An Immersive History & Culture Tour of Rome & Florence

What to expect on this itinerary
From imperial streets to lavish church naves, opulent Baroque palaces to elegant representations of biblical history, Rome and Florence exhibit their past both in the open streets and within the lavish museum galleries. Your custom tailored tour will bring the past to life and immerse you in the majesty and history of Italy as you discover hidden crypts beneath the streets of Rome and the secret walkways that amble above Florence. Embark on a journey that spans the ages to witness the layers of time that continue to inform the art, architecture, and culture of the Western World.
Customizable Itinerary
Rome – Arrive in the Heart of the City and Explore the Historic Lanes
Rome is a city that overflows with icons, from structures of antiquity to palaces of the Renaissance. Statues adorn open squares and turn public spaces into works of art. Your flight will land at Rome’s Fiumicino Airport, and your private transfer will meet you at the baggage claim and bring you into the bustle of Rome’s grandeur as it emanates from the historical city center. Your hotel will overlook the cobblestone tree-lined boulevard for incredible views. Your guide will meet you in the hotel lobby the next day ready to embark on a fascinating introductory tour of Rome through the winding lanes and hidden piazzas that turn the bustling city streets into village-like districts.
You will turn the corner off a small avenue to an open square crowned by the classic façade of the Pantheon. Corinthian capitals adorn the 16 granite columns that support the portico. The structure was reconstructed in the 1st-century AD and once inside the Pantheon, the dimensions of the magnificent dome become more prominent than they appear upon approach. The ceiling rises to a height of 142 feet above the marble floor and has inspired similar structures throughout history including the United States Capital building and St. Peter’s Basilica. The only light that enters the space pours through the hole at the center of the dome. When it rains, water dribbles in through the opening and drains in the large bronze grate at the center of the floor. Your guide will point out the tomb of Renaissance painter Raphael to provide the perfect connection between the artistry of the ancient architecture and the masterful techniques of the Italian Renaissance.
What's Included:
Rome – Discover the Ancient Past of Rome on a Full Day Guided Tour
Vatican City – Relish the Architecture, Art, and Culture
Ostia Antica – Wander through Rome’s Catacombs and the City of Ostia Antica
Orvieto – Full Day Tour of the Fabulous Medieval City
Florence - Venture to Florence for a Walking Tour of the Renaissance City
Florence – Traverse the Stunning Museums and Palaces of Florence
Florence – Visit the Tuscan Countryside and Enjoy the Charming Towns
Assisi – Venture to the Hillside Town of Assisi before Returning to Rome
Rome – Depart for Home
Trip Highlights
- Enjoy an olive oil and balsamic tasting in an artisan shop along the cobbled lanes of Assisi
- Venture to the top of St. Peter’s Basilica’s dome for a unique view of the Cathedral and the encircling rooftops of Rome
- Traverse the labyrinthine tunnels in the Catacombs of Callixtus during a private tour of the early Christian burial grounds
- Witness the majestic architecture and captivating artwork of the Uffizi Gallery in Florence, including the secret passage that leads over the river
- Stroll along the streets of Florence for a remarkable tour of the city’s with focus on the sculptures and elaborate palaces
- Relish the picturesque landscape of Tuscany while you visit the small villages of the famous countryside
- View the gilded mosaics on the façade of Orvieto’s detailed Gothic Cathedral
- Explore the medieval castle grounds of the Tuscan village of Poppi
- Indulge in the culture of Italy’s famous markets with a visit to Florence’s Mercato Centrale for a delicious lunch
- Witness the stone tomb in which Saint Francis of Assisi was laid to rest
Detailed Description
You can imagine the beauty of Italy without ever having stepped foot in the Tuscan hills or visited the charming fountains in the Piazza Navona, but the true thrill of Italy is in the beauty that exceeds your expectation. Your 10-day tour of the culture and history of Rome and Florence will let the grandeur of the past speak for itself as the splendors of the Vatican Museum and Uffizi Gallery will surpass your imagination. When in Italy, you will not just look at history, rather you will experience it as you touch the stone of the Colosseum to walk along a crypt of early Christianity.
Your immersive tour will begin with your arrival at Rome’s Fiumicino Airport. Rome will quickly come alive in the image of the Victor Emanuel II Monument and the towering figure of the Colosseum. Your guide will meet you at your hotel for an introductory tour of the city the includes the Baroque fountains, marvelous architecture, and ancient opulence of the Pantheon. Next day, you will venture into the depths of Rome’s ancient past with a tour of the Colosseum, Palatine Hill, and the Roman Forum. Wander along to enjoy the medieval charms of the Trastevere district for insight into the contemporary lifestyle of locals. Move on the next day with a spectacular view of Vatican City on a guided tour of St. Peter’s Basilica and the Vatican Museums. Delight in the visit to the top of the Basilica dome with its amazing view. Follow in the footsteps of previous popes and Roman emperors with a visit to the Castel Sant’Angelo.
Wander next beneath the contemporary streets of Rome to explore the Catacombs of St. Callixtus, which displays elements of early Christian symbolism. Follow your discovery of the catacombs with a visit to the ancient port city of Ostia Antica, a preserved archeological site on the outskirts of Rome. Marvel at the medieval architecture and tranquil atmosphere around the town of Orvieto, located in the region of Umbria the following day. From the Cathedral artistry to the flavorful wine, you will find a welcoming ambiance and a possible cooking class to learn the favorite pasta of locals before returning to Rome.
Next, travel north to Florence to partake in an in-depth introductory walking tour of the Renaissance City. In the evening, you can enjoy a quiet meal in the countless restaurants located on the Oltrarno. Following day, your guide will lead you through the Uffizi Gallery, including the secret passage that connects the historical office building to the Pitti Palace across the river. Indulge in the local flavors with a lunch at the Mercato Centrale before your tour of the renowned Galleria dell’Accademia. The next day will take you into the Tuscan countryside to experience the villages and towns known for their preserved walls and tasty cuisine.
Visit San Gimignano and Siena, along with the charming villages in the province of Casentino before your private transfer will escort you back to Rome by way of Assisi, the birthplace of Saint Francis. Spend time to tour the majestic Cathedral and enjoy an olive oil tasting at a local artisan shop. Once in Rome, the remainder of the day is yours to enjoy the atmosphere. You could visit the various churches or gardens around the city, including the Church of Saint Ignatius to witness the three-dimensional ceiling. Conclude as your private transfer will meet you at your hotel and escort you to Rome’s Fiumicino Airport for your flight home.
Starting Price
$4,500 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.
Verified Traveler Reviews
Based on 847 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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Our first trip to Italy was a romantic anniversary celebration, and thanks to Zicasso’s travel specialist and our travel company, it became one of the most extraordinary and meaningful travel experiences of our lives. It was everything we had dreamed of, and so much more!
From our very first conversations, she took the time to understand who we are as travelers: our love of art, architecture, history, culture, food, wine, and lifelong learning. She translated those passions into an imaginative, beautifully personalized journey through Rome, Tuscany, Florence, and Venice.
One of her greatest gifts is her intuitive understanding of the rhythm of travel. We wanted days filled with discovery, learning, and new experiences, but also leisurely afternoons and evenings to wander cobblestone streets, linger over wonderful meals, and simply absorb the atmosphere of Italian life. She struck that balance perfectly. Our itinerary was wonderfully rich, yet never rushed or overscheduled.
The private guides she selected were exceptional: not simply knowledgeable, but gifted teachers and storytellers who brought centuries of Italian history, art, architecture, and culture vividly to life. In Florence, for example, our guide helped us explore the Renaissance through fascinating stories of the Medici family, Michelangelo’s creative process, and the philosophy of Humanism. Our visits to the great museums and historic landmarks became intellectually stimulating and deeply engaging experiences.
She also introduced us to Italy’s living traditions: a fabulous food tour in Rome, wine tasting in Tuscany, explorations of enchanting medieval towns and villages, and boat excursions to Murano and Burano, where we discovered the centuries-old artistry of glassblowing and lacemaking. These experiences gave us a wonderful sense of the richness and continuity of Italian culture.
Her choices of accommodations were equally inspired. Each was distinctive, beautifully located, and full of character, from a charming, peaceful boutique hotel near the Pantheon in Rome, to a magical stay in a medieval Tuscan village, an elegant Art Deco hotel in Florence, and a fairytale suite in Venice. Every setting added another layer of romance and delight to our anniversary celebration. And the cuisine was heavenly! Every meal was memorable, culminating in a dreamy farewell dinner beside a Venetian canal.
Behind all this magic was the travel specialist’s impeccable planning, extraordinary attention to detail, and genuinely proactive care. Every transition, from airports and private transfers to trains and boats, was seamlessly coordinated.
One small example perfectly captures her approach. When our train from Florence to Venice was delayed, we contacted the travel specialist to let her know. She immediately reassured us that she was already monitoring our train and had informed our guide in Venice of the delay. There was nothing for us to do but relax, enjoy the ride, and look forward to the magnificence of Venice! That kind of thoughtful anticipation gave us complete peace of mind throughout our travels.
Equally special was her warmth and genuine personal connection. She was always accessible, and we found ourselves exchanging messages most days, not because anything needed fixing, but simply because it was such a pleasure sharing our experiences with her. She combines exceptional professionalism, creativity, and meticulous organization with kindness, generosity of spirit, and a contagious passion for sharing the beauty of her country. By the end of our journey, we felt we had gained not only an extraordinary travel advisor, but also a wonderful new friend.
Italy opened our minds, elevated our souls, and deeply touched our hearts. Our travel specialist didn’t simply organize a magnificent vacation; she opened the door to a country and culture we have now fallen completely in love with.
We cannot recommend our travel specialist and travel company highly enough. For anyone seeking a thoughtfully curated, culturally immersive, deeply personal, and truly unforgettable Italian journey, she is an exceptional choice.
We are already dreaming of returning to explore Sicily and Sardinia with our family, and there is absolutely no question who we will call!
Thank you for giving us far more than a beautiful vacation. You gave us an extraordinary gift: memories, discoveries, and connections we will treasure for the rest of our lives.
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This was possibly the best trip of my life!
Once I arrived in Venice and put myself in the hands of Zicasso’s tour company, I was supremely well taken care of.
I left my passport on the plane, so I was held up in the airport for probably two hours. This was the first time I used the emergency number (or the chat app). The communication was answered immediately and we were able to let my first guide know I was being held up. I thought the first person who helped me was just someone to get me to the hotel, but she was also a guide in the sense that she described many of the things we saw on the way to the hotel. A very pleasant and gracious guide who made sure also that I was prepared for where to be the next day. It was a very great first experience of the tour company’s service.
Throughout this adventure, the guides were outstanding, the hotels were located practically on top of the interesting sites (especially in Rome) and very pleasant to be in.
Also, I continued to use the emergency number or the chat app multiple times. They were very responsive, very pleasant, and perfectly helpful each time. I don't know if I was high-maintenance compared to other clients the tour company has had, but though I felt like it in my mind, I was treated completely graciously each time.
I loved every destination and I loved having a structured tour, combined with a good portion of free time to explore on my own. Perfect.
I was very well guided on each travel day, being met by drivers to drop me off and to pick me up, and the train travel was very fun.
I think there was only one guide who I thought was just going through the motions, but all the other guides were the height of professionalism. I loved being met by our guides at Doge's Palace, which was absolutely outstanding. Walking around old Florence was great fun! The drive out to San Gimignano and Siena was well-planned and well-guided! In Rome, the guide who took us to the Colosseum and Palatine Hill was outstanding, and it was a great outing. (I had also already pretty much visited all the sights since my hotel was practically in the middle of it all.)
The trip to the Vatican was a whole other story. Unfortunately, I forget that guide's name. This guide was also excellent—entertaining, informative, approachable, and professional. The trip to the Amalfi Coast was a long train ride, followed by a very long car ride, but it was worth it. What a beautiful setting! My trip to Capri was absolutely fulfilling and I was a little sad to say goodbye to the guide—we connected with him so well. The next day was our boat tour from Sorrento to Amalfi and Positano. I absolutely enjoyed being guided by our guides! On the way back after that beautiful excursion, we were just cruising along the water, 1970s music playing, wind rushing by and I had a peak moment of happiness. Truly.
This trip was as if the tour company had read my mind and provided even more than I had imagined. I come away deeply grateful.
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Zicasso set us up with a wonderful travel agent. The process of choosing and communicating through the Zicasso system was easy and helpful.
The travel specialist and her team planned a wonderful 15-day trip, with nine days in Rome and four days in Florence. She found us great accommodations that included a kitchen, which was a must for us. Other travel agents were not able to provide such accommodations.
The drivers we had were professional and picked us up on time. The guides were experts in their field and generally had taught at universities. The guides were very personable and tailored the tours to our interests.
She arranged all the necessary skip-the-line tours. We went to the Vatican with three different tours: the Sistine Chapel, the Gardens, and the necropolis to see St. Peter's tomb.
There were a couple of hiccups in this perfectly planned itinerary. Each time, the travel specialist and her staff were immediately available and guided us through solutions, such as trying to get to the Colosseum during the Roman Marathon.
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We had a fantastic trip, all thanks to our travel specialist. We spent a few days in Siena, touring different Tuscan towns like Montepulciano, Pienza, and San Gimignano, and then we spent a couple of nights in Florence. All of our drivers and guides were very thoughtful that we had my two-year-old nephew with us.
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The cities we visited were wonderful. We really enjoyed the tours, especially the cooking class with our chef! I will be making homemade ravioli over the holidays.
The hotels were located close to the city centers. But the hotel in Bologna was very close to the university, with lots of graffiti and live music late into the night. The hotel, however, was quaint and very nice. The hotel staff was very friendly and accommodating.
The hotel in Florence was just weird. Our travel companions' room had no windows and was small. Ours was oddly laid out but much bigger. The desk person told us both rooms were the same when we first checked in. If we came back after 9 p.m., there was no hotel staff, and we had to use a code to walk through an apartment lobby.
The hotel in Venice was situated right in the middle of lots of restaurants and gelato! The hotel was by far the best one, with much nicer amenities and rooms. It had a bar and restaurant on-site. It was a good way to end our trip.
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