Classic Tuscany Itinerary

View of the city of Lucca and the chapel of the Basilica of St. Ferdinand - an ancient catholic church, Italy

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.

Countries Visited

Italy

Places Visited

Florence, Lucca, San Gimignano, Siena, Asciano, Monte Oliveto Maggiore, Pienza, Montepulciano Monteriggioni

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

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:

Transfer
Accommodation
Day 2

Florence - Enlightened Beginnings

Day 3

Apuan Alps - Against the Apuan Alps

Day 4

San Gimignano - Twin Towns

Day 5

Siena - Pristine Past

Day 6

Siena - Into the Palaces

Day 7

Montepulciano - Slowly Finding Tuscany

Day 8

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.

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I really liked the hotels and the Airbnb we were booked in. The breakfasts were lovely, and the staff was even lovelier. Also, I appreciated that we started our trip in a smaller place before we tackled the bigger cities. The excursions were nicely spaced out and we really enjoyed our start-of-the-season boat cruise, as well as the final market tour.

Our drivers were either early or on time, and our “long-haul” driver for two of our trips was great. He and my husband really hit it off.

I really appreciated that staff members were available when we needed them (even on the weekends and even when we were the ones who showed up in the wrong spot).

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One of the highlights was our cooking class with a chef. This does not diminish each tour guide; they were perfect. Also, she arranged private transport that made our trip a breeze from beginning to end. Especially cool was the taxi in Venice! Thank you, to our travel specialist and Zicasso, for an amazing vacation. Oh, the wine and olive oil were perfection. Highly recommend!

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

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