Art, Culture & History of Italy Itinerary

What to expect on this itinerary
The Renaissance brought talent and taste, the love of art and architecture, cuisine and history. Your personalized Italy itinerary will bring the perfect balance of knowledge and activity, flavor and discovery for the aspiring modern polymath. Bask in the pristine beauty of Michelangelo’s David and traverse the galleries of the Vatican to reach the Sistine Chapel, and then indulge in the layered flavors of rustic Tuscan cuisine before trying your hand at crafting the perfect gelato. From the natural colors of the Blue Grotto to the gilded frescoes of St. Mark’s Basilica, you can have it all in Italy.
Customizable Itinerary
Venice – Arrive in the Preserved Grandeur of the Former Republic of Venice
Venice is a city of artistry and prestige that is embodied in the preserved palaces and Cathedrals that line the Grand Canal. Your flight will land at Venice Marco Polo Airport, and your private transfer will greet you upon your arrival and escort you to the edges of the canal to board your private vaporetto. Speedboats and water taxis glide along the waters of the canal, which the city uses as the main boulevard. Wooden plinths rise out of the water as supports to the surrounding historical structures, and the waterway reaches a length of two miles.
The Baroque façade of Santa Maria della Salute will shine in the sunlight above more than one million timbers that have been driven into the floor of the lagoon to help support the 17th-century structure. The impressive dome is even more breathtaking once within the confines of the church as the Istrian stone and brick are covered with marble dust and immediately draw your attention while the sacristy features paintings crafted by master artist Tintoretto. The ceiling is covered by images of David, Goliath, Abraham, and Isaac as seen by the Venetian master Titian. Your private vaporetto will lead you through the narrow canals of the city to reach the comforts of your luxurious hotel known for combining the opulence of the Venetian Republic with contemporary luxury.
What's Included:
Venice – Enjoy Full Day Private City Tour and Glass Blowing Demonstration
Florence – Travel to Florence to Explore the Duomo, Accademia, and Uffizi
Rome – Visit Medieval Siena and Relish a Winery Tour en route to Rome
Rome – Traverse Ancient Rome and Vatican City on a Full Day Private Tour
Rome – Discover Rome’s Treasured Monuments, Cathedrals, and Piazzas
Ravello – Explore the Unspoiled Streets of Pompeii en route to Ravello
Ravello – Revel in the Charm of Picturesque Towns on the Amalfi Coast
Ravello – Delight in a Full Day Excursion to the Fabled Island of Capri
Ravello – Depart for Home
Trip Highlights
- Witness the intricate details and magnificent scale of Michelangelo’s David while visiting the Galleria dell’ Accademia in Florence
- Wander through history as you follow the footsteps of gladiators during your private tour of the Colosseum
- Find a new appreciation for the art of glassblowing as you enjoy a demonstration and private instruction on the island of Murano
- Learn the fine art of Tuscan cuisine during a private cooking lesson in Florence
- Indulge in the sweet tastes of gelato before trying your hand at creating your personalized flavor
- Stroll the ancient streets of Pompeii with your private guide to view preserved homes, mosaics, and architectural style
- Enjoy the luminescent waters of the Mediterranean Sea as you visit the Blue Grotto on the famous island of Capri
- Bask in the beauty of the Amalfi Coast on a scenic drive to explore the charming towns found along the 25-mile coastal road
- Relish the marvelous gilded frescoes that overtake the exterior arches and interior vaulted ceilings of St. Mark’s Basilica in Venice
- Savor the flavors of Tuscany on a wine tour of a private estate near Siena
Detailed Description
Incredible Italy provides visitors with eclectic tastes the opportunity to satisfy every curiosity on a 10-day itinerary dedicated to art, history, and culture. Your adventure will begin with your arrival at Venice Marco Polo Airport where your private transfer will greet you upon arrival and escort you to your private vaporetto bound for your hotel. Enjoy the remainder of the day at your leisure to view the Grand Canal or traverse the various bridges at the heart of the labyrinthine central island.
Wake the next day and your guide will lead you on an in-depth private tour of the city highlights, from St. Mark’s Basilica to the Doge’s Palace. Continue to the island of Murano for an introductory tour of the charming lanes and a glassblowing demonstration, and then learn the celebrated art and its history while trying your hand under the guidance of a personal instructor. Travel south the next day by private transfer to Florence, the city of the Renaissance to enjoy a whirlwind tour of the Accademia and Uffizi galleries before partaking in a cooking lesson to learn the fine art of Tuscan cuisine.
Travel to Siena the following day en route to Rome, and enjoy the charming medieval walls and towers of the former rival to Florence before continuing to a winery for a private tasting. Follow in the footsteps of gladiators the next day with a grand tour of the Colosseum, and then your guide will escort you to Vatican City to view St. Peter’s Basilica and the splendors on display in the Vatican Museums. Spend the next day exploring the piazzas and fountains of Rome, visiting the Castel Sant’Angelo and the Spanish Steps before indulging in gelato during a gelato making class.
Continue as your private transfer will escort you to Pompeii en route to the Amalfi Coast. Traverse the ancient roads for insight into the past, and then enjoy a full day excursion along the Amalfi Coast the next day to visit the charming towns that stretch from Positano to Vietri sul Mare. Move on the next day as you take the ferry for a full day on the island of Capri to visit the Roman villas, the elegant shopping streets, and the celebrated Blue Grotto. Your private transfer will greet you at your hotel near Ravello the last day and escort you to Naples Airport for your flight home.
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 782 reviews
We had a fantastic time and Zicasso's tour operator did an excellent job organizing every detail of our trip. Drivers and guides were always punctual, and the itinerary was perfectly balanced—full days, without ever feeling rushed.
Some real highlights for us were Herculaneum, the Pantheon, the Vatican, and our unforgettable Capri boat tour. Our guide brought Pompeii's history to life in a way that made it feel like stepping back in time and the Naples street food tour was delicious and nostalgic—her pizza fritta instantly took me back to the calzones I grew up with in Niles, Ohio. Our driver was with us for several days and made every transfer feel effortless.
There was a small hiccup at the very end with a trip planner, but it was minor compared to the overall quality of the trip. The organization, communication, and attention to detail throughout made this a truly memorable experience and we wouldn’t hesitate to book with this tour agency again. We had a fantastic time and the tour company did an excellent job organizing every detail of our trip.
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We had the pleasure of working with Zicasso’s travel agents to create the perfect Italian adventure. I had quite a few specific requests, from travel logistics to hotel preferences, and they were incredibly patient and collaborative, offering multiple variations of the itinerary until it matched exactly what we envisioned.
Our journey began in Venice, where we were seamlessly picked up by a private driver, transferred to a water taxi, and dropped directly at our hotel. After a wonderful stay, we were taken by private driver to the train station for our ride from Venice to Florence, our one and only train trip, as we opted (based on their smart recommendation) for private transportation for the rest of our travels to avoid potential delays and enjoy added convenience.
From Florence, we were driven into the Tuscan hills, where we experienced magical wine tastings, vineyard tours, olive oil tastings, and unforgettable meals with wine pairings.
Next, our private driver brought us to Pompeii, where we enjoyed a fascinating tour with our private guide, and then continued on to Rome. In Rome, we loved the private golf cart tour of the city’s major landmarks, as well as a delightful cooking class that was arranged for us; it was a real highlight!
Finally, we traveled by private driver to Sorrento. From there, we had a breathtaking driving tour of the Amalfi Coast, a lemon farm tour, and an amazing day trip to Capri. Every detail was thoughtfully planned and executed.
Summary:
Planning and Itinerary Creation: Zicasso’s consultants made the entire process easy and stress-free. They worked closely with us to perfect the itinerary and were always receptive to changes and feedback.
Hotels: My sister and I requested adjoining rooms and were provided with beautiful family suites throughout the trip. Each hotel was ideally located, comfortable, and well-appointed, with all the amenities we needed.
Transportation: Every transfer was smooth and punctual. The private drivers were professional, friendly, and knowledgeable. (A special shoutout to our driver in Florence/Tuscany – he was the best!)
Communication: Throughout our trip, the travel company’s team was always accessible. Whether we needed to make adjustments or had a question, they handled everything promptly, allowing us to relax and fully enjoy our vacation.
We spent just over two unforgettable weeks in Italy and it was absolutely perfect, all thanks to the hard work, attention to detail, and excellent communication from Zicasso’s travel company! I highly recommend them and would not hesitate to use them again for future adventures.
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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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Zicasso matched us up with two Italian travel agencies. We provided our dates of travel and approximate travel budget per person. Each agency gave us a preliminary itinerary. We were able to request changes to the itinerary and then chose the one that we preferred. The communication through the Zicasso website was easy and comprehensive.
Our entire trip went off without a single problem. We stayed at a very nice apartment in Rome, 1,000 feet from the Colosseum. We had very knowledgeable private tour guides for the Colosseum and the Vatican, allowing us to skip all of the entrance lines. We had private transfers from the airport to the apartment and from the apartment to the train station. We took a train from Rome to Naples and had another private transfer to a very nice hotel in Ravello. We did a private boat tour of the Amalfi Coast with a captain and a first mate. Drinks and snacks were included. We did a guided hike, which ended at a farm-to-table lunch. We spent a morning in Pompeii, followed by a local wine tasting and lunch.
Every part of the vacation exceeded our expectations. The accommodations were fantastic. The planned activities were just what we were looking for. We still had enough free time to explore on our own and choose which restaurants we wanted to eat at each evening. I feel like we got a great deal for what we paid and would definitely book a vacation through Zicasso again.
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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!
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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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