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 6736 reviews
Our trip was absolutely amazing and the planning done by Zicasso's travel company surpassed my expectations. The attention to detail was amazing: from excellent and punctual drivers to assistants who helped us with the water taxis in Venice to the lounge access for trains. It was truly white-glove service that made my trip seamless and allowed me to enjoy every moment because every detail was handled.
The excursions were fantastic. I especially enjoyed the cooking class at a farm in Tuscany and the Vespa tours in Rome. There was a nice mix of private excursions for the walking tours and boat rides, to a few shared excursions, such as the cooking class.
The hotels the travel company booked were chic, boutiquey Italian hotels and each had its own charm (from the former palace in Venice to the castle in Chianti), and we loved them. We would absolutely recommend to anyone booking a trip to Italy!
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Zicasso's team was excellent with planning and execution of the itinerary to meet our specific needs.
I was able to add an additional city on short notice!
We had knowledgeable local city guides and all drivers were professional.
We had a wonderful family trip!
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We had an excellent experience with Zicasso's travel company. We are a family of four and spent 18 nights going through Italy and France. We worked with the company to make arrangements to see the cities and sites we wanted to visit. They offered great options for hotels and activities. They stayed in close contact with us during the trip and made additional arrangements upon request. The company provided outstanding service making arrangements and during the trip. We were very satisified and have already recommended them to our friends.
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I can confidently say that Zicasso's travel specialist is truly dedicated to providing her clients a luxury experience. From the outset, we had a 20-minute call where she wanted to learn about our dream vacation and get to know us. She was attentive to every request we made and organized our itinerary accordingly. During the trip, she texted us daily to inform us about our drivers and guides for the next day. Additionally, she checked to ensure our trip was progressing smoothly.
Here are some highlights:
Rome: We were greeted at the airport by our agent, who expedited our passage through passport control. The following day, we started our exploration at the Vatican. Our agent had purchased our tickets in advance, allowing us to skip the line. She also planned the remainder of our self-guided tours of the Colosseum, Roman Forum, and other ancient sights. We accomplished so much in just two days!
Florence: We took part in a pasta-making class with a chef who was fantastic! Her husband was also quite charming. Our experience there was truly wonderful. Special thanks to our driver, who was incredibly helpful and informative.
Sorrento (Amalfi Coast): We began with a visit to Pompeii, where our guide, also arranged by our agent, was spectacular! His passion and extensive knowledge made the experience enjoyable. Next, we had a fun blind wine tasting. When we arrived at our amazing hotel, we were greeted with a surprise.
While in Rome, we encountered a minor issue, which our agent resolved quickly. She even went above and beyond by ordering us a bottle of prosecco to celebrate. We also took a car tour of Positano and Ravello, guided by a local from Ravello who was informative, knowledgeable, and delightful. We loved her! Our day ended with a lovely sunset cruise off the coast! Both days had excellent drivers.
This trip was a dream come true for my husband and me. Without a doubt, our agent made it the luxurious experience we desired. I highly recommend her and her team!
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The trip went very well! Our Zicasso travel specialist did a thorough job planning our vacation to Italy. We would definitely use her again.
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Our trip was a 10 out of 10! There is no way it could have been any better. Zicasso's travel expert and the tour company's team were incredibly responsive (not that we had any issues) and the itinerary was so impeccably curated.
Every greeter, driver, and tour guide was incredibly knowledgeable and professional, and hotels were immaculate. It was such a relief to know that every last detail was taken care of and we didn't have to worry about anything.
We highly recommend our travel company and would definitely use them again.
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