Gradara Castle  in the Province of Pesaro and Urbino, Italy

Hidden Jewels of Italy’s Northern Route Tour

Ratings of Zicasso's Service
Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Countries Visited

Italy

Places Visited

Rome,  Spoleto, Norcia and Valnerina,   Assisi...

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Suggested Duration

15 Days

Come reveal the hidden jewels of Italy on this custom tailored tour that will uncover the marvels often overlooked by many. You will find majesty in historic castles and splendor along the coastline of the Italian Riviera. You can taste the celebrated flavors around Parma and witness the extraordinary tilt to the Leaning Tower of Pisa. Traverse the regions north of Rome to discover the exquisite landscapes and villages, artwork and flavors that have concealed themselves behind the celebrity of...

Customizable Itinerary

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Trip Highlights

  • Taste exquisite flavors from fresh Parmesan cheese to Parma ham, straight from the lush countryside
  • Witness the marvelous antiquity of Rome, from the Colosseum to the Vatican
  • Visit the religious history that has inspired countless pilgrims in Assisi and Casentino
  • Experience the grandeur of the Montefeltro Castles and the history that lies within
  • Discover the fantastic coastline of the Italian Riviera at Cinque Terre
  • Explore the variety of wines around Val d’Orcia
  • Revel in the Renaissance architecture of Urbino
  • See the stunning Byzantine mosaics in Ravenna, dating back to over 1,000 years

Detailed Description

There is no shortage of hidden jewels within the Italian countryside, all concealed within the shadows of cities such as Florence, Venice, and Rome. On this 15-day journey through Italy you will explore and discover the marvelous treasures of the Italian landscape, ranging from forgotten medieval villages to luxurious flavors masked by the forest floor, such as the decadent black truffle. This is your opportunity to collect the gems often overlooked by others, where culture continues to thrive, the scenery continues to sparkle, and the history is displayed within the towns’ architecture as much as in the art.

Your discovery begins in Rome where you will be welcomed into the sweet life of the city and of Italy. A short, guided tour will take you through the historic center of the Eternal City, showcasing the famous ruins that continue to inspire visitors from around the world. The following day you will venture into the Heart of Italy, Umbria, visit the astonishing waterfalls of Valnerina, witness the narrow staircase and impressive fortress of Spoleto, and taste the delectable black truffles of the region. You will walk through the magical olive groves and vineyards around Spello, a town known for its pink stone, and dine with the accompaniment of the celebrated Sangratino wine in Montefalco. Continue on to enjoy the ascending hillside city of Assisi, home to St. Francis. In Bevagna and Deruta you will witness the age-old artisans that continue to make paper and textiles in accordance with tradition, while Perugia showcases a university town that dates back to the Middle Ages.

Arrive in Urbino after a sensational tasting of white truffles at the National Center of Truffle Cultivation. The city is a spectacle dedicated to the Renaissance, from its architecture to its history, and its ancient famous residence. The Montefeltro Castles are as magnificent in their grandeur as they are in their saga. Gradara was known as the home of Paolo and Francesca, chronicled by the lyrical poet Dante Alighieri, while San Leo sits atop a summit that rises impressively over the valley below. Find yourself in the Emilia Romagna region where you will discover Il Casentino, forested land speckled with castles and an artistic spirit; the monasteries are filled with pious architecture in superb locations, and boasting interesting pasts.

The city of Ravenna is known for tagliatelle and tortellini pasta, Byzantine mosaics that sparkle gold, and even Dante Alighieri’s tomb. The architecture of Parma is filled with marvelous color and the theaters are symbolic of Verdi’s music; the entire city is full of dedicated fans of opulent concerts. The following day you will meander through Food Valley, taking the opportunity to cherish Reggiano Parmesan cheese and Parma ham before arriving in Lucca, located in Tuscany. From Lucca you will find the unique exquisiteness of Cinque Terre, the five towns located along a single trail running beside the coastline of the Italian Riviera. In the Field of Miracles, found in Pisa, you will witness the Leaning Tower of Pisa and the magnificent cathedral. Wander through the medieval stones of Siena where the Duomo’s facade is as fantastic as the mosaics of the interior. In Val d’Orcia you will find the flavorful lives of Montalcino and Montepulciano, known for the towns’ stunning walls, great palaces, and fabulous wines. Pienza maintains a spectacular main square that overlooks the sprawling valley. You will return to Rome with the day at your leisure to experience the surprises of the city before returning home with all the treasures that you collected along the way.

If you want to modify this tour, please browse the variety of custom trips on Zicasso for additional ideas.

Starting Price

$6,800 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

  • 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.

Reviews of Zicasso's Referral Service

4.9 stars based on 5986 reviews.

Italy Trip Review: Guides, 9 Nights

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.

Italy Tour Review: Pompeii, Capri, 10-Day Trip

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.

Italy Vacation Review: Tuscany, Siena, Rome, Amalfi, Capri,...

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.

Italy Anniversary Travel Review: Tuscany, Local Cuisine,...

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.

Italy Family Trip Review: Lake Como, Amalfi Coast, 2 Weeks...

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.

Switzerland, Italy Solo Vacation Review: Zurich, Lucerne,...

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.

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