cheese farm.
Your driver-guide takes you to Pienza, the area known for the wonderful Pecorino di Pienza cheese, which gets its name from the word pecora, Italian for "sheep". This delicious "sheep" cheese is made exclusively in and around the town of Pienza from sheep’s milk. In the beginning you have a tour of the historical center of Pienza, included into the list of UNESCO World Heritage Sites. You enjoy the views of wonderful Renaissance Palazzo Piccolomini, the beautiful Cathedral of Pienza and Palazzo Comunale.
You are then driven to a gorgeous rustic organic cheese farm that sits on top of a hill overlooking the entire Val d’Orcia and even Pienza itself. Here the local cheese producer shows you how the pecorino sheep cheese is made and the many stages of aging from soft and fresh to hard and complex.
Later you carry on to Montepulciano, a small village of Etruscan origin and one of the most beautiful hill towns in Tuscany. After the guided tour of the Montepulciano historical center you visit a traditional winery in a small farm. Here you enjoy tasting one of the most famous Italian wines: Vino Nobile di Montepulciano*. The Nobile wines of Montepulciano were the first to be given the ultimate quality level of DOCG certification.
In the evening you are transferred back to your hotel.
*Please, note: there are 255 wineries in the region so if there is any particular that you wish to visit - let us know and we will modify program accordingly.
Breakfast and wine tasting included.
Day 5: Cooking Class in Montalcino
Today following breakfast your private driver-guide picks you up from the hotel and drives you first to Montalcino. The ancient village is best known for its red Brunello di Montalcino wines, made with Sangiovese Grosso grapes.
Upon arrival you have a cooking class in a local farm restaurant located just few kilometers outside of the village. Here you learn how to cook a traditional Italian meal and about Italian dining traditions. Your experience starts from picking spices and vegetables and collecting the eggs. After about 3 hours of the workshop you enjoy a full Italian lunch which includes starters, home-made fresh pasta with sauce, a main course and a dessert.
Later you have a private visit to an amazing winery located inside an historical castle. At the winery you have a tour to the cellars, the vineyards, take in the gorgeous views and taste Brunello "Riserva" and also Rosso di Montalcino.Riserva" and also Rosso di Montalcino.Montalcino.
After the tour you are transferred back to your hotel and have the evening on your own.
Breakfast, lunch and wine tasting included.
Day 6: Transfer to Florence & Optional Tours
Following breakfast you check-out from the hotel and your private driver transfers you to Florence. Upon arrival you check-in and have a choice to either have a free day or join one of our carefully-planned optional tours.
Optional tour #1: Florence Gastronomic tour
Breakfast is included.
Day 7: Departure from Florence
This is the last day of your Tuscany exploration. Today you check-out from the hotel in Siena and your driver transfers you to the airport in Florence for your flight back home. We wish you a safe flight and hope to work on your future vacations!
Breakfast is included.
Recommended extension: If you would like to extend your Italian vacation, continue exploring its wonders with our extensions, please, contact your specialist for details.
Not included: international flights, multiple arrival/departure transfers, other meals not mentioned in the program, optional tours and services, all personal expenses
You gave us a chance to really experience the places, people, art, history and architecture!
- Trisha King about her trip with us
Superb tour to Italy! You really deserve a round of applause
- Regina Mayer about her trip with us
This trip will always be a once in a lifetime highlight for us
- Ramon & Nancy Rodriguez about their trip with us
Thank you very much for making our trip a most enjoyable journey
- Karoline Myrtle about her trip with us
Our accommodation where excellent in every city we visited. The guides were very knowledgeable and I learned a lot of history
- Annika Wilkes about her trip with us
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