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 6971 reviews
Our trip was absolutely amazing and the planning done by Zicasso's travel company surpassed my expectations. The attention to detail was amazing: from excellent and punctual drivers to assistants who helped us with the water taxis in Venice to the lounge access for trains. It was truly white-glove service that made my trip seamless and allowed me to enjoy every moment because every detail was handled.
The excursions were fantastic. I especially enjoyed the cooking class at a farm in Tuscany and the Vespa tours in Rome. There was a nice mix of private excursions for the walking tours and boat rides, to a few shared excursions, such as the cooking class.
The hotels the travel company booked were chic, boutiquey Italian hotels and each had its own charm (from the former palace in Venice to the castle in Chianti), and we loved them. We would absolutely recommend to anyone booking a trip to Italy!
See more
Zicasso's team was excellent with planning and execution of the itinerary to meet our specific needs.
I was able to add an additional city on short notice!
We had knowledgeable local city guides and all drivers were professional.
We had a wonderful family trip!
See more
We had an excellent experience with Zicasso's travel company. We are a family of four and spent 18 nights going through Italy and France. We worked with the company to make arrangements to see the cities and sites we wanted to visit. They offered great options for hotels and activities. They stayed in close contact with us during the trip and made additional arrangements upon request. The company provided outstanding service making arrangements and during the trip. We were very satisified and have already recommended them to our friends.
See more
I can confidently say that Zicasso's travel specialist is truly dedicated to providing her clients a luxury experience. From the outset, we had a 20-minute call where she wanted to learn about our dream vacation and get to know us. She was attentive to every request we made and organized our itinerary accordingly. During the trip, she texted us daily to inform us about our drivers and guides for the next day. Additionally, she checked to ensure our trip was progressing smoothly.
Here are some highlights:
Rome: We were greeted at the airport by our agent, who expedited our passage through passport control. The following day, we started our exploration at the Vatican. Our agent had purchased our tickets in advance, allowing us to skip the line. She also planned the remainder of our self-guided tours of the Colosseum, Roman Forum, and other ancient sights. We accomplished so much in just two days!
Florence: We took part in a pasta-making class with a chef who was fantastic! Her husband was also quite charming. Our experience there was truly wonderful. Special thanks to our driver, who was incredibly helpful and informative.
Sorrento (Amalfi Coast): We began with a visit to Pompeii, where our guide, also arranged by our agent, was spectacular! His passion and extensive knowledge made the experience enjoyable. Next, we had a fun blind wine tasting. When we arrived at our amazing hotel, we were greeted with a surprise.
While in Rome, we encountered a minor issue, which our agent resolved quickly. She even went above and beyond by ordering us a bottle of prosecco to celebrate. We also took a car tour of Positano and Ravello, guided by a local from Ravello who was informative, knowledgeable, and delightful. We loved her! Our day ended with a lovely sunset cruise off the coast! Both days had excellent drivers.
This trip was a dream come true for my husband and me. Without a doubt, our agent made it the luxurious experience we desired. I highly recommend her and her team!
See more
The trip went very well! Our Zicasso travel specialist did a thorough job planning our vacation to Italy. We would definitely use her again.
See more
Our trip was a 10 out of 10! There is no way it could have been any better. Zicasso's travel expert and the tour company's team were incredibly responsive (not that we had any issues) and the itinerary was so impeccably curated.
Every greeter, driver, and tour guide was incredibly knowledgeable and professional, and hotels were immaculate. It was such a relief to know that every last detail was taken care of and we didn't have to worry about anything.
We highly recommend our travel company and would definitely use them again.
See more