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 5843 reviews.

Italy Vacation Review: 9 Nights

Zicasso's travel agent helped to make our trip to Italy truly memorable. He listened to our interests and formulated a vacation that was unforgettable.

Reviewed By Barbara M.

Italy Tour Review: Amalfi Coast, Ischia, Capri, Positano,...

We booked an amazing trip with Zicasso's travel partner and his travel team, which, pleasantly, far exceeded our expectations. Every detail was perfectly planned out, from the moment we were greeted at the airport in Naples by our driver to the private tours, boat excursions, and Amalfi drive. Our accommodations were top-notch.

He made planning this trip stress-free, and we enjoyed every moment. It was first-class treatment all the way, without the hassle of trying to coordinate all of the logistics ourselves. Thanks to our agent for providing us with an amazing, personalized, trip of a lifetime!

Reviewed By Jeanine P.

Italy Tour Review: 10-Day Trip

Zicasso's tour partner helped put together the trip of a lifetime. She provided many great suggestions of things to do and places to visit in Italy. I was very pleased with her ability to coordinate the details of the trip, from hotel reservations to private transportation and excursions/tours. We were so busy that by the end of the day, we were worn out. When we plan our next trip, I am going to personally ask to work with her again, she became part of our family with her personalized service.

Reviewed By Robert C.

Italy Trip Review: Rome, Amalfi, Positano, 12 Days

The trip Zicasso's travel specialist arranged for us exceeded all our expectations. It was absolutely wonderful; not a single detail was overlooked. The hotels were excellent, the tours were great, and the drivers were always on time. I totally recommend Zicasso and the agency, and will undoubtedly use them for future travel plans.

Reviewed By Philip S.

Italy Travel Review: Lake Como, Ostuni, Private Boat Tour,...

Zicasso's travel designer did a terrific job. We had the initial phone consult, after which she delivered a first draft of the itinerary. From there, she helped guide us through a few revisions until we got the details smoothed out. We are experienced travelers and can appreciate a well-constructed trip, and that's what our experience with our agent reflected.

One crucial thing is that all the drivers who are engaged to move you around are prompt. Every one of them was right on time and friendly and helpful to boot. It was much appreciated.

To sum up our experience, I would do it all again with Zicasso and the agency and our agent. Our trip to Italy in the late summer of 2025 was something we will not soon forget!

Reviewed By tony B.

Italy Tour Review: Calabria, 11 Nights

Zicasso's travel partner is very thorough and makes sure the trip is tailored to your vision. They are flexible and very responsive. We would recommend them to anyone traveling.

Reviewed By Evan C.

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