A fantastic itinerary that blends the artistic and historical splendor of Rome, Florence, Siena, and Pisa with the breathtaking scenery, delicious food, and exquisite wine of the stunning Tuscan countryside. You will explore the key historical sites in these remarkable cities while enjoying the serene beauty of the rolling hills in the picturesque Chianti wine region.”
Overnights: 3 nights in Rome, 2 nights in Siena, 4 nights in Florence
Note: this itinerary can be customized according to your needs
Day 1 – Rome
Upon your arrival at Rome Airport, you will find our driver waiting to warmly welcome you to Italy. He will assist you with your luggage and escort you to your comfortable vehicle for the transfer to your hotel in downtown Rome. This driver will not just be your chauffeur; he will be your personal assistant throughout your stay, ensuring all your needs are met and providing valuable insights about the city. Today, you can take advantage of a day at leisure to relax and adjust to the time zone. Feel free to explore your surroundings at your own pace, perhaps enjoying a leisurely stroll through the nearby streets or indulging in some authentic Italian gelato. For your first dinner in Italy, your driver will be more than happy to recommend and reserve a fantastic restaurant, ensuring you start your culinary adventure on a high note.
Day 2 – Ancient Rome Tour
Prepare for a captivating day as you embark on a private half-day tour dedicated to the wonders of Ancient Rome. Over the course of 4 hours, your driver and our knowledgeable local guide will transport you back in time to the days of the Caesars and the mighty Roman legions. Your journey will take you to iconic sites, including the Circus Maximus, once the site of thrilling chariot races, and the Roman Forum, the heart of political life in ancient Rome. Finally, stand in awe before the Colosseum, a monumental testament to Roman engineering and gladiatorial combat. After this enriching experience, you will have the afternoon free to relax and shop for souvenirs or explore more of Rome’s hidden gems.
Day 3 – Vatican Tour & More
At 9 AM, meet your driver and local guide for an engaging 3-hour private tour of the Vatican. The day begins in the galleries of the Vatican Museum, home to one of the world’s most celebrated art collections. As you admire masterpieces by Raphael and Caravaggio, you’ll be captivated by the rich history that surrounds you. The tour culminates in the breathtaking Sistine Chapel, where Michelangelo’s stunning frescoes, including “The Last Judgment,” showcase his unparalleled talent. Next, you’ll visit St. Peter’s Basilica, the largest church in the world, where proportions seem to disappear in a magnificent display of marble, bronze, and intricate mosaics. After a quick lunch nearby, the afternoon is yours to explore some of Rome’s most beautiful squares and fountains, including the stunning Trevi Fountain. Your tour will conclude with a visit to the vibrant Trastevere district, known for its charming narrow streets and lively atmosphere, wrapping up by 4 PM.
Day 4 – Rome to Tuscany
After checking out from your hotel, depart with your driver at 9 AM for a scenic drive to Tuscany, with a stop at the medieval town of Montepulciano along the way. As you ascend toward this enchanting hilltop town, take a moment to appreciate its stunning architecture and picturesque views. Once you reach the summit, you’ll be dazzled by the breathtaking vistas of the surrounding Senese hills and the Amiata mountains. With the guidance of your driver, you’ll have the opportunity to wander through narrow streets lined with charming palazzi and experience the local culture firsthand. Montepulciano is also famous for its signature wine, Vino Nobile, which has earned international acclaim. You will enjoy a wine tasting experience that allows you to savor the distinct flavors of this exceptional wine. After your visit, you will continue to your accommodation in Siena, arriving by 5 PM.
Day 5 – Siena
In the morning, meet our local guide for an informative 3-hour walking tour of Siena, a UNESCO World Heritage Site renowned for its medieval architecture and vibrant history. The city’s skyline is dominated by the Gothic cathedral (Duomo) and the iconic Torre del Mangia, yet it is the shell-shaped Piazza del Campo that truly captures the essence of Siena. This historic square has been featured in countless films and photographs and is the site of the famous “Palio,” a thrilling horse race that holds great significance for Sienese locals. As you explore the winding streets and hidden corners of Siena, you’ll gain a deeper understanding of its fascinating history and cultural heritage. After the guided tour, the balance of the day is yours to enjoy at leisure.
Day 6 – Chianti and Florence
At 9 AM, depart with your driver for a full-day excursion into the renowned Chianti Wine Region, celebrated for its stunning landscapes and exceptional wines. Your first stop will be the ancient village, where you’ll feel as if you’ve stepped back in time. At the Castello you’ll have the opportunity to tour the vineyards and winery. In the old prison, which now houses the superb wine cellar, you will enjoy a tasting of three local wines, along with olive oil, local salami, and cheese—an experience that captures the essence of Tuscan flavors. The rest of the day will include visits to charming small towns such as Greve, Panzano, and Montefioralle, where you can soak in the picturesque landscapes and rich history. Finally, you will continue on to Florence, where you will be dropped off at your new hotel by 5 PM.
Day 7 – Florence Tour
At 9 AM, a private local guide will meet you at your hotel for an enlightening 3-hour walking tour of Florence’s historic city center. Florence, known as the cradle of the Renaissance, boasts a wealth of art and architecture that reflects its rich cultural past. The tour includes visits to remarkable sites such as the Duomo, the Baptistery, Piazza della Signoria, Ponte Vecchio, and the famous Accademia Gallery, home to Michelangelo’s iconic statue of David. As you wander through the streets, your guide will share stories and insights that bring the city’s history to life. After the tour, you’ll have the rest of the day to explore Florence at your leisure. If you wish, we can assist with reservations for a guided tour of the Uffizi Gallery, one of the most important art museums in the world.
Day 8 – Pisa and Lucca
Your day begins with a 9 AM pick-up from your hotel as you set out for Lucca, approximately an hour away. Once in Lucca, you’ll discover a city filled with rich history and stunning architecture. Among the must-see attractions are the church of San Michele in Foro, the church of San Giovanni e Reparata, and the famous Cathedral of San Martino. Don’t miss the Torre Guinigi, a unique tower topped with a magnificent oak tree, offering incredible views of the city. You will have free time to explore Lucca and enjoy lunch at your leisure, with your driver recommending a delightful restaurant located in the heart of the old city. After approximately 3 hours in Lucca, continue on to Pisa. Here, you will visit the magnificent Cathedral, the Baptistery, the Leaning Tower, and the Campo Santo, which together create one of the world’s most beautiful architectural ensembles. The “Piazza dei Miracoli” is the perfect backdrop for these stunning examples of Romanesque architecture. After a full day of exploration, return to Florence by 4 PM.
Day 9 – Florence
Enjoy a free day in Florence to soak up the vibrant atmosphere, explore museums, or indulge in some last-minute shopping. You might choose to revisit your favorite sights or discover new ones at your own pace. If you’re interested, we can organize a private cooking class just for you, allowing you to learn how to create traditional Italian dishes under the guidance of a local chef.
Day 10 – Arrivederci Italia
After checking out from your hotel, our driver will pick you up for your transfer to Florence airport. If you have a different location in mind for your transfer, please let us know in advance, and we will be happy to accommodate your needs. We hope you have an unforgettable experience in Italy, filled with beautiful memories that will last a lifetime!