Tour Description

This your lets you explore Tuscany for a week and see all the wonders it has to offer. Tuscany is a vibrant region of Italy that is best regarded as the birthplace of the Italian Renaissance and the Renaissance in general. Many of the most famous artists and musicians from the Renaissance era lived in Tuscany at least for a time. Due to this illustrious history with art and music, the region still has very famous museums, including the Pitti Palace and the Uffizi.

During the era of the Renaissance, Tuscany was more of a cultural and linguistic concept rather than an actual geographic and political division. All of Italy was very fractured at this time. In the fifteenth century, the Medici family took over most of Italy and ruled over the country during the burgeoning Renaissance.

However, the history of Tuscany begins much earlier than that. Tuscany private tours oftentimes travel through the natural and manmade history that traces back to the second millennium BC. In the Iron Age, the area was inhabited by a pre-Etruscan civilization known as the Apennines. After this, other cultures began to move into Tuscany and surrounding areas. Among these cultures was the Etruscans.

With the Etruscans came the first and most organized settlement of Tuscany. They thrived for a very long time in central Italy until the Roman patricians adopted the upper-class Etruscans into their civilization. Under Roman occupation, the city of Florence was established. Romans also brought new technology and innovation such as sewers, aqueducts, roads, and new building construction techniques. Some of these structures are still standing and Tuscany private tours often travel to these history-rich areas.

It all begins in Florence as the focal point and the place where that offers most of the museums, churches, art places and wine sceneries, continuing in the places of Pisa and Lucca where you will visit the famous Leaning Tower, the amazing San Martino Cathedral and a lot of other places.

San Gimignano, Chianti and Siena are the next stops in this tour. These charming cities will help you live and breathe through the medieval culture and lots of tradition, enjoying private tours in some of the loveliest squares in Italy. The fine dining on the best panorama sites is also a part of the experience, along with the Food and Wine Tastings in Maremma, Montepulciano and Pienza.

Book now for seven days full of breathtaking memories!

Detailed Itinerary

Day 01: Florence Arrival | Welcome to Italy! Upon arrival at Florence airport please proceed through the Passport Control and collect your luggage inside the customs area. Just outside this area meet your driver who will transfer you to your Hotel in central Florence. The rest of the day is at leisure. Overnight in Florence.

Day 02: Florence Private Guided Tour | Breakfast at the Hotel. Meet your Guide at the Hotel Lobby. Follow your guide along the windy pathways to a stop in Piazza del Duomo. Be awed as you take in the glory of the Duomo (Cathedral of Santa Maria dei Fiori). Marvel at the intricacy of the pink, white and green marble that covers the exterior, then gaze up at the striking cupola. You’ll also see Giotto's bell tower (Campanile di Giotto), and the bronze baptistery doors by Ghiberti. Next, stroll to the Accademia Gallery. Head directly inside with your skip-the-line ticket and make a beeline for the gallery’s most famous exhibit: Michelangelo’s David, a masterpiece of Renaissance sculpture. Admire the marble statue which was carved in the early 16th century, and learn how it is a symbol of strength and youthful, human beauty. Lunch at leisure. This afternoon head into Florence Old Town to see the Franciscan Church of Santa Croce. Pose for photos by its distinctive façade before strolling to Piazza della Signoria. See the imposing Palazzo and Ponte Vecchio and admire the replica of Michelangelo’s David. Then, wander through the Loggia dei Lanzi, an open-air sculpture gallery. After, make for the Uffizi Gallery, which is home to more than 1,500 pieces of art including works by Michelangelo, Leonardo da Vinci, Botticelli, Raffaello and Caravaggio. Head directly inside Uffizi Gallery, with your skip-the-line tickets and Personal Guide. After the Tour, return to your Hotel. Overnight in Florence.

Day 03: Pisa and Lucca Private Guided Tour |Breakfast at the Hotel. This morning meet your driver and guide at the Hotel Lobby. Pisa and Lucca are undoubtedly among the richest cities in the world for their architecture and history: they are mandatory destinations for those who want to go deep inside Tuscany and its artistic background. This morning travel to Pisa, whose major attraction is the splendid and imposing Piazza dei Miracoli. You will travel along the banks of the River Arno, flanked by elegant Renaissance Palaces and Churches, like the splendid gothic facade of Santa Maria Della Spina. During this part of your tour of Pisa your guide will talk about the history of this town, which in XI century was a mighty maritime nation, one of the four Marine Republics of Italy. At that time, Pisa was a very important commercial centre and controlled a significant Mediterranean merchant fleet and navy. Continue to the extraordinary Piazza Dei Miracoli or Cathedral Square, dominated by the world famous Leaning Bell Tower. Partly paved and partly grassed, it's dominated by four great edifices: the Duomo (Cathedral), the famous leaning tower, the Baptistry and the monumental Cemetery. After a Food and Wine Tasting in a local Farm, depart for Lucca, known for the well-preserved Renaissance walls encircling its historic city center and its cobblestone streets. Broad, tree-lined pathways along the tops of these massive walls are popular for strolling and cycling. Casa di Puccini, where the great opera composer was born, is now a house museum. You will visit the enchanting old town centre walking along a section of the walls and enjoying a breathtaking view over the rooftops. Then you are free to admire the main attractions of the city we recommend Anfiteatro Square, Guinigi Tower, San Martino Cathedral and stroll along the picturesque streets of antique shops. Late afternoon return to Florence. Overnight in Florence.

Day 04: Florence → Impruneta Oil & Cheese and Wine in San Casciano → Chianti | Meet the driver in your hotel lobby. On route to your Hotel in Chianti enjoy a Private Tour of the Tuscany countryside. This excursion begins in the heart of the Tuscan oil kingdom - the hills around Impruneta, were we'll visit the Torrerossa oil farm. The Farm offers you the occasion to live a unique experience: visit the antique olive grove and taste the delicious extra virgin olive oil made with the pressing of its olives. This is a 100% Tuscan product with very high nutritional values. The Torre Rossa produces the “Torre  Rossa” Extra-virgin olive oil that is still stored in characteristic terracotta orci. The olive grove extends for about 20 hectares, where local varieties such as Moraiolo, Pendolino and Leccino can be found. The harvesting of the olives generally takes place in the month of November. The olives are picked by hand, or with the help of special combs which cause the fruit to fall into nets or sheets spread out on the ground. After the farm tour, you will visit the small town of Impruneta. Continue to San Casciano hills, we find the Corzano e Paterno winery & cheese farm, specialized in the production of cheeses with traditional methods, using the milk from the farm's sheep. Here experience a Lunch/Food & Wine Tasting followed by a tour of farm and the cellars. You will also taste their excellent chesses and wines. After late afternoon, return to your hotel in Florence. Late afternoon continue to your hotel in the Tuscan Countryside. In the afternoon transfer to your Hotel. Overnight at your Hotel in Chianti.

Day 05: San Gimignano and Siena Private Guided Tour | After breakfast at the Hotel, meet your driver and guide in the lobby. San Gimignano, a fantastic example of medieval architecture declared a World Heritage Site by UNESCO, famous for its medieval skyscrapers. These tower houses were built by local families at the height of the Guelph-Ghibelline conflict. As you stroll around this compact hill town, your Private Guide will introduce you to the life & times of Medieval San Gimignano. You will begin your tour from San Gimignano main gate, where the medieval city walls are still completely visible. During your walk, you will stop at Torre Cugnanesi and then continue to the two main squares: the first one named after the cistern located at its center, the second where political and religious institutions are located and the little market square: Piazza delle Erbe. The Duomo in San Gimignano is one of the few churches in Italy that are entirely decorated with frescoes, it was used as a film location a few years ago, for Tea with Mussolini by the famous movie director Franco Zeffirelli. The Civic Museum boasts a precious collection of wooden paintings dating from 13th to 16th centuries, works by artists such as Coppo di Marcovaldo, Benozzo Gozzoli, Filippino Lippi, Pinturicchio. Here is the access to the only tower of San Gimignano open to the public. Spend some time here at leisure before meeting with your driver and heading to the Chianti Hills to enjoy a Food a Wine Tasting Tour at Tenuta Casanova a family-run Winery. Here you will be warmly welcomed by its passionate winemaker and after the guided tour of the cellars and the lovely aromatic garden; a delicious tasting of different wines and local products will be waiting for you to make you a lovely Tuscan Lunch. In the afternoon, together with your Guide visit Siena. Walking along the narrow medieval streets, you will admire the splendid Cathedral where you can visit the marvelous interior including the Libreria Piccolomini. You may continue to Piazza del Campo, where the famous Palio horse race is held twice a year, overlooked by imposing Palazzo del Comune. Siena was a very remarkable City-State in the Middle Ages, most of its important monuments were built between the XIII and the XIV century, today we can still admire these artistic and architectural wonders and much more. There are so many hidden spots within the city walls where past and present blend together. They are off the tourists’ beaten paths and can be discovered only with a Private Guide. Free time to stroll around, before returning to your hotel. Late afternoon return to Chianti. Overnight at your Hotel in Chianti.

Day 06: Chianti at Leisure: Breakfast at the Hotel. Today spend the day at leisure in Chianti. Overnight in Chianti.

Day 07: Chianti → Pienza → Montepulciano | After breakfast at the Hotel, meet your driver/guide in the lobby. Today enjoy a visit to Pienza on route to your Hotel in Montepulciano. Pienza sits at the heart of the Orcia Valley, a spectacular area that stretches from Montepucliano to San Quirico. You will be treated to a beautiful landscape dotted with cypress trees and other vegetation. Pienza, is as complete a Renaissance creation as any in Italy. Pope Pius II conceived Pienza, his birthplace, as a Utopian “new town.” The construction of Pienza began in 1459; architect Bernardo Rossellino worked on its main sites under the guide of Leon Battista Alberti, the great theorist of Renaissance art, building and town planning. You will have free time to wander through the lovely streets of Pienza.  Note the street names:  Via dell’Amore (Street of Love), Via del Bacio (Street of the Kiss), and Via della Fortuna (Street of Luck). The beautiful Via del Casello has a spectacular panoramic view of the Orcia Valley. You may also enjoy the great shopping in Corso Rossellino. Time to rest, before continuing to your hotel in Montepulciano. Overnight in Montepulciano.

Day 08: Montalcino & Montepulciano Private Food and Wine Tour | Breakfast at the Hotel. Meet your driver/guide at the Hotel Lobby. Today, you will taste some of the most famous Italian wines: Montalcino and Vino Nobile di Montepulciano. You will first visit Montalcino. This ancient village is best known for its red Brunello di Montalcino wines, made with Sangiovese Grosso grapes. The town has scarcely changed in appearance since the 16th century. Once you get up to the town, a magnificent spectacle unfolds for your eyes: rolling sunny hills dotted with yellow and red flowers, ancient oak trees, picturesque olive groves, scenic country roads winding through perfect vineyards and isolated cypress trees atop hills. You will have a 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 of the stunning ruins of the 9th century Abbazia di Sant'Antimo. At the winery, you will tour the cellars, the vineyards and take in the gorgeous views and taste Brunello "Riserva" and Rosso di Montalcino. After your Montalcino visit it is time to be introduced to Montepulciano Area with a fabulous lunch at a top estate such as Valdipiatta or Avignonesi to be followed by tasting of Vino Nobile wines. The Nobile wines of Montepulciano, were the first to be given the ultimate quality level of DOCG certification. Continue your afternoon with a visit to Montepulciano, a small village of Etruscan origin and one of the most beautiful hill towns in Tuscany. The main street of Montepulciano stretches from Porta al Prato to Piazza Grande at the top of the hill. The façades of the church of Saint Agostino and of the Oratorio della Misericordia are worth seeing. Notable among the civic buildings are the Tarugi palace, the Mercato, the Contucci palace designed by Sangallo and the fourteenth-century Palazzo Municipale, which contains a small gallery of Sienese and of Umbrian art. In the late afternoon transfer, back to your Hotel. Overnight in Montepulciano.

Day 09: Maremma Wines Private Tour | Breakfast at the Hotel. Meet your Driver at the Hotel Lobby.Today visit the Maremma Wine Region, one of the most interesting areas of Tuscany, and less known by non-Italians. For wine lovers, it is the home of some of the biggest wine names in the world such as Ornellaia (Castagneto Carducci & Bolgheri) and Sassicaia (Super Tuscans wines), here the wineries make some of the world’s best (and most expensive) wines. You will stop to enjoy a superb wine tasting at the excellent cellar Petra (in Suvereto), producers of famous Petra wines and Petra Extra Virgin Olive Oil. Here you will taste: Sangiovese Alto, Merlot Quercegobbe and Cabernet Potenti. After your Estate visit, you will have Lunch at Petra Winery Restaurant. In the afternoon, you will visit Ornellaia winery, one of the best wine cellar in Italy. You will have a private VIP guided tour of the vineyards, the wine cellar and a guided tasting of wines: Le Volte, Le Serre Nuove, Ornellaia, Variazioni in Rosso and Extra Virgin Ornellaia Olive Oil, Grappa Ornellaia. Getting its name from the grove of flowering ash trees surrounding the winery, Tenuta dell'Ornellaia came to Bolgheri in 1981, making it a relative upstart in Toscana in specific and the world of Italian wine in general. Although founded by Lodovico Antinori, who was nephew of Sassicaia's maker and brother to Piero Antinori, Tenuta dell'Ornellaia has been owned by the Frescobaldi group for almost two decades. The estate's 244 acres of vineyards lie on elevated parcels composed of clay, gravel, and loam, offering terrific terroir for its world-class Super-Tuscan bottlings. Ornellaia has earned a reputation for consistent excellence, a feat aided by the estate's vineyards and guided by the hands of renowned winemaker Axel Heinz. Tenuta dell’Ornellaia crafts a range of wines, including its namesake flagship wine, Ornellaia. Late afternoon, return to your Hotel. Overnight in Chianti.

Day 10: Montepulciano  →  Florence Airport |Breakfast at the Hotel. In the very early morning enjoy a Private Transfer to Forence Airport. Arrivederci! Ciao! Buon Viaggio!

Tour Inclusions
  • 3 Nights Florence: Hotel Degli Orafi 4* or Similar
  • 3 Nights Chianti: Villa Curina Resort 4* or Similar
  • 3 Nights in Montalcino/Montepulciano: Villa Poggiano 4* or Similar
  • Assistance and Porterage at Airports, Train Stations and Hotels
  • Private Transportation by Mercedes E or V Class with English Speaking Driver
  • Private Guided Tours with Professional Local Guides | Door to Door Service
  • Entrances to Museums, Galleries, Archeological Parks and other Venues
  • Breakfast at Hotels, All Food & Wine Tours/Enogastronomic and Most Lunches.
  • 24/7 Assistance and Support from our Ground Operational Office in Italy
  • Details up on request
Prices in Euro

Tour Package Price per person starting from:

4* Boutique Hotels

€ 5,985 per person

5* Luxury Hotels

€ (On Request) per person


Tour Categories
Clients Testimonial
  • Thank you for coordinating such a wonderful trip in Italy. Terence and I learned many things about Italy. The weather was great and we had so much fun. All hotels, staff and guides were superb! We especially appreciated our driver who served us from Venice through our time in Florence, I believe his name was Lorenzo. Again, thank “you” for doing such a great job in planning our vacation.
    Melissa R. xxxxx.Wassenaar, NL
  • Hope, you are doing well. My wife and I had a great trip to Italy. The place, the people, and the food and wine were out of this world. Warm and kind people including hotel staff, tour guides and drivers went beyond their ways to help us and make this visit very special for us. It was very hard to leave Italy. You, your staff and company did an extraordinary job. You over delivered. Bravo!
    Barry and Paula J. xxxxxx. Omaha, Nebraska
  • We have just returned from our trip to Italy since we took a cruise after the program you and I put together. I just wanted to let you know that everything you planned worked out perfectly. Both hotels were excellent and the rooms were fine. All the drivers were on time and got us to our destinations promptly. We were especially glad to have someone meet us at the train station with the tickets in hand and directions to our car in Milan. The best part of the trip was the all day private boat trip in Bellagio with the great restaurant on the private island. So thanks for your help and hopefully we can do it again.
    John B. xxxxx. Collegeville, Pennsylvania