Luxury Italy Tour in 14 Days

What to expect on this itinerary
Classic beauty and indelible charm will radiate from ancient ruins, Renaissance artwork, and captivating coastlines during your custom-tailored 2-week tour of Italy. The iconic wonder of Italy will seduce you with panoramas of the rugged Amalfi Coast and the glamour of St. Mark’s interior shimmering with gilded mosaics. The Colosseum reflects remarkable achievement of ancient engineering and the Uffizi Gallery displays the triumphs of spirited expression. Wander along the cherished shores of Lake Como and travel into the past while strolling down the streets of Pompeii. Embrace Italy as an embodiment of culture with classic style and timeless charisma.
Customizable Itinerary
Milan – Italy’s Fashion Capital
Your flight will land at Malpensa Airport, where your private transfer greets you. Settle into the luxuries of your fantastic accommodations at the heart of the city with the remainder of the day at your leisure to discover the beauty of Milan. The city of Milan embraces its elegance and sophistication that are displayed through the preserved architecture, ravishing artworks, and famous connections to the fashion industry. The fast pace of the city thrives on creativity that celebrates the modern metropolis and the cultural grandeur that dates back to the 5th century BC under Celtic settlers.
What's Included:
Como – Lakeside Como to Visit the Surrounding Towns
Como – Beauty around Lake Maggiore and Borromean Islands
Venice – After-Hours St. Mark’s Basilica Tour
Venice – The Canals of Venice and the Island of Murano
Vernazza – Famous Cinque Terre by way of Lovely Verona
Vernazza – Prominent Trail Connecting the Towns of Cinque Terre
Florence – Remarkable Pisa and Lucca before Arriving in Florence
Florence – Art and History in the Uffizi and Accademia Galleries
Rome – Beauty of Assisi before an Introductory Tour of Rome
Rome – Sensational Art and Unique History of Vatican City
Sorrento – Vast Ancient Pompeii en route to Sorrento
Sorrento – The Natural Splendor of the Amalfi Coast
Sorrento – Depart for Home
Trip Highlights
- Explore the grandeur of St. Mark’s Basilica on an after-hours tour to savor the history, the artwork, and the ambiance without the large crowd
- Embrace the beauty of the Vatican with a private tour shedding light on exceptional masterworks from artists like Raphael and Michelangelo
- Bask in the tranquil charms found around the five towns of Cinque Terre on the Ligurian coast by taking the scenic paths linking to vistas and historical lanes
- Witness the infamous lilt of the Leaning Tower of Pisa, a structure embodying the former rise and fall of the maritime powerhouse
- Delight in the ravishing splendor of the Amalfi Coast with a private driver who will showcase its present and former glory
- Stroll along the extravagant architectural design of the 17th-century villa of Count Vitaliano Borromeo known for its lavish gardens and stunning décor
- View the masterful works quintessential of the Renaissance in Florence, including the unforgettable works like Michelangelo’s David
- Follow in the footsteps of St. Francis to discover the stunning Umbrian scenery and magnificent architecture of the two-story cathedral
- Visit the incredible ancient city of Pompeii, which was preserved in pumice and ash after an infamous eruption of Mount Vesuvius
Detailed Description
Your 14-day Italy tour takes you from north to south emphasizing experience with an immersive exploration of history and heritage. From food to architecture, distinctive cities to mesmerizing natural beauty, Italy encompasses a special place in the annals of the Western World through its support of, and addition to, philosophy, art, and design. From Milan to Naples, Venice to Pisa, Florence to Rome, the famous cities of Italy boast connections of renowned artists capturing the former zeitgeist in preserved palaces and artworks, while smaller towns enchant you with surprising medieval streets, maintained customs, and hidden treasures of their own.
Your discovery of Italy begins with your arrival in Milan. Spending time in Milan allows you to visit the cathedral and the Santa Maria delle Grazie, home to da Vinci’s The Last Supper. The grace and elegance of Northern Italy are visible in both the cities and the towns taking you into the alps to visit Lakes Como and Maggiore, as well as down to the Venetian Lagoon to explore Venice and the glassblowing island of Murano. While exploring the famous waters of Italy’s lakes region, the elegance of small towns in view of mountainous expanses combines luxury with natural majesty.
Venice’s canals will bring more than a quintessential gondola ride leading you to the wonders of St. Mark’s Square, including the eponymous basilica. The island of Murano links the artistry of glassblowing with the history of the Venetian Republic. Traveling west gives you time to stroll through the streets and piazzas of Verona, home to the exciting summer Opera Festival featuring Puccini in 2019 and home to house of Shakespeare’s Juliet. When visiting the five towns of Cinque Terre, the magnetism derives from tower homes and narrow streets, terraced coastal slopes and gorgeous Ligurian Sea.
The celebrated region of Tuscany is located in Central Italy, boasting cities like Pisa, Lucca, and Florence. While in Tuscany, you will visit the Piazza dei Miracoli, home to the renowned Leaning Tower, and also stroll around the stunning preserved Renaissance walls of Lucca. Discover the stunning streets of Florence’s historical city center before witnessing the collections of masterful Renaissance artists inside the Uffizi Galerie and Accademia dell’Arte. The magnificent town of Assisi is located on the slopes of Mount Subasio and features the sensational Basilica of St. Francis.
The city of Rome is known as the Eternal City for its ability to evolve with the ruling classes of society over more than 2,500 years. Touring the city unveils renowned images like the Colosseum, the Trevi Fountain, and the Pantheon. While Vatican City is an independent nation, its proximity inside the greater municipality of Rome makes it a fabulous destination to view the evolution of Christianity across the globe including the influence of the Papal State on the Western World.
Traveling south of Rome brings you to the Bay of Naples and the city of Pompeii. The classic city is known for being buried in the elements after a massive volcanic eruption. The structures retain their artistry and integrity drawing tourists from around the world. The drama of the Amalfi Coast stems from the narrow road that winds alongside the cliffs, and towns like Amalfi, Positano, Ravello, and Minori represent the rise and fall of industrial city-states before the reunification of Italy.
Starting Price
$5,100 per person (excluding international flights)
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 2874 reviews
The hotels, tours and transfers were pretty good.
We had some excellent tour guides in Milan and Assisi, and good ones in Venice and Florence.
Hotels were very well located, with the exception of one, which although well located, it is very noisy during day and night.
Things that we didn't like were the following:
1) The hotel in Venice provided us with a room with no view, the window was on a dark internal passage.
2) Transfer from Florence to Monterosso, and from Monterosso to Milan was provided by a very kind gentleman, but the air conditioning in the Mercedes Van worked only the first hour. Afterwards it was very uncomfortable, as the air didn't work and the windows couldn't been opened.
3) Transfer from Como to Venice, with stop in Verona. We waited half an hour at midday in the street in Verona in a very hot day, although I called to the mobile phone of the driver several times to pick us up, with no answer.
4) Some train connections were too tight. In Rome Termini, our train arrived with a delay of 43 minutes, and we had to run 2 km in order to catch the train. This is too stressed and demanding for people over 75.
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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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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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I have to begin by saying I've told everyone how pleased I am with Zicasso and the travel agent they recommended. I also have to say that I was very hesitant to book my trip with a company that I had only communicated with via email. Turns out I had nothing to worry about.
The initial response I received from my agent was immediate and continued right up until our actual trip while we were in Italy. I let her know where I wanted to go, what I wanted to see, told her I was interested in a mix of arranged tours and time on our own. She listened and also made great suggestions. I honestly can't say enough about how wonderful she was to work with, along with her co-worker.
They arranged for all our hotels, transportation and tours. Every driver and guide we had was top notch. They made a point of keeping us in small groups, sometimes only the two of us and the guide.
Our 19 day trip began in Venice where we were met at the airport and driven to a private water taxi. That driver walked us out of the boat and made sure we knew how to find our hotel. Our departure was just as seamless. A guide met us in our lobby, walked with us to the water taxi, came into the train station with us and explained the board to us, pointing out our train and track number.
We continued on to Verona, Cinque Terre, Tuscany, Florence, Naples, the Amalfi Coast and Rome. Since we weren't in any one place longer than three days it was extremely helpful to have guides, even for just a couple of hours to orient us, which saved us a lot of time. We had guides for a walking tour in Venice, a morning in Cinque Terre traveling with us between the villages, the Accademia in Florence, Pompeii, an Amalfi Coast drive and the Vatican in Rome. Every one of the them was passionate and proud and we learned so much. We had a car in Tuscany and saw many other places on our own, Lucca, Pisa, San Gimignano, Siena, Montalcino, Montepulciano. We stayed in Sorrento, spent one day on Capri and another full day on a tour to Positano, Amalfi and Ravello, which included a short boat ride along the coast. Spectacular. Our only tour in Rome was the Vatican but we saw all the other major sites on our own, taking the metro, bus, taxis and walking, lots of walking. It was the perfect mix of free time and arranged tours.
And, they also worked with our children who surprised us with a dinner in Venice for our anniversary after a gondola ride!
One great advantage to having your tour guide in the country you're visiting, you're in the same time zone. We had one mishap with a train and were able to talk to them right away. Other than that, everything worked liked clockwork.
I would definitely use them again and have told everyone I know what a wonderful job they did for us.
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Locations Visited: Venice, Verona, Florence, San Gimignano, Siena, Pienze, Rome, Pompeii, Positano
My husband and I planned this trip for our 10-year anniversary. I’m a person with high expectation and this travel agency exceeded all my expectations. The entire trip was dream.
We opted for personalized tours and transport for 95% of our trip. All of our drivers were wonderful. They arrived on time and made sure we made it to all of our destinations without issue. They had the contact information for the tour guides we were meeting. Upon arrival to our first hotel, a local cell phone and gift were given to us. Having the iPhone during our trip made any needed communication with our agent and his team a breeze. In addition, we used the phone apps for navigation throughout the cities we visited. We made a last-minute request for an additional private transport, and our agent was able to make it happen. We greatly appreciated their customer service.
We participated in a several unique experiences while in Italy. We went truffle hunting in Pienza, which was amazing. After, we were served a meal that highlighted truffles and the cheeses made locally. In addition, we did a cooking day in Rome. This was a private cooking class where we made pasta, several sauces, and appetizers. The one disappointment is that we never received the recipes from the chef (we were told by the chef that they would be emailed to us). However, this is a knock on the chef and not our travel agent. Once the class was done, we were served a meal in a private garden area. Lastly, we did a food walking tour in Rome. This was an amazing way to find local cuisine that we wouldn’t have known about otherwise. A wonderful experience.
All of our tour guides were excellent. They were knowledgeable, friendly, and familiar with the cities. We had one guide that really went into the details and reasons for expressions in the art. We didn’t care for that, but we didn’t specify that ahead of time or to the guide. It was wonderful seeing her excitement and passion for all of the amazing working works of art and sculpture that we saw.
Overall, I would highly recommend this travel agent and his team if you are traveling to Italy!! You will not be disappointed. We gave him our wish list of activities, accommodation preferences, etc. ahead of time and he made sure we got them all! Thank you for such a wonderful and memorable trip. If we are able to return to Italy, you will be hearing from us.
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Planning a trip overseas with young children can be overwhelming when you don’t know all of the customs, the area, or how to get your little one safely from one place to the next. For those reasons, we considered a group tour of Italy for our first trip, but they just seemed to all be designed in the same cookie cutter fashion and without the kind of flexibility we hoped to enjoy. Thankfully we found our way to our agent with this Italy travel company who put together a custom itinerary that truly enabled us to experience several parts of this beautiful country—Venice, Florence, Rome, and The Amalfi Coast. From the individualized planning, the well-coordinated transportation, the lovely accommodations, knowledgeable guides, unique experiences, and especially the little details such as a local cell phone pre-loaded with all of the numbers and documents we would need during our trip, she went above and beyond in designing a trip that was unforgettable in all of the right ways. For these reasons and those discussed below, I enthusiastically recommend this company to anyone planning an Italian vacation.
From the start, we worked with several travel agents at different companies, trying to design an itinerary that fit our needs, interests, and budget. Our agent was the only one that seemed to truly listen to us and select not only hotels and transportation that would accommodate a toddler, but also experiences that would include her and were unique to our interests, even including a trip to my family’s hometown that was far off of the beaten path. She also offered us advice on best ways to get around with children in each city, provided a list of restaurants that would welcome our daughter, and, when I unexpectedly learned I was expecting another child, she offered to let everyone involved with our trip know of any special needs or food aversions I might have. While the individualized service and transportation would seem to come with a hefty price tag, the cost was actually the same as the hokey bus tours and very competitive with all of the other offers from travel agents we received, making the choice of this company a no brainer.
And the transportation alone was well worth the price. Everything was so beautifully choreographed: for instance, we walked out of our hotel in Venice and boarded a water taxi, which took us to a Mercedes van with child seat installed that was waiting for us, which took us to the train station where we boarded and took our first class seats. All of our transportation ran this smoothly, and we know there is no way we could have seen everything we did see had we tried to navigate Italy on our own. We always rode in luxury vehicles. Some were even equipped with DVD players for our little one. The drivers were excellent. Each English speaking driver was waiting for us at the airport or train station with a sign, handled all of our luggage, and acted as our first guides to each city as well. Additionally none of them pushed for any of the tips they definitely earned.
The hotels also exceeded our expectations. All of the accommodations were well-located, four star properties, and were the same hotels our agent included in her original price quote. When we were planning our trip, people kept telling us of the small quarters you’re forced to stay in in Italy and other European cities, but we did not find this to prove true in the hotels our agent chose for us. Every room had at least a queen size bed and a full size bed for our toddler, a sitting area, as well as a decent sized bathroom—one even had two bathrooms, another even had a bathtub, which is quite rare in Italy. Each hotel offered an exceptional free breakfast with a mixture of hot and cold entre choices and fresh local produce. Plus every hotel offered something different. In Venice we stayed at a boutique hotel with a long history that was in an area all of the locals agreed had the best restaurants and cafes. It had a lovely courtyard with a pool. In Florence we stayed in a sleek, modern hotel that featured a rooftop pool and bar with stunning views of the city. In Rome we stayed at a modern boutique hotel that greeted our child with a t-shirt, coloring book, and candies. And finally in Positano we stayed in a hotel that had terraces overlooking the bay and city, a pool that looked out to the water and mountains, and an excellent restaurant. The hotel staff at each place was quite friendly, and I doubt we could have selected better places on our own.
All of our local guides had specialized knowledge that made them an excellent fit for the service they provided. In Rome we visited the ancient sites with a sculptor who spent his childhood at the ruins with his father, a famous archeologist involved in the digs and study of the ruins. In Venice we got to know the city by spending the day walking and boating with a woman who spent nearly her entire life there, who gave us excellent recommendations for restaurants and things to do, and knew almost each person we passed. Similarly in Pisa, we were introduced to the city by a woman who lived there and whose husband operated a local winery. They were all so knowledgeable and friendly, and having them to ourselves for much of the day was invaluable, as we were able to ask questions and visit some places not accessible to large groups.
Once we were introduced to the city, our agent also planned unique experiences to help us experience the place. We toured Venice by water. We biked our way through the narrow streets and beautiful countryside of Florence. We toured a winery and had a private six course lunch with wine pairings. We let our toddler run through an amazing Sculpture Park in Chianti. We shopped, cooked, and dined with a chef in Rome. We sampled foods at specialized eateries in a neighborhood that pre-dates the Coliseum. We visited the abbey at Monte Cassino, rebuilt after being destroyed during WWII. And we travelled the entire Amalfi Coast by boat, visiting the Emerald Grotto, the Blue Grotto, swimming in caves, and enjoying Positano, Amalfi, and Capri. In two weeks we saw, experienced, and tasted so much that we will continue to relive this trip for a lifetime.
In all ways, as I hope is clear, this trip was exceptional because of our agent's hard work and the work of all at our travel company. This showed not only in the ways already described, but also in all of the small details. We were greeted upon arrival with a welcome package and were given a phone that had all of our tickets, our itinerary, and everyone’s phone number loaded onto it. Our agent checked in with us periodically while we were there and made it clear that we could call at any time if we had questions, concerns, or if something was not up to par. When our boat tour was late, for instance, she called to change our dinner reservations. And she even educated us about some Italian customs before we arrived.
A trip like this one is a financial investment for many of us, and I know from experience that putting your trust and your hard-earned money into the hands of someone you only communicate with via email or phone is scary. But believe me, if you choose this company, you will not be making a poor decision. There is literally nothing more I could have asked for, no other way this trip could have been more spectacular, and no better way I could have spent every one of my pennies. Thank you to our agent for making us the envy of all of our Facebook friends, for truly making this an awesome family vacation, and for making one of my ultimate dreams come true.
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