Church of San Biagio in Montepulciano, Italy

Historical Immersion Tour of Stunning Tuscany

Ratings of Zicasso's Service
Customizable Itinerary

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

Countries Visited

Italy

Places Visited

Florence, Chianti, Lucca, Val d’Orcia

Suggested Duration

10 Days

Your customizable 10-day historical tour of Tuscany will lead you from Florence to Siena and from Chianti to the Val d’Orcia. This tour immerses you in celebrated artworks, notable grape varietals, antique defensive walls, and dramatic cathedral facades. Discover the authentic beauty of the countryside among rows of cypress trees and uncover the secrets of crafting handmade pasta.

Customizable Itinerary

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Trip Highlights

  • Embrace the sensational detail and impressive design of Michelangelo’s David when visiting the Galleria dell’Accademia
  • Witness the exceptional collection of artwork that is featured at the Uffizi Gallery, such as Titian’s Venus of Urbino
  • Wander among the dramatic architectural design of the Cattedrale di Pisa, which blends Pisan Romanesque and Gothic designs
  • Discover the history of Tuscan cuisine and the importance of continued culinary heritage during a cooking class with a master chef
  • Delight in the traditions of wines that have been crafted in the Chianti and Val d’Orcia regions
  • Find marvelous Etruscan remains and paintings from the 1st century BC inside the Town Museum of Montepulciano
  • Learn the preserved art of Alabaster carving during a private demonstration and workshop in the medieval town of Volterra
  • Enjoy an exclusive tour of the Bargello Museum to view the marvelous galleries that host work from master artists, including Donatello

Detailed Description

You will embrace remarkable heritage and culture during this 10-day historical Tuscany tour. With private transfers, luxurious accommodations, and specialist guides, this tour will immerse you in the elaborate past of one of Italy’s most iconic regions. You will have the ultimate experience of exploring secluded villages, charming landscapes, and opulent cityscapes. You will also experience the overlooked canals of Livorno, the celebrated wines of Montepulciano, the renowned list of Pisa’s Leaning Tower, and the ways in which the masters of Renaissance art in Florence continue to reflect the history of the city and greater Italy.

Your historical tour of Tuscany will begin with your arrival at Florence’s international airport, where your private transfer will meet you at baggage claim. You will have two nights in Florence, and your knowledgeable guide will provide an introductory tour of the majestic city that is known for its art, architecture, and culture. You will traverse the famous Uffizi and Accademia museums to view the work of master artists, such as Botticelli and Michelangelo. Two nights in the Chianti region will highlight the splendors of the Tuscan countryside, beginning by unveiling the specific flavors of Chianti wine that has made it popular over the centuries.

You will continue to the Val d’Orcia for two nights. You will learn the art of crafting handmade pasta under the guidance of a chef who is experienced in the traditions of Tuscany’s Cucina Povera. Outside of Pienza, you will visit a local farm to learn the steps to making the special cheese of the preserved town before partaking in an artisan workshop that will teach you about the preservation of local traditions.

Three nights in Lucca will begin with an artisan demonstration of carving alabaster before a guided tour has you traversing the ancient city of Volterra. A full-day tour of Lucca will take you along the famous walls and through the winding cobblestone lanes that surround the Torre Guinigi. Venturing to Pisa will highlight the beauty of Gothic and Romanesque designs in the former naval powerhouse, and your time exploring Livorno will shine a light on the grandeur of the seaside city.

Starting Price

$4,500 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

The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.

Reviews of Zicasso's Referral Service

4.9 stars based on 5833 reviews.

Italy Tour Review: Cinque Terre, Positano, 15-Day Trip

The trip was very well planned by Zicasso's travel company and all of the stops and pick-up points, cars, trains, boats, etc., were there and reliable. We had a fantastic time.

Reviewed By Jeffrey C.

Italy Trip Review: Amalfi Coast, Capri, Naples, Rome, Pompeii,...

I am writing to express my immense gratitude to the entire team at Zicasso’s travel partner for curating the most spectacular trip to Italy for my family. From start to finish, the level of service was beyond impeccable and truly set a new standard for what we consider luxury travel.

The planning process was an absolute pleasure. Communication was one of their greatest strengths; our contact was consistently available and responses to our questions were nearly instantaneous. This travel company made us feel like we were their only clients. They took the time to understand the different ages and interests within our family, and built a bespoke itinerary that perfectly balanced history, leisure, and unique local experiences.

This was genuine white-glove service in every sense of the word. From the moment we landed, every detail was flawlessly executed. Private drivers were waiting for us, guides were engaging and knowledgeable, and our accommodations were magnificent. We never once had to worry about a single logistic, allowing us to be fully present and enjoy our time together.

If you are looking for a travel partner that offers unparalleled personalized service and flawless execution for a trip to Italy, look no further. Thank you for giving our family memories we will cherish forever.

Reviewed By Christopher L.

Italy Travel Review: Rome, Ravello, Amalfi Coast, Positano,...

My husband and I were thrilled with our recent trip to Italy that Zicasso’s travel designer put together. We began by attending a family friend’s wedding, held in Ravello, on the Amalfi Coast. Due to my husband’s mobility issues, we were met by a driver and headed to the Amalfi Coast. The driver was first class and the trip was very comfortable.

After the wedding festivities, we were able to have the most wonderful experiences visiting the towns of Amalfi and Positano, and our base for one week was in beautiful Sorrento. We attended a cooking class and enjoyed eating what we prepared. We had in-depth learning opportunities in Naples and Sorrento. Every guide we had spoke excellent English and was so knowledgeable. We especially enjoyed Pompeii! A super-fun day was had on the small group tour of Capri. The crew was fantastic and very accommodating in consideration of my husband’s mobility issues.

From beginning to end everything went well. The use of a messaging app was great for making sure everyone was on the same page.

The only thing that was a disappointment was the pizza in Naples. It wasn’t the best.

The hotel in Sorrento was phenomenal - it couldn’t have been better. The view of Mt. Vesuvius from our balcony helped create memories we will have forever. The hotel in Rome was also very nice. It was right in the middle of the main attractions.

We are very happy with our experience with this travel company and would not hesitate to recommend it!

Reviewed By Anne F.

Italy, Greece Trip Review: Vatican City, 2 Weeks

Zicasso had two travel companies provide their itinerary of what we wanted to do on our two-week trip to Italy and Greece. We chose this company because we felt they put together a nice itinerary that clearly defined what we would expect day to day. We were a little apprehensive about choosing a travel agent we had not heard of, but the communication from them prior to our trip settled our nerves. We were not disappointed because it ended up being the trip of a lifetime.

Reviewed By Thomas W.

Italy Family Trip Review: Venice, Florence, Rome, Naples,...

Our trip was a family one, two grandparents over 70, two parents and one adult son, one teenage girl, and one younger girl, 12. Three of us had been to Italy while the others had not. We wanted as complete a trip as we could in 14 days, so we included all the traditional places, Venice, Florence, Rome, and Naples/Pompeii. We spent three days in each and one day in Ferrara. While it was a lot for 14 days, we did not feel rushed.

What I like about Zicasso is they give you options to pick the best fit for your trip—we worked with two other agencies before we picked Zicasso’s travel partner. This travel partner took the time to understand our needs: three hotel rooms, all different in sizes, and tours and timing. Very important was the degree of coordination before the trip with the travel agent; she was available and knowledgeable, and took the time to adjust our needs. One of the best things about this travel partner was they used a van for all the travel, except from Rome to Naples. This was a much better option than the train for seven people and baggage.

During the trip, we were met on time by every driver and every guide. The hotels were excellent and the whole trip went well. When we had a delay on the train, the driver knew it and adjusted our pick-up.

Reviewed By Fred S.

Italy Tour Review: Wine Tour, Cooking Classes, Local Cuisine,...

Zicasso’s travel company was wonderful in planning our trip on short notice and in line with our requests and preferences. Their suggestions of what to do and where to stay were perfect. And when we accidentally got off on the wrong island, the travel company quickly got us new ferry tickets to get to the right place. It was all seamless.

Reviewed By Sherry G.

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