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
Day 1
Rome - Open Treasures
Welcome to the sparkling jewel of Rome, the “Eternal City,” filled with a mixture of ancient ruins and modern luxuries, and where neo-classical buildings are as prominent as the antique stones where politicians once used and where they continue to roam. You will be met by a private transfer at the airport and taken to the city center where your gorgeous accommodation awaits you with an arrival cocktail, a perfect welcome to the cobblestone streets and marvelous views. The city palpitates with energy from eager commuters, lively piazzas, and effervescent history. In the afternoon you will have a short, guided walk through the historical center where the heart of the city lies.
At the edge of the ancient city you will find the imposing Colosseum, the remaining titan of gladiator games that was once filled with roaring fans, gruesome battles, and mesmerizing scenes. The rotund amphitheater is no less tremendous today than it must have been thousands of years ago, rising over the open square next to the Forum. People encircle the architectural marvel that ascends into the sky with arched entryways that have held their structural integrity for almost two millennia, beginning with their construction in 70 AD. The excitement over the Colosseum has not waned, and you can feel the sensational beat of the past come to life all around you in the open city.
What's Included:
Day 2
Umbria - Within A Glistening Heart
Day 3
Umbria - Splendor of Hills
Day 4
Umbria - Ancient University Town
Day 5
Umbria - Containing the Renaissance
Day 6
Montefeltro - Wandering Adored Castles
Day 7
Ravenna - Luxurious Parts Unknown
Day 8
Ravenna - Opening New Hidings
Day 9
Parma - Finding Delicacies
Day 10
Cinque Terre - A Trail of Precious Stones
Day 11
Pisa - Collecting Miracles
Day 12
Siena - Secrets of the Church
Day 13
Pienza - Colorful Riches
Day 14
Rome - Return to Eternal Treasures
Day 15
Rome - Found Gems
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 5972 reviews.
The trip Zicasso's travel specialist arranged for us exceeded all our expectations. It was absolutely wonderful; not a single detail was overlooked. The hotels were excellent, the tours were great, and the drivers were always on time. I totally recommend Zicasso and the agency, and will undoubtedly use them for future travel plans.
Reviewed By Philip S.
Zicasso's travel designer did a terrific job. We had the initial phone consult, after which she delivered a first draft of the itinerary. From there, she helped guide us through a few revisions until we got the details smoothed out. We are experienced travelers and can appreciate a well-constructed trip, and that's what our experience with our agent reflected.
One crucial thing is that all the drivers who are engaged to move you around are prompt. Every one of them was right on time and friendly and helpful to boot. It was much appreciated.
To sum up our experience, I would do it all again with Zicasso and the agency and our agent. Our trip to Italy in the late summer of 2025 was something we will not soon forget!
Reviewed By tony B.
Zicasso's travel partner is very thorough and makes sure the trip is tailored to your vision. They are flexible and very responsive. We would recommend them to anyone traveling.
Reviewed By Evan C.
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.
Reviewed By Kevin S.
Zicasso's travel designer made the whole trip run very smoothly. It was a pleasure working with her.
Reviewed By Joseph B.
This was the best trip ever!!! I am so grateful Zicasso introduced us to our tour operator. This team was amazing! They set up a call to learn more about us and jumped into action. Within a short time, they came back to us with a presentation on ideas, with recommendations. There is no chance our trip would have been half as good without them. They even had a text group on standby while we were here in case we needed anything.
Reviewed By Linda C.