Finest Wines of Tuscany & Central Italy Tour

Woman raising a glass of wine, enjoying the view at sunset in Tuscany

What to expect on this itinerary

On this 10-day tour of Tuscany and Central Italy, immerse yourself in the encompassing culture of Italy and enjoy the sumptuous luxuries that the country has to offer. Taste wine from boutique wineries that have mastered the craft over centuries. The authentic Tuscan culture, the appetizing food, and the delectable wine are all within arms reach in this luxury Tuscany vacation.

Countries Visited

Italy

Places Visited

Italy, Tuscany, Rome, Umbria, Pisa, Lucca, Bolgheri, Siena, San Gimignano, Montalcino, Monepulciano, Assisi, Spello, orvieto

Suggested Duration

10 Days

Customizable Itinerary

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Day 1

Rome - The Cradle of the West

Arrive in Rome and be transferred to your fabulous hotel. Settle into the lifestyle with a strong caffe, letting the smooth, earthy coffee revitalize you. Take advantage of your time in Rome. From the Etruscans to the people, the Vatican to Mussolini, Fellini to Berlusconi, you will be able to feel the pulse of the city’s history and beauty from the moment the plane touches down.

Ease into the Italian lifestyle, the pace of life and the food, and the opulent history displayed on almost every corner. If you choose to walk around the city, the smells of fresh pasta and zesty oranges are hard to miss. The city is boisterous with the conversations of the locals as they spend their afternoons in the sun with a glass of white wine and a plate of pasta.

Wander down the Spanish Steps, where the locals spend their nights playing guitar and drinking wine. Located between Piazza Trinità dei Monti at the top and Piazza di Spagna at the bottom, the Spanish Steps are a nice space to sit, relax, and watch the lovers stroll by. If you are in a mood to stroll, the neighborhood at the base of the Spanish Steps has often been referred to as the “Beverly Hills of Rome, ” boasting luxurious shops and restaurants; look through the lavish window displays of the stores before going inside.

What's Included:

Transfer
Accommodation
Day 2

Rome - Open Up to Rome

Day 3

Lucca - Open Up to Italy

Day 4

Lucca - Settling In

Day 5

Siena - Reach Out

Day 6

Siena - Grab Hold

Day 7

Maremma - Pull Italy in Close

Day 8

Umbria - Opening Up to Umbria

Day 9

Umbria - Hold onto Umbria

Day 10

Rome - Open Up and Let Go

Trip Highlights

  • Taste the luscious wines of different communes, like the “Super Tuscans”
  • Experience medieval and ancient architecture in its historical splendor
  • Wander through the quintessential Ancient Rome
  • Get acquainted with the Cathedrals of Assisi and Siena
  • Refine your culinary skills by partaking in a traditional Tuscan cooking class
  • Lean into the Tower of Pisa, and see the famous lean of four-degrees

Detailed Description

Begin your tour in Rome, where the modern roots of Italy and Western Civilization’s wine is entrenched in history. The sights and tastes of the city will urge you through a historical tour of iconic sights such as the Colosseum, the Forum, and the Trevi Fountain. Rome is an open city, inviting everyone and anyone to relish in its history and its modernity. Whether on walking tours or bus tours, your journey through Rome will encompass the food and wine that still make people embrace the city.

Traveling through Tuscany gives you the opportunity to experience the celebrated lush countryside on your way to Lucca, known for its medieval walls and its vicinity to the Vespa museum. Stroll by the Tower of Pisa, notable for its famous tilt. A taste of Bolgheri offers plenty of flavor for your first wine tasting; you will begin to understand the popularity of Italian wines, if you hadn’t already. Moving to Siena gives you more time in the Tuscan hills, the unimaginable experience of seeing Siena’s Duomo and its mosaic floor, as well as the lofty towers of San Gimignano. A day of traveling through Montalcino and Montepulciano shows you medieval architecture and wines that haven’t changed much since the Middle Ages.

Moving to Torgiano in Umbria offers a different view, one of golden Umbrian plains and lush wines, which are just as delicious as the ones you left behind in Tuscany. Touring through Torgiano and Montefalco offers substantial architecture that astounds you with every glance, along with wine that will cause you to pause to enjoy fully its immaculate flavor. Assisi is perched on top of a hill, with inhabitants proud of their history, boasting a connection to Saint Francis. The town of Spello asserts its quaintness in its compact and modest look; the cordial atmosphere welcomes you as you tour the ancient streets. Each city offers a variety of pleasantries, from food to wine and from exuberant storeowners to gaudy cathedrals. If you open your arms to Italy, each moment of this tour will last a luxurious lifetime. 

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

  • 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.

4.9

Verified Traveler Reviews

Based on 1814 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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Travel Review: Italy Vacation, Tuscany, Florence, Venice, Chianti, San Gimiagnano, Siena, Cortona, Volterra, Assisi

~~OUR STORYBOOK VACATION CREATED BY ZICASSO

The most beautiful vacation was created for my husband and me by this agent, partner of Zicasso. At our initial contact with Zicasso, we advised them of our dream vacation which we wanted in the Tuscany and Umbria regions of Italy.  Very soon thereafter we received an e-mail from our agent wanting to know what we wanted to see and do on this vacation.  We provided a short list of our desires and she got to work.She contacted us by phone from Florence, Italy where she is located and spent 45 minutes getting to know us and detailing the itinerary with us.  That was only the beginning!Within a few days, she set up the itinerary which was perfect for us.  We began our journey by flying to Venice (a gondola ride was scheduled, of course).  A couple of days later, took a train to Florence (beautiful experience, because our reservations and tickets were already in hand).  A private driver met us at the platform and took us to our hotel).  A few more days and we were off by rented car (already paid for and ready to go thanks to our agent) and drove off to other parts of Tuscany (Radda in Chianti, Montalcino, Bevagna and the small villages along the way of Volterra, San Gimignano, Siena, Val d’Orcia area with the beautiful Abbey of Sant’ Antimo and listening to the spiritual and beautiful Gregorian chants during Mass, followed by our next stop in the Umbria region - Cortona, and staying in Bevagna.  Of course, we cannot forget our inspirational visit to Assisi with a private guide.  Everything was perfectly orchestrated by our agent.  The train, the car, the hotels, the private tour guides, the tickets, were all taken care of. She also provided her emergency number should there have been any problem at all.We are so happy we chose this wonderful travel agency and, we must say, most dedicated and pleasant agent, to handle this dream vacation for us.  One which we will remember forever!!Thank you – BRAVO!!!

Sincerely,

Veronica and Leonard B

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Travel Review: Luxury Family Vacation in Italy, Rome, Florence, Tuscany, Lucca, Pisa, Orvieto, Lucca, Siena

My family just returned from a ten night trip to Rome and Tuscany planned by this agent and his company. Every aspect of the trip was simply perfect.

I've  travelled a fair amount for both work and pleasure over the past forty years, so my requirements are fairly specific. Our agent exceeded all of my expectations in planning this 60th birthday trip for my wife and entire family. Planning started over a year ago with a number of e-mails with our agent describing what we were looking for - punctual drivers,  passionate and professional guides,  all tickets purchased in advance, coordinating multiple travel schedules.   Our travel agent delivered on all fronts.

Our agent suggested an itinerary almost a year ago - an itinerary that we continued to fine tune over time. Throughout that process, he was responsive - never taking more than a day to respond to detailed questions and requests for modifications. He was also the consummate professional, always patient and thoughtful, with suggestions that always improved the final product. Restaurant reservations for lunches and dinners for the entire trip were added to the final detailed itinerary.

We agreed upon four nights in Rome and six in Tuscany. Not one driver was late for a pick-up and the guides ranged from very good to exceptional. All of the drivers and guides coordinated with each other, and all had the necessary tickets to the various sites, providing easy access without standing on lengthy lines. In Rome, special kudos go to our guide for his passionate tours of Vatican City and Ancient Rome.

On the trip to Florence, our driver stopped in Orvieto and our guide provided a fascinating tour of the city. In the afternoon, we stopped at Barbi vineyards for a wonderful tour, lunch and wine tasting. Very intimate, educational and delicious. Probably the best vineyard experience we've ever had. Our wine educator, was wonderful.

The wonders of Florence speak for themselves - and we had a first rate guide in Ulrich. Our driver for the entire stay was personable, professional and punctual - and always in contact with the various guides. Our guide also provided a memorable tour of Pisa and Lucca, offering information about both cities that might not be found in a guidebook.  An unexpected mini-concert at Pisa's Baptistry was a real treat. As a newly minted sommelier, our guide joined us for a fabulous lunch in Lucca at Borgo Antico where she continued with her  discussion of Lucca and wine.

We had a charming archaeologist and cyclist guide through San Gimignano, Siena and a 10KM hike in the gorgeous Val d' Orcia from from Montalcino to Fattoria La Maggia, where we had a wonderful tour, lunch and wine tasting. It's worth noting that our guide rode the trail the morning before our hike to ensure that it was clear.

One of the highlights of the trip was an evening with a personal chef, caterer and sommelier. We met her at her home where, over a three hour period, she brought her love for food to life. We learned how to cook (and eat) pasta, a delicious chicken and vegetable dish and tiramusu. She is charming.

Bottom line, this was a trip of a lifetime. This travel agent is a patient and good listener and the guides he engaged were passionate professionals who made this such a memorable trip. This travel agent and his company have my families unconditional recommendation - and our gratitude. Grazie mille!

Richard W

October 13, 2017

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Review: Italy Family Vacation, Milan, Rome, Florence, Venice, Parma, Modena, San Gimignano, Lake Como, Dolomites Snowmobiling

Thanks for helping me organize my family (of 10 with diverse age from 15 to 63) trip to Italy, from Dec 17 to Dec 31. Whilst different member of my family have different expectation and requirement, I would like to comment you and your team on having planned an excellent trip that not only met each and everyone's interest and expectation but truly exceeded it.

Your planning have brought us to the lovely cities of Parma, Modena, Florence, Orvieto, Civita Di Bagnoregio, Naples, Rome, Venice, Cortina d'Amprezzo and back to our starting point Milan. Throughout the trip, we have a well balance itinerary that covered

- beautiful churches such as the Duomo in Milan, Rome, Florence,

- archeological site like Pompeii, Colosseum, Roman Forum, Pantheon, Pisa, Verona (learning more about romeo and Juliet)

- great local eating places (recommended by the guides you chose)

- lovely country side and unique sight in San Gimignano, Civita Di Bagnoregio, Orvieto, Lake Como,

- great gallery likes Uffizi, Academia

- Interesting activity such as Snow Mobile excursion in Cortina, Learning Cooking 

- Shopping activities

With so much, yet your team immaculate planning never have us rushing from sight to sight, we were both able to enjoy and learn as much as we can of each sight and at times added more activities.

The team of guides you chose, have truly turn stone and history into exciting stories that the provided the group deeper understanding of the sights we visited and saw. Really like to thank each on of them like our guides in Florence, Pisa, San Gimignano, Orvieto and Civita Di Bagnoregio, Naples and Pompeii, Rome, Verona, Venice and Milan.

But most importantly, thank you for getting our driver, he truly ensure our comfort whilst driving steadily through jams on our way to Naple and snow storm on our way to Cortina d Amprezzo and also took very good care of us ensuring we know what to do where we have no guides and leaving us clear instruction when we needed help. He is truly a wonder.

I will definitely tell my friends heading to Italy about this company.... A wonderfully great experience.

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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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Review: Luxury Italy Vacation, Rome, Tuscany, Florence, Chianti, Siena, San Gimignano, Greve, Vatican, Trastevere Food Tour

Wonderful 10 day trip to central Italy planned by this Italy travel company.   We spent the first part of the trip at Castello di Casole in the Tuscan countryside, then Florence and the final part of the trip in Rome.    While in Tuscany, we took day trips to Montalcino, Siena, Montepulciano, Pienza, San Gimignano and Greve.   We had walking tours in Florence and Rome. our agent at this travel company planned all the details, transfer drivers, tour guides and hotel arrangements.   Everything went according to plan and was of outstanding quality.   The agency gave us a very detailed package of information with all the relevant details for each day.   

Great Vacation

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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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