Private Northern Italy Vacation Package

What to expect on this itinerary
This is the Italy of Michelangelo and the Medici, the Italy of Dante and the Dolomites. It’s the Italy of hearty food and rich wines, unmatched art and incomparable style, the height of culture and the pinnacle of natural splendor. It’s the Italy of opulent duomos and luxurious villas, the canals of Venice and the cliffs of Cinque Terre. This private Northern Italy vacation package will show you areas unlike anywhere else on Earth.
Customizable Itinerary
Milan - Touching Down in Northern Italy
Your tour of Italy begins in marvelous Milan—the largest city in Northern Italy and one of the great fashion cities in the world. A private driver will take you from the airport to the quaint and darling town of Varenna on the shores of serene Lake Como. After dropping off your bags at your comfortable and elegant hotel, you can enjoy lunch before setting out for an afternoon cruise. Here, you’ll learn about the rich and vibrant history of the city and the country surrounding it, from their conflicts with Como and Milan to the city-wide celebration of San Giovanni’s Day on June 24th. Marvel in the edifice of Vezio Castle, constructed in the early-12th century and stroll through the castle’s gardens, which are some of the most beautiful in the area.
What's Included:
Lake Como - Cruise the Enchanting Lake
Verona - The City of Literature’s Most Famous Lovers
Verona - Works of the West’s Greatest Architect
Padua - A Delightful University Town
Venice - Winding Your Way Around Venice
Venice - City of the Canals
Florence - The Vivid Past of a Vivacious City
Florence - The Art and Culture of Florence
Siena - Jewel of the Italian Countryside
Siena - Stories of Life in Northern Italy
Cinque Terre - A Leaning Tower and the Stunning Coast
Cinque Terre - The Famous Five Cities
Milan - The Many Marvels of Magnificent Milan
Milan - Coming Back Home
Trip Highlights
- Make your way along the captivating coast of famous Lake Como, marveling in the scenery, delighting the locals and reveling in the grandeur of its most luxurious towns
- Visit Verona, an Italian city steeped in literary lore and filled with unforgettable sights, before heading into the mountains and the awesome peaks of the Dolomites
- Explore the works of the West’s greatest architect in Vicenza and revel in the indisputable allure of Padua as you make your winding way through the Italian north
- Cruise the canals and visit the gorgeous buildings of magical Venice, the Floating City that continues to enchant all those who stop here, filled with relics to a glorious past and urban scenery that is truly one-of-a-kind
- Spend some time in Florence, from the Ponte Vecchio spanning the winding River Arno to Brunelleschi’s crowning dome that dominates the city’s skyline, before turning to the Tuscan countryside, where you’ll uncover some of Italy’s best-kept secrets
- Enjoy the life of luxury on the rugged yet gorgeous cliffs of Cinque Terre and take a day to enjoy the high fashion and high culture of Milan, one of the great cities of northern Italy
Detailed Description
Nowhere screams history like the north of Italy, where the words of the country’s great poets fill the air, the art of the country’s great sculptors fill the city squares and the smells of the country’s great cooking wafts over city streets and rolling hills. This 15-day private Northern Italy vacation package will hit all of the highlights of this captivating region, from the cliffs of the Italian Riviera to the shores of the Adriatic, filled with exciting activities and engaging people that you are sure never to forget.
Revel in the untrammeled splendor of the natural beauty of the area, from the roiling surf of the Mediterranean pounding against the cliffs of Cinque Terre to the jagged teeth and soaring ridges of the mighty Dolomites. Live the life of small-town Italy as you walk the streets of hidden gems from Verona and Vicenza to Padua and Pisa. And discover the amazing offerings at some of the greatest centers of art in the world, from the faultless acoustics and inspiring façade of Milan’s La Scala opera house to the Byzantine decadence of St. Mark’s Basilica in Venice to the staggering works of genius that fill Florence’s Accademia and the Uffizi Gallery.
The south may have Rome and the marvels of Pompeii, the island retreat of Capri, and the incredible food of Umbria, but there is truly nowhere in the country that can match the cultural, historical and natural grandeur of the northern Italian peninsula. Come for the stirring art or inimitable architecture, for the fantastic food and the unparalleled luxury, for the bustle of a night in Milan or the peace of an afternoon on Lake Como: Why ever you choose to visit, make sure you don’t miss Northern Italy.
Starting Price
$14,200 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 1516 reviews
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 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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Our trip to Venice, Florence, Tuscany, Lake Como, and Milan was exceptionally well planned and executed by Zicasso's tour operator.
The transportation from one location to another was efficient, even when challenged by the high tides in Venice. Overall, the hotels selected were very good. The one in Montalcino was exceptional. Every guide was knowledgeable and professional. We appreciated their willingness to be flexible. Our driver for the ride to Como and back to Milan was personable and exceptional as well.
We really enjoyed the truffle hunting experience, the first wine tasting in Montepulciano, where we met the entire charming family, the cooking class in Bellagio with a chef who treated us like family, and the boat rides on Lake Como and to the islands in the lagoon of Venice. All of the dinner reservations were spot-on and when there was a slight misunderstanding regarding our wine tasting in Bellagio, where the staff at the hotel in Bellagio had no idea what had been arranged by our agency, this was quickly resolved by our guide through texts and emails with the agency.
The only aspect of the trip that could have been improved was day eight, when our activities, travel time, and late dinner reservation resulted in a late-night drive back to the villa. The hotel in Milan was difficult to find at first due to its location not being visible from the street. Once we found it and settled in, it was in an excellent location for our sightseeing. The gifts of sparkling wine at two of our stops was thoughtful and appreciated.
We thank our agent and the staff at the agency for a wonderful trip and would not hesitate to recommend the firm to our friends and family.
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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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My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.
Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.
Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.
Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.
What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.
Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.
As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.
Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.
The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.
This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.
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