This 14-day tour of Italy is designed to reacquaint you with the benefits of journeying at this time of year. Enjoy the November light as it reflects off the mirror of Lago Maggiore, truffle hunt through the changing colors of the Piedmont countryside, and indulge in a multitude of other adventures designed to capitalize on this bracing time of year. Autumn in Italy creates the perfect setting to enjoy the quieter and cozier side of this storied country.
Customizable Itinerary
Day 1
Stresa – An Alpine Initiation
After arriving at Milan’s international airport, you will exchange the urban crowds for the rural spaciousness of the alpine foothills. Waiting curbside, a private driver will transfer you beyond the sprawl and congestion of Milan. Your destination is the Lake District of the Italian Alps, which is where many James Bond films have been made. Soon, you will arrive at the lakeside community of Stresa in style, and the splendor of the natural world around you will only add to the brilliance of your first-class accommodation.
What's Included:
Day 2
Stresa – In the Footsteps of Napoleon
Day 3
Turin – Rendezvous in Northern Italy
Day 4
Turin – Hunting Truffles in Piedmont
Day 5
Turin – The City’s Royal Past
Day 6
Florence – The Jewel of Tuscany
Day 7
Florence – Exclusive Duomo Tour
Day 8
Florence – Tuscany’s Finest Export
Day 9
Florence – A Walk through the Renaissance
Day 10
Rome – Immersion in the Eternal City
Day 11
Rome – Italian Jazz
Day 12
Rome – St. Peter’s and the Vatican Museums
Day 13
Rome – Rome’s Republican Origins
Day 14
Rome – Departure
Trip Highlights
Detailed Description
Autumn in Italy could very well be its own country. Gone are the hordes of August, and what remains is a distillation of all the cultural, historical, and artistic artifacts that drew you to this brilliant nation in the first place. This a 14-day tour of Italy has been tailored to the bold traveler who wishes to acquaint themselves with what many would describe as the real Italy.
After arriving in Milan, the Lake District in the Italian Alps will provide a picturesque introduction to this season of change. The stunning peaks and glacial valleys that typify this region contain stories and secrets that are waiting to reveal themselves to you. After a brief detour to the region of Piedmont to participate in an annual truffle festival, you will make your way further to lower elevations and the birthplace of the Renaissance. In Florence, you will enjoy a crash course in Tuscan winemaking and the breathtaking artwork of masters, such as Michelangelo and Caravaggio. Your tour will conclude in the Italian capital of Rome. Whether walking the steps of Vatican City or contemplating the lives of gladiators at the Coliseum, your November arrival will ensure shorter lines and a quieter setting.
With peak season long gone, a November tour of Italy will reveal a side of the country that is seldom seen by tourists but is still very much a part of Italian life. Much of this itinerary includes seasonal festivities, and this should not discourage you from participating in additional activities that you want to experience or sites that you wish to visit.
Starting Price
$6,300 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
The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.
Reviews of Zicasso's Referral Service
4.9 stars based on 5895 reviews.
Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!
Reviewed By Anita L.
The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.
Reviewed By Marci M.
Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.
In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.
Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.
We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!
Reviewed By Kent S.
Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!
Reviewed By Rajesh J.
Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!
Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.
Reviewed By Sally F.
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.
Reviewed By tasmia S.
