
Two Week Northern Italy Itineraries
Uncover passion, elegance, and the prestige of former royal houses on a two-week Northern Italy itinerary. Charismatic towns reflect in the waters of alpine lakes, with the remains of empires rising above romantic canals and along lavish tree-lined streets. Quiet seaside villages shimmer with colorful tower homes and vineyards terrace the hills that lead to impressive mountain slopes. Zicasso travel specialists have planned thousands of trips to Italy, and their local knowledge will bring your perfect custom-tailored trip to life. Follow the footsteps of da Vinci or bask in world-famous wines with inspiration from our sample itineraries.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

15 Day Trip IdeaFrom $14,200
Private Northern Italy Vacation Package

15 Day Trip IdeaFrom $6,800
Hidden Jewels of Italy’s Northern Route Tour

14 Day Trip IdeaFrom $5,700
Northern Italy to Sicily: Italy Tour for Second Timers

14 Day Trip IdeaFrom $6,300
Spectacular Northern Italy Tour: Exploring Lake Como & More

14 Day Trip IdeaFrom $6,300
Two-Week Northern Italy Tour: Food, History & Culture

12 Day Trip IdeaFrom $5,400
Highlights of Northern Italy Tour: Venice to Turin
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
1.Share Your Travel Dreams
Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.
2.Meet Your Travel Specialists
To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.
3.Design Your Perfect Journey
Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.
Reviews of Zicasso's Two Week Northern Italy Itineraries
Based on 1074 verified traveler reviews.
We had an absolute dream trip to Italy with the help of Zicasso's travel specialist! Traveling as a family of five, we visited Rome, Florence, San Gimignano, Greve, Siena, Cinque Terre, and Venice, along with many beautiful towns and smaller areas throughout the country.
The wonderful vacation rental accommodations were thoughtfully chosen and every detail of our trip was carefully planned. The local tour guides were incredibly knowledgeable and gave us a truly authentic experience. Our private transfers, train transfer, and private tours were efficient, informative, and made traveling from place to place seamless and stress-free.
The communication between all tour guides and transportation providers was great, as was that of each vacation rental host, who contacted us in advance to prepare us for our arrival.
One of our favorite parts of the trip was discovering the smaller, less-touristy areas within the larger cities, places we likely never would have found on our own. We enjoyed exploring Tridente for shopping and Trastevere in Rome for a private pizza-making class (highly recommended), artisan shops, excellent restaurants, and a vibrant nightlife.
Florence was wonderful, but we had the opportunity to travel to a few other areas, such as Siena, Greve, and San Gimignano. We even had a private vineyard tour and chef's meal while in Chianti. A must-see is the walk to the Boboli Gardens across Ponte Vecchio and, on the way back to our apartment, a stop at Piazzale Michelangelo.
While staying in Cinque Terre (Monterosso al Mare), be sure to take a private boat to visit all of the other villages and maybe even snorkel. The water is so clear!
Venice had great history, but we also enjoyed our boat tour to Murano to watch the glassmaking process and Burano, filled with gorgeous multicolored homes and artisan shops.
Every experience felt personal, meaningful, and special.
This trip was truly an absolute dream and we are so grateful to him for helping make our family vacation to Italy unforgettable. We highly recommend him to anyone looking to plan an incredible, seamless, and memorable trip!
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Overall, the trip was fabulous. From the start, everything worked like clockwork. The drivers were on time and great. Our connections with trains worked perfectly. I had a concern about the noise level in several of the hotels and that was addressed. Thank you.
The Guides: Our guide in Bologna and Modena was extremely knowledgeable and delightful. We loved spending time with her. Our guide in Verona was knowledgeable and entertaining. Our guide in Ortisei was a good guide for the Dolomites. We enjoyed our hikes and lunches. He also made sure we knew where to secure gondola tickets for the third day. Our guide in Stresa was delightful and extremely knowledgeable. Milan was extremely hot and it was difficult for the four of us to keep up with our guide's commentary on the busy streets.
Hotels: Our hotels in Bologna and Verona were great. We loved the balcony and rooftop bar at our hotel in Bologna. Our hotel in Ortisei was wonderful. The service, room, and amenities were all top-notch. I did not care for the town of Torbole. We hiked to Riva del Garda and that would have been a better location for us. Our hotel in Stresa was beautiful and the pool was fantastic. Our hotel in Milan was nice, but nothing fantastic.
Side Trips: We absolutely loved our trip to Modena, learning about Parmesan cheese and balsamic vinegar. We also loved our cooking class. Our host and her mother were fabulous, the lunch was wonderful, and the town of Borghetto was breathtaking.
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Zicasso's travel specialist organized an amazing 12-day series of private tours, taking us from Milan to the lake regions (Como, Maggiore, and Garda) and down to Bologna. Our days were filled with visiting churches, museums (including the Ferrari and Enzo Ferrari museums), a winery, parmigiano, prosciutto, and traditional balsamic manufacturing, a cooking class, boat tours, and food tours.
Along the way, we saw testing at the Ferrari track and a small portion of the women’s Giro d’Italia. With all that, we still had sufficient downtime to search the streets to find our own gems.
Our trip coordinator checked in with us daily to confirm the daily itinerary and transportation. When we had questions or needed to make a change due to the weather, she was thorough, attentive, and responsive in a way that was reassuring and comforting. She was simply amazing.
I would highly recommend using this travel specialist and team for any of your Italian travel needs.
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Our Zicasso travel agent did a great job planning and executing our two-week tour of Italy. Transfers were seamless and guides were knowledgeable and experienced. We particularly loved Florence, our hotel, its staff, and its walkable location to so many sites. We loved the guide in Cinque Terre; he knew the area, specifically a restaurant where we were away from the crowds. Thanks to the travel agent for a job well done.
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Most of the arrangements were fine, but as we've used Zicasso several times in the past, I was disappointed that the day trip on June 2nd to Spoleto and Perugia was on a national holiday. Nothing was open, and so we spent a lot of money, drove a long way just to have lunch in Spoleto. We spent 30 minutes in Perugia and did not use anywhere near the 9 hours we were paying for.
Also on Sunday, May 31st, the trip to Cinque Terre was not good planning. I told you when we started our discussions that I walked with a cane. The distance to and from the train stations in each of the cities was quite extensive so we only ended up in 3 towns. Again, we did not use anywhere near the 10 hours allotted for the tour.
In summary, I rely on your expertise of the area to guide us as to what to expect in the different destinations. We could have switched the days for Spoleto and Perugia, to avoid the holiday and could have tailored the Cinque Terre in other ways. I thought we were paying for a private excursion so I wouldn't have to do so much walking.
Again, my husband and I felt that the 2 days of private tours were money not well spent.
The transfers in all locations were excellent and the travel agent was delightful (although she did not give us the name and phone number of our drivers the day before, as was stated on our itinerary from the travel specialist).
All in all, we had a wonderful trip to Italy but feel some more personalized attention should have been paid to our specific needs, as this was a costly trip for 7 days.
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We were so pleased with the travel company. The hotel they suggested was nicely located in Como, with our rooms having a view of the lake and a small balcony. We were also provided a lovely breakfast in the morning.
They suggested a nice, four-day itinerary: a food tour, with the extra bonus of an orientation to the city the evening of our arrival; a wonderful boat ride for four hours on the next day; a trip to Lugano, Switzerland; and then a private transfer, stopping in Bellagio and Varenna on our way back to Milan.
All of the drivers and guides were excellent, although the driver for Lugano thought he was taking us to Bellagio. This may have been due to a switch of drivers due to a schedule change, as the boat ride and Lugano days were switched to make sure we had a beautiful day on the water, as some rain was threatened on the original day.
The travel company also made a lunch reservation in Bellagio for us based on a recommendation we had gotten from our son. The driver for that long day was great about arranging the travel so we could be on time at the restaurant and was there promptly to pick us up when we were done.
We will definitely utilize Zicasso again and would reach out to the travel company if we travel again to Italy.
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