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 831 reviews

Italy Travel Review: Tuscany, Siena, Montepulciano, Pienza, San Gimignano, Florence, Farm-to-Table Experience, 6 Nights

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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Italy Trip Review: Rome, Florence, Tuscany, Cinque Terre, Venice, Pizza-Making Class, 2 Weeks

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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Italy Vacation Review: Milan, Bologna, Florence, Venice, Codroipo, Prosecco Hills, Cooking Class, Ravioli, Wine Tasting, History, Culture, 12 Days

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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Italy Honeymoon Travel Review: Florence, Rome, Amalfi Coast, 8 Nights

Our honeymoon in Italy was absolutely magical and so much of that is thanks to our travel company. From our very first call, they took the time to understand what we wanted and crafted an itinerary through Florence, Rome, and the Amalfi Coast that felt personal rather than cookie-cutter. Every detail was handled: hotels, transfers, and tours all ran seamlessly, so we could simply relax and enjoy being newlyweds.

Florence stole our hearts with its art and charm, Rome was awe-inspiring at every turn, and ending the trip on the Amalfi Coast, with those breathtaking sea views, was the perfect romantic finale. The guides were knowledgeable and genuinely passionate, bringing each city to life in a way we never could have experienced on our own.

Communication before and during the trip was prompt and reassuring, and it was clear the team truly cared about making our honeymoon special.

We came home with memories we'll treasure forever. We can't recommend this travel company and Zicasso highly enough. We're already dreaming about our next trip with them!

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Italy Tour Review: Milan, Lake Como, Bologna, Ferrari Museums, Winery Visit, Food Tour, Cooking Class, Boat Ride, 12-Day Trip

Zicasso's travel specialist organized an amazing 12-day series of private tours, taking us from Milan to the lake regions (Como, Maggiore, and Garda) and down to Bologna. Our days were filled with visiting churches, museums (including the Ferrari and Enzo Ferrari museums), a winery, parmigiano, prosciutto, and traditional balsamic manufacturing, a cooking class, boat tours, and food tours.

Along the way, we saw testing at the Ferrari track and a small portion of the women’s Giro d’Italia. With all that, we still had sufficient downtime to search the streets to find our own gems.

Our trip coordinator checked in with us daily to confirm the daily itinerary and transportation. When we had questions or needed to make a change due to the weather, she was thorough, attentive, and responsive in a way that was reassuring and comforting. She was simply amazing.

I would highly recommend using this travel specialist and team for any of your Italian travel needs.

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Italy Anniversary Trip Review: Rome, Florence, Bologna, Venice, Capri, Grand Canal, 11 Days

Zicasso's travel specialists did a magnificent job planning our itinerary to Rome, Florence, Bologna, and Venice. Our hotels were all beautiful and perfectly located. We really loved having luxury vehicles to bring us everywhere instead of having to get a taxi. It made a huge difference in ease and comfort, plus all the drivers were so nice and knowledgeable. The tours we went on were all enjoyable.

They also provided restaurant lists for each location. Of course, the best part was that we got married in Capri 20 years ago and this was our anniversary trip to bring our daughters with us and renew our vows together. They planned a lovely ceremony in a palace located on the Grand Canal, with a gorgeous private garden. It exceeded our expectations and ended our trip with a memory that will last forever!

We were sad to leave and can’t wait to go back, and will absolutely use this travel specialist and his crew again.

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Customizable Itinerary

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

37,000+ Verified Traveler Reviews