Tour Description

When we say Rome and Tuscany, you definitely think of fine wine, a lot of architecture and the very best of Italian tradition and history mixed up in one tour. And that is exactly how this tour begins - with a private guided visit of Rome and the nearby places of Montepulciano, Montalcino and Chianti.

The tour continues with a visit of the magnificent cathedrals and churches in the small UNESCO site of San Gimignano, as well as Siena and the Chianti area where you will enjoy one of the best food and wine tasting events during the tour.

From Chianti to Florence where you meet art in person, the tour will take you on a stroll through Italy's most iconic squares, treat you to the perfect gelato (ice cream) and obviously, let you see why Tuscany is known as the best wine region in Italy.

Detailed Itinerary

Day 01: Rome Arrival | Welcome to Italy! Upon arrival at Rome airport please proceed through the Passport Control and collect your luggage inside the customs area. Private transfer to your hotel in Roma. The rest of the day is at leisure to explore the Eternal City. Overnight in Rome.

Day 02: Private Guided Vatican Tour | After Breakfast meet your driver at the Hotel lobby to be transferred to the Vatican. Here meet your Private Guide for an afternoon Vatican Private Guided tour. The first part of your tour focuses on the Renaissance period during which the Sistine Chapel, Raphael Rooms and Saint Peter’s Basilica were built. Here we will spend plenty of time to absorb the atmosphere of this unique building. Our guide will also tell you about the Popes of Rome, their enclave and the fascinating story of how they are elected to office.  You will learn about the life and times of Michelangelo, his relationship with Pope Julius II and relive how he worked and lived. Along with your expert guide, you will tour the Sistine Chapel spending time viewing and discussing one of the most famous works of art in the world. You will then move onto visit Saint Peter’s Basilica – the world’s most famous and largest Church. We will also have time to take in the Belvedere courtyard, the impressive Pio Clementino museum with its beautiful Greek and Roman statues. Our guides will also show you the stunning candelabra gallery and the tapestries gallery as well as the astonishing Raphael Rooms and the Borgia’s Apartment and examples of Bernini and Bramante’s work. The final part of the tour will focus on Saint Peter’s Square; here you will have time to admire Michelangelo’s Dome and Bernini’s colonnades before returning to your Hotel. Lunch and afternoon at leisure. Overnight in Rome.

Day 03: Eno-Gastronomic and Ancient Rome Private Guided Tour | Breakfast at the Hotel. Meet your driver and guide at the hotel. This morning you will be introduced to Italian cuisine, begins with a fresh cannolo made in front of you, while sipping on a cappuccino. Next enjoy a visit at a gourmet food shop, offering hundreds of types of cheeses and meats, aged balsamic vinegars, olive oils and other treats. Cheese tastings include Parmigano Reggiano drizzled with 30 year aged balsamic, Gorgonzola Dolce and Pecorino Romano complimented with truffles.  Sample some of the finest prosciutti, including Parma and San Daniele. A glass of D.O.C.G falangina will be offered to compliment the tastings. Nothing puts you more in touch with the Roman culture than the Trionfale market, with its captivating characters, colors and sounds. Meet the families running these stalls and learn how to shop like a local. Sample juicy buffalo mozzarella and melanzane parmigiana. Following the market, savor two types of homemade pasta and Calamari from a Local Characteristic Restaurant. The tour ends at an artisanal gelateria. Learn how to tell the difference between real and fake gelato, with over 60 flavors to choose from, all made with 100% natural ingredients. Throughout the tour receive essential food tips of the city, to ensure your enjoyment of Rome’s best foods, will not end with our tour. After some time at leisure, enjoy a Private tour of the wonders of the Ancient Romans. You will be transported back to the days of the Caesars and the Roman legions as you visit, together with your private local guide. This tour begins with a visit to the most famous monument of Ancient Rome - the Colosseum.  We take you inside, skipping the long lines, and explain the history of the arena and the events that took place here, while you stand on the same spot as emperors, gladiators and the Roman mob. From here, your guide will take you through the Roman Forum, which was the center of politics as well as public life in Ancient Rome. Your guide will explain in detail how Romans spent their daily lives coming and going from the Forum and will point out the areas in which notable historical events took place: including Julius Caesar's funeral, when Marc Antony delivered his famous eulogy. Leave the Roman Forum behind to then visit the Circus Maximus, site of Ben Hur style races. The Circus Maximus was occasionally used for events such as processions or gladiator combats, but on most days only chariot races with quadrigas, pulled by four horses, were held here. The races themselves were wildly popular with people fanatically supporting one of the four factions: red, white, green and blue representing summer, winter, spring and autumn respectively. Bets were laid on one of the factions and supporters of the different factions often clashed, sometimes resulting in deaths among the spectators. Overnight in Rome.

Day 04: Rome - Montepulciano - Montalcino - Chianti | In the morning, meeting with the driver and departure to Chianti. The drive itself is a magnificent path along the roads of Tuscany, where it is possible to enjoy the view of hills covered by vineyards, olives tree, small villages and original bell towers. En route stop in Montepulciano and Montalcino: visit of the small medieval villages, famous for its wine and the beautiful landscape. Lunch and wine tasting at Azienda Tornesi. Arrival in Chianti late afternoon. Overnight 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: 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 at your Hotel in Chianti.

Day 07: Chianti - Florence | Breakfast at the Hotel. In the morning, transfer to your hotel in Florence by private car. Lunch and afternoon at leisure. Overnight in Florence.

Day 08: 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 09: 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 10: Florence Departures | After breakfast at the hotel enjoy a Private Transfer to Florence Airport.

Tour Inclusions
  • 3 Nights Rome: Hotel Barocco 4* or Similar
  • 3 Nights Chianti: Villa Curina Resort 4* or Similar
  • 3 Nights Florence: Hotel Degli Orafi 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