Classic Tuscany Itinerary

What to expect on this itinerary
Classic is another word for quality and charm, words that describe the splendor around you. Cafes set out tables alongside streets offering you a moment to yourself surrounded by indescribable history. Standing in front of Michelangelo’s David teaches you how to treasure a moment. Listening to the quiet passing of the Arno River provides a soundtrack to unforgettable memories. Your custom tailored 2020 Tuscan tour offers you the true meaning of classic, where no single image creates the wonders of the region. Instead, you find a unique combination of Tuscan experiences that shows why the word “classic” is synonymous with timelessness.
Customizable Itinerary
Florence - Light from the Shadows
Florence is home to dazzling art and superb culture, emanating from the cobblestone streets and classic architecture. Cafes line the banks of the Arno River. Palaces hide behind stunning gates at the heart of the city. Your private transfer greets you at the airport and escorts you into the historic city center. The splendor of the city is almost overwhelming.
The dome of the Duomo adds shape and dimension to the antique skyline of bell towers. In Santa Croce Church, the aroma of frankincense continues to waft up and down the nave. Giotto’s frescoes dating back to the 14th-century decorate the walls, depicting the life of St. Francis. Funerary monuments of Leon Battista Alberti, Galileo, and Machiavelli decorate the interior, including the tomb of Michelangelo, casting a long and inspiring reach on the arts of the city.
The laidback culture of the city brings to light the ideals of truth and beauty in art. The Accademia houses Michelangelo’s David, and Bargello Museum houses Donatello’s David. Both works of art are a testament to their time, marked with indescribable detail, and sensational in their size, able to tell an entire story in a single pose.
The scent of café con latte, or coffee with milk, fills the afternoon air. Bakeries display dwindling pieces of cake and cookies. It is easy to settle into the luxuries of the city cast in the preserved antiquity.
What's Included:
Florence - Enlightened Beginnings
Apuan Alps - Against the Apuan Alps
San Gimignano - Twin Towns
Siena - Pristine Past
Siena - Into the Palaces
Montepulciano - Slowly Finding Tuscany
Montepulciano - Renaissance Once More
Trip Highlights
- Discover the marvels of the often overlooked Bargello Museum, including the masterworks of famous artist Donatello
- Delight in a private tour of Florence that offers an in-depth view of the Renaissance city and its exceptional artwork, architecture, and history
- Explore the exquisite architecture of the medieval town of Lucca, known for its historic walls, and filled with architectural treasures you shouldn’t miss
- Witness the exceptional design and miraculously preserved Leaning Tower of Pisa
- Follow your guide on a tour of Siena to visit the treasured palaces and museums housing some of the region’s most inspiring history and frescoes
- Visit the headquarters of one of the oldest banks in the world
- Traverse the large and embracing grounds of the magnificent abbey of Monte Oliveto Maggiore
Detailed Description
Each village in Tuscany has a distinct character making it feel independent of its surroundings, yet somehow fit into the encompassing collective details of Tuscany. On your 8-day Tuscany tour through the celebrated Italian province of Tuscany, you will find hill towns and Etruscan ruins, art commemorating saints and poets, sculptures and stories. Marble churches act as signs of devotion, and historic ramparts continue to protect cities from outside influences. The enchanting qualities of Tuscany vacations take you beyond the surface and deeper into the cities that house history in the artwork and artwork in their history. When you arrive at Florence International Airport, your private transfer is ready to greet you.
You enter the Renaissance city of Florence and find the preserved splendor of the past emanating from the design and décor of the historic city center. The remainder of the day is yours to become acquainted with all Florence has to offer, from the images inside Santa Croce to the delicious restaurants on the opposite side of the Arno River, known as the neighborhood of Oltrarno. The following morning, your guide meets you at the hotel after breakfast ready to lead you through the marvels of Florence, including a guided tour of the celebrated Uffizi Gallery, providing insider details of the iconic and lesser-known works.
Venture outside of Florence to the city of Lucca, located at the base of the Apuan Alps. Step beyond the historic city walls for a tour of the Romanesque churches and exquisite tower overlooking the main square. A half-day tour of Pisa shows you the classic image of the city, the Leaning Tower. Then, go deeper into the city’s history with a visit to the National Museum. Later that day, you arrive in San Gimignano for a peaceful introduction to the quiet hilltop town. After breakfast, you can traverse the vibrant streets climbing up and down the hillside, and visit the tallest tower in the city.
Continue onward to the medieval city of Siena, where you can visit the famous Siena Cathedral in the afternoon. The following day, you can take your time traversing the sensational preserved streets of Siena, visiting lesser-known yet equally wondrous sites, around the cityscape. Venture through the Tuscan countryside, visiting the magnificent abbey of Monte Oliveto Maggiore, before enjoying a relaxing lunch in Pienza, and the rest of the day in Montepulciano. Your final day in Tuscany lets you spend some time in Montepulciano reveling in the quintessential Tuscan charm, down to the wineries encircling the city. Your private transfer meets you at your hotel in Montepulciano and escorts you to Florence International Airport for your flight home.
Starting Price
$3,600 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 4016 reviews
It was a fantastic trip. Everything we planned with Zicasso’s travel company was on time and with high-quality local guides and drivers. They were very responsive and helped us build an itinerary for our 12-day trip to southern Italy. They stayed in touch throughout the planning process, helping us find restaurants and answer questions. I would highly recommend this travel company to anyone planning a trip to Italy.
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Zicasso’s travel specialist was a pleasure to work with. She helped me plan our trip of a lifetime to Italy. I told her which cities we wanted to visit and our interests, and she gave me great recommendations for tours and experiences. She was flexible with the itinerary changes I made beforehand and, after our arrival, the pre-arranged transportation was seamless and the hotels were great.
Our ambassador during the trip was very responsive when I had questions. I appreciated the daily messaging app reminders for the times and activities for the next day, including a location link on Google Maps for the meeting points. Our pre-arranged drivers and tour guides were excellent.
This holiday was everything I hoped for. If I am fortunate enough to plan another holiday to Italy, I will definitely use the travel company again! Based on this experience, I will definitely use Zicasso again for an international holiday.
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We had a great trip to Florence, Tuscany, and Rome. One of the best parts about the trip was our travel company. Zicasso's travel specialist took care of booking everything we needed and doing so within budget. I didn't have to worry about keeping up with tour tickets and schedules because he had already taken care of all that. He was also available for quick questions and updates while we were on our trip. We couldn't have asked for better!
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Zicasso set us up with a wonderful travel agent. The process of choosing and communicating through the Zicasso system was easy and helpful.
The travel specialist and her team planned a wonderful 15-day trip, with nine days in Rome and four days in Florence. She found us great accommodations that included a kitchen, which was a must for us. Other travel agents were not able to provide such accommodations.
The drivers we had were professional and picked us up on time. The guides were experts in their field and generally had taught at universities. The guides were very personable and tailored the tours to our interests.
She arranged all the necessary skip-the-line tours. We went to the Vatican with three different tours: the Sistine Chapel, the Gardens, and the necropolis to see St. Peter's tomb.
There were a couple of hiccups in this perfectly planned itinerary. Each time, the travel specialist and her staff were immediately available and guided us through solutions, such as trying to get to the Colosseum during the Roman Marathon.
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Zicasso’s travel company was highly responsive and understanding of what we wanted to experience and used their expertise to steer us to the best people and locations possible.
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We enjoyed our trip so much. Everything was planned well and on time in Italy! Zicasso's travel company did everything to help us with our trip interruption due to flight delays for weather here in the US! All the communications we had with them were spot-on.
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