Historical Immersion Tour of Stunning Tuscany

Church of San Biagio in Montepulciano, Italy

What to expect on this itinerary

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.

Countries Visited

Italy

Places Visited

Florence, Chianti, Lucca, Val d’Orcia

Suggested Duration

10 Days

Customizable Itinerary

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Day 1

Florence – Fabulous Introductory Tour

Florence is a majestic city that is steeped in history. Your private transfer will greet you at Florence Peretola Airport upon your arrival in Tuscany and escort you to the comforts of your gorgeous hotel in the heart of the city. After settling into your accommodation, you will meet your guide in the lobby and set out on an introductory tour of Florence’s captivating history. This tour will lead you from the famous Ponte Vecchio to the renowned Duomo. The unreinforced brick dome stands at 376 feet tall.

What's Included:

Transfer
Accommodation
Day 2

Florence – Renaissance History and Art

Day 3

Chianti – Wine Tour of Chianti

Day 4

Chianti – The History of Siena

Day 5

Val d’Orcia – Private Cooking Class

Day 6

Val d’Orcia – The Hilltop Villages of Val d’Orcia

Day 7

Lucca – Artisan Charm and Beauty at Volterra

Day 8

Lucca – The Architecture of Lucca

Day 9

Lucca – Venture to Pisa and Livorno

Day 10

Lucca – Departure

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

$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

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.

4.9

Verified Traveler Reviews

Based on 1654 reviews

Luxury Italy Group Tour Review: Rome, Tuscany, Chianti, Montepulciano, Montalcino, Siena, Florence, Pisa, Lucca, San Gimignano

THE BEST VACATION EVER!!!!

I must admit that I was somewhat uncomfortable arranging a group tour to Italy with someone I communicated with only via the Internet and telephone.  However, after my first communication with our agent -- I knew that she “had it.”  She understood exactly what we wanted to do.  She was right-on in both concept and execution.

Our ten-day adventure in Italy began with a private transfer with an English speaking local driver from the Rome airport to our fantastic 3 star boutique hotel located right in the historical center of Rome.  During our three days in Rome, we had fantastic private tours of Ancient Rome, the Coliseum, and the Vatican Museums.  Extremely knowledgeable, English-speaking guides led all of our tours.  Sense of Italy had arranged for VIP, skip the line, priority entrance for all tours -- saving us from long waits in long lines.

After our busy 3 days in Rome, we departed via private van transfer from our hotel in Rome to the Chianti Region of Tuscany.  The transfer included stops on the Val D’ Orcia to visit the amazing Villages of Montalcino and Montepulciano.  The “light lunch” and wine tasting we enjoyed in Montalcino was one of the highlights of our trip.  In Tuscany we stayed 7 Nights in a beautiful, historic villa located on one of the best wine estates of Chianti (Villa Le Corti near San Casciano) where we were met with a fantastic welcome dinner. During our time in Tuscany we were transported by private van from our villa to private tours of Siena, San Gimignano, Florence, Pisa and Lucca.  On each of our stops we were met by knowledgeable English speaking guides that clearly were proud of the history of their country, and were anxious to share it.  Interspersed in all of this activity were numerous exceptional meals with opportunities to taste (and drink) very fine Italian wines.

When we finally were forced to leave Italy, our agent arranged for private transport accommodating our varying departure times from the Florence airport and train station.

Thanks to this travel company and our agent for designing the perfect vacation for our group.  The only complaint that I heard was that we ate too much — wow was all the food delicious.  I really don’t know how she did it.  All of the tours were great — the van drivers friendly and helpful, the guides knowledgeable, and the sites spectacular.  Our stay in the villa was a great experience.  We were treated royally everywhere.  We all marveled at our agent's ability to get us, the vans, the guides, the food and wine, etc. all at the right place at the right time.  She is a genius!!!!

Jeff E

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Review: Luxury Italy Family Vacation, Rome, Venice, Florence, Tuscany, Chianti, Verona, Milan

My husband and I, along with our 2 children (age 20 and 17), enjoyed a wonderful Italian vacation booked through Zicasso and this travel agency.  Our travel consultants listened to my ideas and arranged for us a fantastic custom itinerary.   They stayed within the budget allotted, offered choices for beautiful hotels and private tours, and made several revisions as per our request.  We departed from New York on our 25th anniversary, and spent 10 days traveling the country within the month of November.  This off-season time proved to be a great decision as reservations were easy to obtain, crowds were minimal (mostly all locals), and the weather was conducive for walking and sightseeing (average 60 degrees F).  Transportation and the personal drivers were top notch; with Mercedes SUVs or minivans to take my family from Milan-Chianti-Florence-Verona-Venice and then the high speed train down to Rome.  Accommodations arranged for us were phenomenal!  We stayed in a 12th century castle in Chianti, in the heart of the city center in Florence, and near the Spanish Steps in Rome.  The personal tour guides were friendly and knowledgable, and were happy to recommend eateries preferred by locals.  All in all, everything was flawless. We plan to return some day to see the Amalfi coast, Positano and Capri.  We would absolutely recommend these travel consultants, and the travel company team to anyone who is looking for a personalized Italian vacation.

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Review: Italy Family Vacation, Rome, Tuscany, Florence, Amalfi Coast, Sorrento, Positano, Pompeii, Pisa, Vatican Papal Mass

Our family of five just got back from the most wonderful vacation in Tuscany and Rome.  Our agent crafted a set of amazing experiences for our family from the private tour guides to Florence, Pisa and Lucca; a private wine tasting lunch at the Capannelle Winery and vineyards in Chianti; tickets to the Papal mass at the Vatican; to a tour beneath the church of San Clemente to see the excavations of a byzantine and then a Roman street neighborhood; a day excursion to the Amalfi coast to visit Positano, Sorrento and Pompeii; and more! Our agent and the guides found excellent restaurants from a simple salumeria where the locals ate to some high end restaurants.  The hotels were right in the center of Florence – on the piazza della Repubblica - and Rome – between the Piazza del Popolo and the Spanish Steps.  Our agent was attentive to our plans and made excellent suggestions.  Everything went extremely smoothly.  All the guides drivers were very friendly, spoke English and were very knowledgeable about art, history and the local culture.  We saw so much every day because everything was so well planned.  Simply the best travel experience ever!

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Review: Italy Vacation, Rome, Positano, Florence, Lucca, Tuscany, Wine Tours, Cooking Class

Our overall trip to Italy: Rome, Lucca and Florence was amazing.  We really wanted personalization and we feel we received this in every location. I would have preferred to have my transportation to/from airport covered, and also transportation to/from trains. We were very impressed in all three cities with our tour guides, they made the experience fun and enlightening.  The hotels in Rome and Florence were 4 star. The hotel in Lucca was a little less impressive but very close to the train station which is helpful.  The hotel in Lucca needs some serious upgrades. The trip to Tuscany Chianti region was a little disappointing until we got the cooking class.  We were expecting to visit wineries and make stops for at least a few hours but we had to request the guide to stop. He did not have any clue what do with us for 4 hours before our cooking class. The cooking class was fun (could have been a little shorter - 4 hours was a bit much) and we didn't get to the see the winery or any scenery. We were in the kitchen the entire time. We didn't do any wine tasting until we asked. We loved the people at the cooking class though and they were very welcoming and warm.  There are improvements to be made with this long day trip.

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Review: Honeymoon in Italy, Rome, Venice, Florence, Tuscany, Siena, San Gimignano, Lucca, Sorrento, Pisa, Capri, Pompeii

When we inquired about a trip on Zicasso, they told us a few companies would reach out to us with different offers on our desired location. It only took one reply back from this agent for me to know that we would have a more personable experience with this travel agency. (Mainly because he was straight up with us concerning itinerary ideas, especially regarding weather and how it is unpredictable in March. He patiently worked with my fiance and me for quite a while before we approved the final itinerary filled with transportation to and from hotels, private tours (some meant to be small group, but we ended up being only ones), and pre-planned relaxing train-rides. There wasn’t a moment of our trip that we had to worry or even think about- really. Our first stop was Rome, where we spent 3 days. Upon arrival at the airport in Rome, we had a driver waiting for us, which was a huge relief since we were tired and last thing we wanted to stress about was how to get to our hotel. Our local point-of-contact for the agency also called once we arrived to make sure we had everything we needed. He was great! Once we reached our hotel, we slept off the jet-lag and then our holiday started. March is the early beginning of the tourist season, so we were able to do many things without waiting. Not saying it was empty, but we had room on the sidewalks and were in and out of restaurants in no time at all. I also highly recommend planning free days in each city, as you will want to look around for yourself and take your time in certain parts. Even if you spend a week in every city, you always leave feeling like you needed much more time, as there is so much to do and so little time in a day. We spent 3 days/4 nights in Florence. It was in Florence that we were able to easily tour a good bit of what Tuscany has to offer. Through tours our agent set up for us, we visited the beautiful cities of Siena, San Gimignano (Our Favorite), Lucca, Pisa, and the Chianti Region. We tasted sooooo many wonderful wines and privately ate at local restaurants for lunch. We also took a short train ride to Venice for a day trip, as I craved a gondola ride. Everything was planned so perfectly. The minute we stepped off the train in Venezia our guide to get us to our marked location was there with a water taxi to take us to St Mark’s Square. There, she directed us to our gondola and we spent the day wondering around Venice until meeting up back with her and the water taxi to take us back to the train station. After Florence, we traveled to Sorrento (our other favorite!) along the Amalfi Coast. It was magical and the weather was perfect. We had our own boat to visit the grottos (no wait for the Blue Grotto either!) and to the Isle of Capri; and although most of the shops were closed on the isle (early season still), it was beautiful and we were able to relax on the beach. We saw Pompeii and even hiked up Mount Vesuvius. Sorrento was a quaint and charming city and we made friends with quite a few locals. We truly had a wonderful honeymoon and I would recommend this agency to everyone. We could not be happier!

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Vacation Review: Italy Mother/Daughters Trip, Civita di Bagnoregio, Milan, Cinque Terre, Local Cuisine, Culture & Natural Beauty
Rome, Civita di Bagnoregio, Tuscany ( Pisa, Florence, Chianti, San Gimignano) Cinque Terre, and MilanIncredible, life changing trip with my 17 year old twin daughters. From the initial planning, final itenerary , drivers and private guides our VIP experience was phenomenal.Every detail was thought out by the travel company. Gulio and team are amazing and would definitely book with them again.Ciao Italia! è stato un grande piacere vivere il tuo fascino, la tua storia, la tua rinomata cucina, la tua cultura e la tua bellezza geografica. Ci vediamo

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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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