Escorted Art, Food, and Culture Tour of Italy

What to expect on this itinerary
From awe-inspiring art to luscious landscapes, from the Trevi Fountain to Siena’s Campo to Florence’s unforgettable Duomo, this is a tour that will take you past your wildest dreams and beyond the places that tourists usually go. You’ll be moved, you’ll be inspired, you’ll be captivated: whatever you long to do and whoever you long to be, you can find it on this marvelous tour of Italy.
Customizable Itinerary
Rome - Arriving in the City of the Seven Hills
You touch down on the outskirts of the Eternal City, excited to begin your excursion into the history and culture of this incomparable metropolis. The rest of the morning is a leisurely exercise in acclimatization: perhaps take a shower, then grab an espresso at one of Rome’s many excellent cafes before setting off for a guided tour of the best sites of one of the most famous cities on the planet.
You begin at the Piazza del Popolo, the city’s northern edge that first greeted newcomers to the city, the bells of the Santa Maria del Popolo ringing brightly through the Roman air. Then make your way to the graceful expanse of the Spanish Steps, the widest staircase on the continent. From here, meander through Rome’s labyrinthine streets and walkways until you reach the spectacular Trevi Fountain, whose peerless opulence and indescribable grandeur will steal your breath from you. Explore some of the masterpieces of classical Rome as you gaze upon the column constructed by Marcus Aurelius that marks the city’s center, and enter the Pantheon, still a feat of engineering more than two millennia after it was completed. The tour ends with a look at Bernini’s Fontana dei Quattro Fiumi in Piazza Navona and a venture into the rambunctious and charming Campo de’Fiori, one of Rome’s best city squares.
What's Included:
Rome - Discovering the Glories of the Empire
Rome - The Treasures of the Vatican
Siena - Heading North to Tuscany
Cortona - A Day of Rustic Italian Charm
Cortona - The People and Places of Italy’s Heartlands
Florence - Tuscan Towns, Tuscan Countryside
Florence - Exploring the Capital of the Renaissance
The Uffizi Collection
Florence - End of Your Italian Adventure
Trip Highlights
- Hit the highlights of mighty Rome, from the legendary structures of the ancient period like the Colosseum and the Pantheon to the best-known fountains and piazzas of the modern metropolis
- Explore the many cultural offerings at Vatican City, from the soaring dome and eerie crypts of St. Peter’s Basilica to the famed ceiling of the Sistine Chapel
- Make your way through the charming cities and villages of Tuscany, from the imposing castle of Monteriggioni to the soaring towers of San Gimignano to the scenic Campo of spectacular Siena
- Spend an evening in the center of Italy’s enveloping countryside as you sample the life of a true Tuscan at the Relais Parco Fiorito holiday farm, where delicious food and warm conviviality await you
- End your trip in Florence, the birthplace of Dante, Machiavelli and some of the most important works of the Italian Renaissance, as well as lively piazzas and excellent shopping, from the Via Tornabuoni to Ponte Vecchio
Detailed Description
This is an excursion into Italy’s scenic and celebrated west, where famed cities and hidden villages alike offer incredible insight into the culture of this one-of-a-kind country. This 10-day tour will take you on a journey unlike any you’ve ever known before, filled with stories and song and charming locals. From the Palatine Hill to the banks of the Arno, this is Italy at its best.
Begin in Rome, the capital of Italy and home to some of the most memorable sights in the Western World, secular achievements like the Colosseum and testaments to God like the Sistine Chapel. Enjoy three days in Florence, the birthplace of the Renaissance and home to some of the country’s greatest edifices and most darling piazzas, explore the smaller towns of Tuscany like Siena and San Gimignano, where you’ll find life moves to a rhythm and a melody that can exist nowhere else.
Quaint towns and opulent villas. The miracles of Michelangelo and the world’s best boutiques on the Via Condotti. The splendors of the Renaissance and the triumphs of Ancient Rome. Whether you long to discover Tuscany or have yearned to see the streets of Rome, this is the tour that will show you it all.
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.
Verified Traveler Reviews
Based on 872 reviews
Zicasso's travel company planned the most amazing trip to Venice, Verona, Florence, Tuscany, Siena, and Rome for our family of five. It was the best trip I've ever taken, and having all the details covered by them and plans and tickets sent to us via WhatsApp allowed us to really live in the moment and not have to think about what was next. I loved every second. I cannot wait to plan another trip to Italy to experience the southern half of the country.
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Zicasso’s tour operator planned the most amazing trip to Italy for us! My requirements were culture, romance, and relaxation. She delivered on every aspect. Although we missed our tour of the Vatican due to the Pope's funeral, my husband and I actually attended his funeral!! Our hotel, though planned many months before, was next to the basilica where Pope Francis was laid to rest. Talk about being a part of history!
We stayed in a beautiful converted villa to boutique hotel in Florence; got whisked away through the Tuscan countryside in a vintage Fiat 500; took cooking classes; sipped lovely wine, accompanied by excellent lunches on our winery tours; soaked in Italy's rich culture and museum scene; and even ticked the relaxation box by spending time by the pool, in the spa, and resting on our large deck overlooking the Amalfi coastline.
Every tour guide was extremely knowledgeable and personable, and it was evident they loved their jobs. Between memories of the boat ride along the Amalfi Coast, tips from the cooking classes I have already started using at home, and the cases of wine we are eagerly awaiting delivery of, my husband and I will forever hold Italy in our hearts and la dolce vita it provided us.
Talk with our tour operator; you will be glad you did!
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Kudos to Zicasso’s tour operator! This is our second time using them, and they didn’t disappoint us. They had to deal with two families, seven in all, all adults, with two separate trips. One trip for all seven to Rome and Florence. Two for Naples and Ischia.
The apartment in Rome was in a good location for us, as we usually stay near there. The only problem I found in this apartment was the smaller unit had a step down into the living room. The floors are dark, and the step needs to be highlighted so one remembers to step down. Several of us kept missing it, and luckily no one fell. Other than that, it was a nice apartment.
In Florence, our apartment was perfect. My husband and I would stay there again; however, it has four bedrooms, four baths, a nice kitchen, and a large living room, so it would be a little big for two people. It was perfect for families. It is on the third floor.
Since my husband and I have been to Rome and Florence many times, we did not have too many requests for tours. My cousin and her family were first-time visitors. I suggested a tour of the Vatican Museums, Ancient Rome, the Accademia Gallery, the Duomo Skywalk, a private tour of the Uffizi Gallery, the Vasari Corridor, and the Boboli Gardens. In Rome, all seven of us did a golf cart ride at night, which seemed to be a big hit. We also had a wine tasting and olive oil sampling in Chianti, which was very nice.
At one point, we thought we were going to have a wedding proposal. A place was planned for the proposal at one of the wineries. Unfortunately, the groom-to-be decided not to do it there since the future bride’s parents would not be there. I felt bad with all the work the travel company did to make this day special for the couple.
Since we were two families, all adults, sharing vacation rentals, the tour operator found two apartments to meet our needs. All of our drivers and guides were on time and very knowledgeable.
We made some last-minute changes on our trip from Florence to Ischia. Changes to the train tickets were made, but we were asked to check with the ferry service to see if they could take us earlier. Our driver went with us to the ticket office and was able to exchange our ferry tickets. Then we notified our travel agent, so they could call the hotel to send our driver earlier than planned.
We have used this tour operator before and would highly recommend them. The hotels they selected were excellent. We stayed at our hotel in Naples last year and asked for the same hotel again. The views were fantastic from our room, and the rooftop bar had views of Mount Vesuvius and the Bay of Naples. The staff were superb, and there was a wonderful breakfast.
We also asked for the same hotel in Ischia, but that hotel closed earlier this year. Another property was selected, our resort in Ischia. Unfortunately, we did not get a chance to use the spa this time, but the hotel had beautiful views from the restaurant, terrace, and our room. Both hotels were beautiful, and the staff were very attentive. Our resort in Ischia was not far from Ischia Porto. A bus stop was a short walk away, and the return stop was right in front of the hotel. The food and drinks were great, and we even walked into town one night, which took about 15 minutes.
I can’t wait to use the travel company again next year.
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Zicasso's travel agency far exceeded our expectations. We had our five-year-old and 11-year-old children with us, so the tour guides and walking needed to be kid-friendly.
Our hotel in Rome was wonderful, the location was perfect, and they had good A/C and a breakfast buffet. There were plenty of great restaurants within easy walking distance, as well as the Vatican.
Our tour guide for the Colosseum and Roman Forum was great. Pompeii was amazing. Our tour guide was basically a celebrity down there and knew exactly how to take us around the ruins without ever waiting.
Tuscany was our favorite by far. We did a cheese-making experience and lunch that was super-cool. The kids got to play with the farm animals and the owners were so attentive and interesting. We did a cooking class with a chef that was the kids' favorite thing on the entire trip. I would make a point to book this experience; the kids still talk about it and wear the aprons around the house. The resort in Tuscany was nice. We had our own private pool, plus the resort pool, and could easily walk to a small local town with some great food.
Venice was good, but probably our least favorite on the trip. You have to walk a ton, which was difficult for the kids, but it's still worth experiencing.
We travel a bunch and I would highly recommend using Zicasso's travel partner.
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Zicasso's travel specialist asked for our interests, to which we replied history, art, food, and wine. When queried about accommodations, our preferences were that they have character and be varied. Our expectations were exceeded.
We were two couples who had a spectacular survey trip of Italy. Our agent addressed our request for history by arranging private tours with expert guides. We visited multiple eras: ancient times at the Egyptian Museum in Turin and the Colosseum in Rome; medieval times at the Medici palazzos; Byzantine times with views of the frescoes in Puglia; and modern history during a delightful food tour of Turin that featured historical cafés renowned for their political meetings and plotting.
We indulged in a smorgasbord of art and history, as it is readily available wherever you journey in Italy. The guides and drivers were knowledgeable, pointing out treasures in the palazzos, the Vatican, the public squares, cafés, the cathedrals, and churches. Food tours featured cheese, capicola and truffle tasting. Multiple types of wines and vineyards were sampled, the settings varied and the offerings enjoyed.
Accommodations could not have been better chosen. We enjoyed staying at a converted fortified monastery and a historic 16th-century palace. We appreciated the sunset over Turin from the upper deck of the hotel and enjoyed hidden privacy in Rome in our suites.
During the trip, our guide shepherded this complex trip and promptly addressed any issues that occurred (delayed trains and coordinating tour guides). Unequivocally, each tour was unique and well picked by our agent. We strongly recommend this agency to help you have a fantastic trip to Italy!
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When we started planning our trip to Italy, I knew I wanted to work with a travel agent—specifically, someone who specialized in Italy and was based there. After reaching out to several agencies and reviewing their responses, we chose Zicasso and, more specifically, our travel agent. She is based in Milan and from my very first interaction with her, I knew we had made the right choice.
Our trip could not have been more perfect. Our agent put a lot of thought into every location and planned activity. At the outset, we had a few discussions with her about what we wanted from the trip and, after that, we were happy to leave most of the details in her capable hands. Our goal was to explore mid-to-northern Italy and everything—from the hotels and tours to the free time and transportation—was beautifully organized.
Our 11-night trip started in Milan and ended in Florence, with overnight stays in Milan (one night), Lake Como (three nights), Venice (three nights), and Florence (four nights). Initially, I was hesitant about staying at Lake Como for three nights, but our agent encouraged me to do a little research. I’m so glad she did, as it turned out to be incredible. We had more self-guided time at Lake Como, which was perfect as we adjusted to the time change. In Venice, our itinerary became more structured, but we still had plenty of time for our own explorations. By the time we reached Florence, we had activities and tours planned for every day, which was just what we wanted.
A highlight for my family was a full-day trip into Tuscany, where we visited San Gimignano, an organic vineyard in Chianti, and finished with a tour of Siena. Our day trip to Rome allowed us to see the main attractions and we concluded the journey with a tour of Florence and the Accademia Gallery. Every tour our agent arranged was spot on.
Throughout our trip, she was wonderfully communicative—always available when we had questions, but never intrusive. She even helped us with a couple of last-minute requests: booking a hotel in Milan for one night and arranging train tickets to Verona for an impromptu visit to Juliet’s balcony. Whenever we needed something, she was there.
When we return to explore the mid-to-southern part of Italy, there’s no question that we’ll be asking her to plan our trip again. I highly recommend her to anyone looking for a seamless, thoughtfully curated Italian adventure.
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