Italian Perfection: A Week Long Love Affair Touring Italy

The hilltop town of Montepulciano surrounded by vineyards in Tuscany, Italy

What to expect on this itinerary

Feel pleasure and passion with an Italy tour customized for a perfect week spent immersed in a dreamy atmosphere shaped by ancient ruins, breathtaking artwork, and enchanting hilltop towns. Bask in love and romance while strolling through the hidden Garden of Ninfa, embrace the marvelous view of the Tuscan countryside from a private veranda and dine beneath the glowing figures of angelic statues designed by Gian Lorenzo Bernini. Italy will stir your love and satiate your desire during a week-long love affair for you both.

Countries Visited

Italy, Vatican City

Places Visited

Rome, Tuscany

Suggested Duration

7 Days

Customizable Itinerary

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Day 1

Rome – Arrive in Rome for a Romantic Four-Course Tiber Dinner Cruise

The churches in Rome create the skyline with elaborate domes and fascinating spires rising over the terracotta rooftops. The Eternal City shimmers with gold in the morning light and glows deep orange at sunset. Hidden gardens fill the air with the aromas of jasmine and orange while enticing restaurants hide within the cozy corners of historical buildings. Your private transfer will greet you at Rome Fiumicino Airport upon your arrival and escort you both to your gorgeous hotel that will combine the grandeur of antiquity with the luxury of modern amenities, embodying the brilliance of Rome. You will have time to explore the beauty of the cobblestone streets that wind around the historic city center at your leisure and eventually land at the Pantheon, one of the oldest surviving structures in the city dating back to the 1st century AD.

The dome has a diameter of more than 140 feet with a central opening that reaches nearly 30 feet wide, providing the only light source for the entire structure. The marble floors slope at a slight angle leading to the interior’s center, where a groove allowed rainwater to drain. A harmonious ambiance fills the gallery, deriving from the diameter of the dome and the height of the walls being of the same proportions. 16 massive concrete pillars support the portico in front of the large doors once draped in bronze.

In the early evening, you step onto the dock near the Sant’Angelo Bridge. The light casts a unique glow across the marble statues that frame the walkway above, with each figure designed by the master Gian Lorenzo Bernini. Board an elegant boat and set off on the Tiber River, the source of life and the heart of the Roman Empire. The glass windows provide ample views of the antique city and its fascinating architecture that rises over the elevated river banks, guiding your eyes from St. Mark’s Basilica to Sant’Angelo Castle. You can sit back and sip your wine as you enjoy the luscious aroma of simmering garlic and herbs while savoring the gentle sounds of the strumming guitar and the pleasure of the company you keep.

What's Included:

Accommodation
Transfer
Dinner
Day 2

Rome – Relish Ancient Rome at Sunrise and Tour the Vatican After Hours

Day 3

Rome – Visit Idyllic Tivoli and Enjoy the Serene Ambiance of the Garden of Ninfa

Day 4

Tuscany – Travel to Montepulciano and Pienza for a Day of Wine Tasting

Day 5

Tuscany – Discover Cortona and Arezzo with a Cooking Class in Siena

Day 6

Tuscany – Indulge in the Beauty and History Renaissance Florence

Day 7

Tuscany – Depart for Home

Trip Highlights

  • Follow in the footsteps of Roman emperors at Hadrian’s villa in Tivoli, where the preserved gardens and artwork feels like a walk through time
  • Experience Rome at dawn with the romantic city to yourself before exploring the ancient ruins in the light of the sunrise
  • Embrace the charming ambiance of Cortona, an idyllic Tuscan town set atop a hill and surrounded by lush valleys
  • Delight in the ample flavors of Tuscan wine during a private couple’s tutorial while in the gorgeous hilltop town of Montepulciano
  • Embrace the beauty of Rome and the sites of the city while on a dinner cruise with live music, candlelight, and the distinctive charm of Rome
  • Wander the gorgeous setting of the Garden of Ninfa and feel as though you are walking through a pastoral painting come to life
  • Take part in a couple’s cooking class in Siena to learn rustic and delectable Tuscan recipes to take home with you as a memento of your time in Italy

Detailed Description

Italy is the ultimate destination for love and romance offering you the perfect Italian tour for a passionate week of exploration and discovery. Whether on the seven hills of Rome or around the rolling hills of Tuscany, the beauty, opulence, and preservation of Italian culture will provide an unforgettable immersive experience. Your journey begins with your arrival at Rome Fiumicino Airport as your private transfer escorts you into the heart of the city with plenty of time to wander along the cobbled lanes and spectacular architecture before your multi-course dinner cruise down the Tiber River.

The Eternal City provides a captivating ambiance that you can feel from the moment you arrive, and you are soon whisked away to a world of rich history alongside an understanding of how to take pleasure in life’s little moments. Witness sunrise over the ancient ruins, relish an intimate tour of the Vatican Museum to view priceless works of Western European art and then travel to Tivoli and the Garden of Ninfa for the incredible insight into the faded remains of past grandeur.

Tuscany offers different scenery tinted with a similar allure as Rome. Medieval hilltop towns will captivate you with locals carrying on with age-old customs. Explore narrow cobbled lanes and elaborate churches, including the Renaissance architecture of Pienza. Learn about the wines of Val d’Orcia as you enjoy a couple’s wine tour in Montepulciano, and then dig your hands into soft flour while crafting fresh pasta under the guidance of a private chef. When in Florence, you can traverse the fairytale-like ambiance with wonder and explore the museums to find elaborate palaces hidden behind unassuming walls. When your perfect week comes to an end, you can extend your tour in Italy to spend more time in the elegance of Venice or visit the often-overlooked charms of Bologna.  Consider learning more about our travelers’ best Italy vacation experiences by reading their Italy travel reviews.

Starting Price

$2,600 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 1190 reviews

Italy Travel Review: Rome, Pompeii, Amalfi Coast, Florence, Tuscan Countryside, Private Tour, Wine Tasting, Organic Farm, Lemon Grove, 12 Nights

Perfection! The planning process, the communication, the private tours and guides, the excellent private transportation and help with public transportation, and the restaurant recommendations are just a few things that were amazing. This was a trip of a lifetime.

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Italy Vacation Review: Cortona, Truffle Hunting, Cooking Class, Art, 11 Days

Overall, it was a very good trip. Zicasso’s trip planner was very responsive. In retrospect, I would have spent three days in Tuscany instead of six to see another area.

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Italy Tour Review: Sorrento, Florence, Rome, Pompeii, Winery, Private Tours and Guides, 13 Nights

Zicasso’s travel specialist was a fantastic travel advisor. This tour operator helped us plan our perfect Italian vacation by listening to our desires, from wanting boutique hotels with a view to private tours. They secured transportation from Sorrento to Florence to Rome.

Our driver to the winery was exceptional. He went above and beyond to find a quaint restaurant that served my favorite meal: white-truffle pasta. We also had an amazing guide in Pompeii. He was very informative and even surprised us with his beautiful singing voice in the amphitheater inside Pompeii. This trip was magical. We could not have asked for a better organized, non-stress trip.

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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: 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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Italy Trip Review: Rome, Venice, Florence, Opera, Walking Tours, 10 Nights

We had a fantastic experience for a first-time trip to Italy. I wasn't sure how this would be, considering I learned about Zicasso while trying to plan the trip myself. Zicasso put me in touch with a travel specialist and the whole team was incredibly responsive to my many, many questions. If they were ever annoyed, it didn’t show.

I really wanted a smooth experience for my family of five, including three teens, one of whom has Celiac. Our agent was great in helping plan out the experience we wanted. As you may know, it is challenging to find rooms for five in Europe, but the travel company found apartments (usually two bedrooms with a pull-out couch) in the heart of town. You can really customize what you do, but we elected to plan our own meals and handle some of our own transport. We did have one issue where the van driver taking us to the train failed to show. I got one with Uber and the travel company quickly (I mean before we got home quickly!) refunded that amount.

Our contact in Italy was amazing and patient. I can’t give her enough credit. Any time I was unsure of something, she was there. The tours were great, especially Florence and Rome. You may be able to find the companies online, but ours seems to have the connections to get the best guides.

As for meals, we didn’t have any issues. We used an app and got a few recommendations from the travel company and local guides. Even our wine-tasting tour out in Tuscany was accommodating.

I would use our travel company and Zicasso again. I think the only downside is we tried to cram a lot in and it was hot. I probably should have asked for one to two fewer or shorter walking tours, especially on days we switched cities. Otherwise, it was excellent.

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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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