The passion of history and culture will enchant you during your custom-tailored romantic tour of Italy. Your affection for each other and for Italy will grow in the charismatic towns and villages that preserve tradition within elegant, medieval, Renaissance, and Baroque architecture. Beautiful artwork celebrates the virtues of love and private rendezvous. Grand castles and sophisticated palaces will provide a fairytale ambiance while countryside scenery will embody the idyllic charms for which...
Customizable Itinerary
Day 1
Rome – Arrive in the Capital of Italy with Romantic Tiber River Cruise
The Eternal City of Rome will sweep you into the romantic past with a charismatic ambiance that emanates from the combination of grand Baroque palaces and narrow medieval lanes. Monuments decorate the city center, reflecting over 3,000 years of history and a particular golden age when the piazzas, palaces, and churches acted as the capital of the Christian World. Your private transfer will meet you at Fiumicino Airport upon your arrival and will escort you to the comfort of your accommodation.
The great pleasures of Rome will provide a spirited welcome that highlights the passion of Italian culture with traditions dedicated to art, architecture, fashion, and cuisine. The Colosseum soars above the remains of the Roman Forum, and the fountains in Piazza Navona trickle with water in pools as elaborate marble sculptures cradle them. In the evening, you will board a boat from the banks of the Tiber River and set sail on a charming evening cruise complete with a perfect view of the golden light that reflects against the stone of the antique buildings above.
Live music will play inside the dining area as it fills with the aroma of traditional Roman cuisine, such as artichokes bathed in olive oil and white wine with fresh herbs. From the deck, you will have a fabulous view of the Castel Sant’Angelo that towers over the riverbanks. The structure was erected in the second century AD as the tomb for Emperor Hadrian before successive popes transformed the edifice into an elegant fortress. The angelic figures that decorate the bridge were designed by Bernini in the seventeenth century and add an air of grace beneath the mighty walls of the castle.
What's Included:
Day 2 - 3
Perugia – Delight in the Scenery and Medieval Towns of Umbria
Day 4 - 6
Perugia – Discover Bountiful History in Assisi and Orvieto
Day 7 - 8
Florence – Indulge in Famous Art and Culture of Florence
Day 9 - 11
Florence - Embrace the Celebrated Charms of Tuscany
Day 12 - 13
Bologna – Uncover Eclectic History and Flavor in Emilia-Romagna
Day 14 - 16
Bologna - The Byzantine Empire to Dante Alighieri
Day 17 - 18
Rome – Revel in the Romantic Ambiance of Rome
Day 19 - 20
Rome - The Marks of Michael Angelo and the Towns of Lazio
Day 21
Rome – Depart for Home
Trip Highlights
- Stand beneath the staggering frescoes crafted by Michelangelo in the Sistine Chapel
- Indulge in the delicacies of Perugia with a private food tour that will introduce you to the complex and mesmerizing flavors of locally made chocolate
- Discover the majesty of the Renaissance in Florence on a private guided tour through the Uffizi Gallery, which is home to works like Botticelli’s Birth of Venus
- Enjoy the artful methods for mastering traditional Italian cuisine during a private couple’s cooking class in Bologna
- Relish the beauty and sophistication of Rome on an elegant evening cruise along the Tiber River
- Sample the delicious, layered flavors of some of Tuscany’s most prized wines during a wine tasting at Montepulciano
- Embrace the love story of star-crossed Paolo and Francesca whose famous passion continues to attract couples to dramatic Gradara Castle
- Relax in the soothing geothermal waters of the historical hot springs in Viterbo that are surrounded by remarkable medieval and Renaissance architecture
- Explore the charming streets of Assisi with a guide for introductions to the remaining ancient ruins and gorgeous art that decorate the fascinating basilica
- Wander beneath the former arena floor of the Colosseum for a private view of the Hypogeum, offering a new perspective on Rome’s ancient history
Starting Price
$9,600 per person (excluding international flights)
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 5888 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.