Romantic Italian Escapade: Intimacy & Seclusion

View of St. Peter's Basilica in Rome, Italy

What to expect on this itinerary

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 Italy is known. You will indulge in a couple’s visit to a natural thermal spring, bask in the rich flavor of local wine, and enjoy crafting delicious traditional meals as you share a dreamy Italian romance.

Countries Visited

Italy, Vatican City

Places Visited

Rome, Perugia, Florence, Bologna, orvieto, Assisi, Gubbio, Pisa, Lucca, Montepulciano, Siena, San Gimignano, Parma, Modena, Ravenna, Ferrara, Bobbio, Bardi, Gradara, Tivoli, Vatican City, Viterbo, Bagnoregio

Suggested Duration

21 Days

Customizable Itinerary

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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:

Transfer
Accommodation
Tour
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)

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.

4.9

Verified Traveler Reviews

Based on 1249 reviews

Italy Tour Review: Bologna, Parma, Modena, Balsamic Vinegar Factory, Wine Tasting, Cuisine, Cooking Class, 2 Weeks
"We set out to experience culture and food, and Zicasso’s travel agency did not disappoint."

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Italy Trip Review: Rome, Florence, Tuscany, Amalfi Coast, Pope Francis’ Funeral, Wine, Cuisine, Culture, Museums, Relaxation, 10 Nights

Zicasso’s tour operator planned the most amazing trip to Italy for us! My requirements were culture, romance, and relaxation. She delivered on every aspect. Although we missed our tour of the Vatican due to the Pope's funeral, my husband and I actually attended his funeral!! Our hotel, though planned many months before, was next to the basilica where Pope Francis was laid to rest. Talk about being a part of history!

We stayed in a beautiful converted villa to boutique hotel in Florence; got whisked away through the Tuscan countryside in a vintage Fiat 500; took cooking classes; sipped lovely wine, accompanied by excellent lunches on our winery tours; soaked in Italy's rich culture and museum scene; and even ticked the relaxation box by spending time by the pool, in the spa, and resting on our large deck overlooking the Amalfi coastline.

Every tour guide was extremely knowledgeable and personable, and it was evident they loved their jobs. Between memories of the boat ride along the Amalfi Coast, tips from the cooking classes I have already started using at home, and the cases of wine we are eagerly awaiting delivery of, my husband and I will forever hold Italy in our hearts and la dolce vita it provided us. 

Talk with our tour operator; you will be glad you did!

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Italy Travel Review: Rome, Florence, Naples, Ischia, Vatican Museums, Skywalk, Wine Tasting, Olive Oil Sampling, 2 Weeks

Kudos to Zicasso’s tour operator! This is our second time using them, and they didn’t disappoint us. They had to deal with two families, seven in all, all adults, with two separate trips. One trip for all seven to Rome and Florence. Two for Naples and Ischia.

The apartment in Rome was in a good location for us, as we usually stay near there. The only problem I found in this apartment was the smaller unit had a step down into the living room. The floors are dark, and the step needs to be highlighted so one remembers to step down. Several of us kept missing it, and luckily no one fell. Other than that, it was a nice apartment.

In Florence, our apartment was perfect. My husband and I would stay there again; however, it has four bedrooms, four baths, a nice kitchen, and a large living room, so it would be a little big for two people. It was perfect for families. It is on the third floor.

Since my husband and I have been to Rome and Florence many times, we did not have too many requests for tours. My cousin and her family were first-time visitors. I suggested a tour of the Vatican Museums, Ancient Rome, the Accademia Gallery, the Duomo Skywalk, a private tour of the Uffizi Gallery, the Vasari Corridor, and the Boboli Gardens. In Rome, all seven of us did a golf cart ride at night, which seemed to be a big hit. We also had a wine tasting and olive oil sampling in Chianti, which was very nice.

At one point, we thought we were going to have a wedding proposal. A place was planned for the proposal at one of the wineries. Unfortunately, the groom-to-be decided not to do it there since the future bride’s parents would not be there. I felt bad with all the work the travel company did to make this day special for the couple.

Since we were two families, all adults, sharing vacation rentals, the tour operator found two apartments to meet our needs. All of our drivers and guides were on time and very knowledgeable.

We made some last-minute changes on our trip from Florence to Ischia. Changes to the train tickets were made, but we were asked to check with the ferry service to see if they could take us earlier. Our driver went with us to the ticket office and was able to exchange our ferry tickets. Then we notified our travel agent, so they could call the hotel to send our driver earlier than planned.

We have used this tour operator before and would highly recommend them. The hotels they selected were excellent. We stayed at our hotel in Naples last year and asked for the same hotel again. The views were fantastic from our room, and the rooftop bar had views of Mount Vesuvius and the Bay of Naples. The staff were superb, and there was a wonderful breakfast.

We also asked for the same hotel in Ischia, but that hotel closed earlier this year. Another property was selected, our resort in Ischia. Unfortunately, we did not get a chance to use the spa this time, but the hotel had beautiful views from the restaurant, terrace, and our room. Both hotels were beautiful, and the staff were very attentive. Our resort in Ischia was not far from Ischia Porto. A bus stop was a short walk away, and the return stop was right in front of the hotel. The food and drinks were great, and we even walked into town one night, which took about 15 minutes.

I can’t wait to use the travel company again next year.

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Italy Trip Review: Rome, Siena, Orvieto, Venice, Pienza, Vatican, Colosseum, Roman Forum, Vespa Tour, E-Bike Tour, 10 Nights

Our trip to Italy was amazing! The tours that were organized for us were all excellent and engaging. 

The Vespa sidecar tour was an incredible way to kickstart the trip and our two teenage boys really enjoyed it. Our walking tours of the Vatican museums and the Colosseum and Roman Forum tours with our guide were excellent. We loved her. She was fantastic. Our tour of the crypts and catacombs was very interesting and the guide was very good.

The hotels were very nice and accommodating, especially in Rome and Venice. The car rental in Rome was good and the car was the perfect size for what we needed. It was just big enough to fit our luggage. 

The hotel in Orvieto was a bit spartan and had plumbing issues. Our tour guide in Orvieto was also great. The hotel in Siena was very nice. Our tour guide in Siena was very nice, but we had some difficulty hearing her. She did explain things nicely and took us to some interesting locations around the city, but not being able to hear her was a little challenging. The e-bike tour in Montepulciano was incredible. The scenic landscapes and the visit to Pienza was a nice surprise. 

Returning the car in Florence was very difficult and our only suggestion is that on the travel documents, the return address be included on the page of the event. We did not think to look back at the rental agreement. Driving in Florence is very difficult and can be overwhelming for some people. 

The train station was organized and it was easy to locate the train. The train ride itself was very easy and fast. 

Venice was outstanding. Our hotel was beautiful and comfortable, and the breakfast was incredible. Due to the difficulty we had in returning the car in Florence, our travel company was kind enough to buy us dinner at an wonderful restaurant in Venice, which was one of the highlights of the trip. 

Our family had a wonderful experience and the trip was so well planned and organized. I will be using our travel company for future trips and, on behalf of my family, I would like to thank you for the time of our lives!

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Italy Honeymoon Review: Florence, Rome, Venice, Sorrento, Private Walking Tour, Boat Ride, 2-Week Trip

This trip to Italy was a honeymoon trip for me and my husband. We had an amazing time and a wonderful experience with Zicasso's travel company! The planning phase was personalized and easy, and respected our budget. We went to Florence, Rome, Venice, and Sorrento over the course of two weeks. Every hotel was top-notch, the excursions were private, and the people we met were exceptionally kind and professional.

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Italy Trip Review: Milan, Florence, Lake Como, Venice, 11 Nights

When we started planning our trip to Italy, I knew I wanted to work with a travel agent—specifically, someone who specialized in Italy and was based there. After reaching out to several agencies and reviewing their responses, we chose Zicasso and, more specifically, our travel agent. She is based in Milan and from my very first interaction with her, I knew we had made the right choice.

Our trip could not have been more perfect. Our agent put a lot of thought into every location and planned activity. At the outset, we had a few discussions with her about what we wanted from the trip and, after that, we were happy to leave most of the details in her capable hands. Our goal was to explore mid-to-northern Italy and everything—from the hotels and tours to the free time and transportation—was beautifully organized.

Our 11-night trip started in Milan and ended in Florence, with overnight stays in Milan (one night), Lake Como (three nights), Venice (three nights), and Florence (four nights). Initially, I was hesitant about staying at Lake Como for three nights, but our agent encouraged me to do a little research. I’m so glad she did, as it turned out to be incredible. We had more self-guided time at Lake Como, which was perfect as we adjusted to the time change. In Venice, our itinerary became more structured, but we still had plenty of time for our own explorations. By the time we reached Florence, we had activities and tours planned for every day, which was just what we wanted.

A highlight for my family was a full-day trip into Tuscany, where we visited San Gimignano, an organic vineyard in Chianti, and finished with a tour of Siena. Our day trip to Rome allowed us to see the main attractions and we concluded the journey with a tour of Florence and the Accademia Gallery. Every tour our agent arranged was spot on.

Throughout our trip, she was wonderfully communicative—always available when we had questions, but never intrusive. She even helped us with a couple of last-minute requests: booking a hotel in Milan for one night and arranging train tickets to Verona for an impromptu visit to Juliet’s balcony. Whenever we needed something, she was there.

When we return to explore the mid-to-southern part of Italy, there’s no question that we’ll be asking her to plan our trip again. I highly recommend her to anyone looking for a seamless, thoughtfully curated Italian adventure.

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Customizable Itinerary

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

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