A Complete Italian Experience: Florence, Tuscany, Cinque Terre & Rome Tour

Florence Cathedral, Duomo di Firenze, in Florence, Italy

What to expect on this itinerary

On this 12-day trip to Italy, you will experience the awe-inspiring landscape of Tuscany, and enjoy sumptuous and delicate wines from the heart of Chianti. Stand in awe of the soaring dome of the Duomo, and enjoy the magnificent achievements of artistic expression that fill the Uffizi. You will tour the Vatican and learn the inimitable history that fills the Roman Forum.  On the coast, you may want to walk along the stunning cliffs near Cinque Terre on the Italian Riviera. This is a vacation dedicated to all of Italy, and it’s sure to take your breath away.

Countries Visited

Italy

Places Visited

Florence, Tuscany, Cinque Terre, Rome

Suggested Duration

12 Days

Customizable Itinerary

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Day 1

Benvenuti in Italia!

Today you land on the outskirts of Florence, the capital of the famous Tuscany region. Florence is one of the great art cities in Europe and the home of Renaissance masters and the greatest artists of Italy’s rich and illustrious history. A private driver will escort you from the hotel to your elegant hotel that is located right in the heart of this charming and captivating city. You will get a glimpse of the famous dome crowning the Duomo di Firenze that dominates the skyline and the languid flow of the River Arno that slowly snakes through this serene conglomeration. You can spend the afternoon and early evening weaving your way through the Florentine alleyways and side streets before settling in for dinner at one of the city’s best restaurants: grab a sensational view of the city at the Restaurant Terrazza Brunelleschi or visit Il Cibreo near Santa Croce for an incredible and indulgent selection of traditional Tuscan fare.

What's Included:

Transfer
Accommodation
Day 2

Exploring the Heart of the Italian Renaissance

Day 3

The Unforgettable Sights and Flavors of Cinque Terre

Day 4

Magnificent Meanderings Along the Med

Day 5

The Incomparable Beauty of Tuscany

Day 6

Around Transfixing Tuscany

Day 7

The Charms of Chianti and Splendid Siena

Day 8

Taking the Train to the City of Seven Hills

Day 9

Walking the Capital of the Roman Empire

Day 10

Discovering One of the World’s Great Art Collections

Day 11

One Final Day in Enchanting Italy

Day 12

Heading Home

Trip Highlights

  • Discover fantastic Florence, from the graceful shores of the winding River Arno to the immense dome of the Duomo and the soaring rise of the nearby Campanile of Giotto
  • Visit the inimitable Italian Riviera as your explore the scenic five towns known as Cinque Terre
  • Enter the rolling hills and verdant meadows of Tuscany to explore the history of this incredible region, from the height of the Etruscan civilization to the awesome power of Rome, from alabaster workshops to lush vineyards filled with Chianti grapes
  • Encounter the famed Seven Hills of Rome and the many monuments that fill them, from the Roman Forum that was the center of the Empire to the opulence and grandeur of the Holy See and St. Peter’s Basilica

Detailed Description

Italy is an explosion of sights and sounds, a consummate mix of natural splendor and human achievement that is unlike anywhere else on Earth. This 12-day tour will acquaint you with Italy in a way you never imagined, regaling you with tales of its vivid history and showing you the lives of authentic Italians. With friendly and engaging guides, you will experience the best this country has to offer and you’ll be sure to remember this Italy tour for the rest of your life.

Make your way through the famed region of Tuscany, the former stronghold of the ancient Etruscans and the site of rolling amber hills, lush vegetation and the magnificent city of Florence, the center of the Italian Renaissance. Encounter the unmatched beauty of the Italian Riviera as you explore the five coastal towns known collectively as Cinque Terre. Learn about Italy’s rich viticulture history in the famed wine region of Chianti, and turn south to marvel at the centuries of history and culture that filled the streets of resplendent Rome.

From city streets to undulating meadows, humble country villas to splendid and glorious basilicas, sumptuous food to breathtaking scenery: it’s all to be found in incomparable Italy. This is the trip for those who long to see every inch of this captivating country and it is for those who wish to see the complete Italy.

Starting Price

$5,400 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 1088 reviews

Portugal, Croatia, Italy Vacation Review: Hiking, Florence American Cemetery and Memorial, Wine Tasting, Cuisine, 18 Nights
"Our Zicasso travel specialist was very patient and accommodating. Each tour guide was excellent. Each of the hotel accommodations was fabulous."

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Italy Vacation Review: Venice, Florence, Cinque Terre, Fabric Weavers, Cooking Class, Boat Ride, 11-Day Trip

We had a wonderful trip! Everything went perfectly! All our guides were great and always on time to the meeting point. Our two favorite guides were in Venice and Florence.

Our guide in Florence went above and beyond, making our tour exactly what we were looking for. He was so knowledgeable, I don't know how he keeps all those details in his head. He gave us such insights into the history and artworks we saw. My husband is a painter and really enjoyed his information on so many of the little details.

We also really enjoyed the visit to the fabric weavers very much!

All the hotels were fabulous and in perfect locations.

We also loved our cooking class in Portofino.

Our boat ride in Cinque Terre was wonderful.

I will definitely be recommending Zicasso to my friends! Thank you for a wonderful trip!

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Italy Travel Review: Venice, Florence, Cortona, Cinque Terre, Wineries, Cuisine, 11 Nights

Overall, we had an incredible trip! Zicasso's travel planner made our travels smooth and easy to navigate. She responded to all of our questions in a timely manner. The itinerary was detailed and easy to read. It was so nice having our train tickets in advance. The sights were beautiful (Venice, Florence, Cortona, Cinque Terre) and we had fun on our tours. Our villa and hotel accommodations were lovely. Everyone was friendly. We highly recommend our travel planner and her company!

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Italy Vacation Review: Venice, Florence, Rome, Sorrento, Murano, Burano, Pisa, Vatican, Colosseum, Pompeii, Capri, Private Tours, Cooking Class, 10 Nights

I apologize for the delay in writing this review, but was very busy the last few months and wanted to dedicate the time it deserved. This review will address my wife and my trip to Italy from September 26, 2025, to October 6, 2025. Please feel free to share all or any portion of this review.

Trip Planning:

As a bucket-list event, I spent a great deal of time doing research, but would not have been able to put together the ideal vacation without the support of Zicasso and the travel company. Upon hearing my general interests, Zicasso provided two groups whom they thought would be able to plan and implement my trip. Both groups interviewed me and my wife about interests and price range, and then prepared an initial itinerary. Both groups would have done a fantastic job by their presentation, but it seemed I was slightly more in tune with the travel company and selected them. This proved to be a very wise choice, as the entire team at the travel company, particularly the travel specialists, were the absolute best and I would recommend their service without reservation. Fully responsive to my many questions before the trip, addressing all potential itinerary changes, and providing invaluable guidance throughout the entire process. Their response to inquiries while in the country was unbelievably prompt and thorough. At our request, the travel specialists made restaurant recommendations and reservations that were spot-on. I can’t say enough good things about these ladies.

Transportation and travel between locations:

Although not involved in the flights, the travel specialists provided great guidance concerning flights, trip insurance, and other logistics.

One key point that I fully expressed was that I did not want to flounder at the various transportation points and did not want to lug luggage in foreign areas on the way to and from lodging. The team took this to heart and provided me with either an escort or driver to and from every terminal. Everyone providing this task was friendly and provided information that made the travel much easier. Particularly valuable were our escorts, who adeptly negotiated our entrance and exit from Venice, and provided great insights into this historic city.

Venice:

Our hotel in Venice seemed to be right in the middle of everything, which allowed us to explore, and we have never had so much fun getting lost. At night, we opened our windows and fell off to sleep listening to nearby music; it was idyllic. The staff was professional and friendly. Breakfast was the best of all the hotels we stayed at in Italy.

The first full day in Venice, the travel company leveraged “skip the line” so we could make the very most of our time and is essential to any planning. Both guides were great and really good company. One guide’s knowledge of the Doge Palace really brought it to life for us. Another guide had a real insider’s view of Burano, as this was her family’s island. As private tours, we could go at our own pace, which we really liked. Probably the least enjoyable tour was the glass factory in Murano. We got the impression most of the tour beyond the initial exhibition was an attempt to sell their products. My wife succumbed and purchased a pair of earrings that broke the first time she wore them. Really disappointing, and I would advise you to spend more time in Burano.

Florence:

As with all the trains, the travel was very comfortable and we enjoyed watching the scenery. Our lodging in Florence was right on the Santa Maria square, superb for people watching. The staff was fine, nothing more. The hotel was near the world’s oldest pharmacy, famous as the world's oldest perfumery. Although there is a line to enter, it goes quickly and is historical, to say nothing of buying a scent more than 400 years old. I strongly recommend you go.

While knowledgeable, our tour guide for the Accademia and Uffizi Galleries was a little too technical for us, leaving us with the feeling that we were taking an art history class.

Dinner was based on the travel specialist's recommendation and it was delicious. A strong recommendation.

Day trip to Pisa:

The travel arrangements were perfect. The purpose of the trip was to take the obligatory picture holding up the tower—hokey, but we loved it.

The private cooking class with our instructor was a lot of fun. The view of the city from her window at sunset was beautiful. My wife and our instructor fell into a real rhythm cooking, and she was kind enough not to scoff at my ham-handed attempts. Her directions were simple enough for me to follow, theoretically. She followed up her lesson with an email containing detailed recipes. We have purchased all necessary utensils and are planning a pasta-making party soon. This was a fun change of pace.

Rome:

Our bed-and-breakfast in Rome was our least favorite lodging. Entry into the building was confusing and, as a B&B, the desk was not manned all the time, which made it difficult to secure a taxi early in the morning (we had to walk to a nearby hotel) or get assistance after 8pm or before 6am. When we came in, we attempted to coordinate laundry service with the person working the front desk, followed his instructions, but when we returned the next day, our dirty clothes were still where we were told to leave them. The initial response from the on-duty staff, who I believe was the owner, was that the individual was no longer an employee. Ultimately, the hotel comped and completed our laundry, which was nice. We would have preferred different lodging.

Our first afternoon, we took a four-hour golf cart tour, which was our favorite tour of the entire trip. Adding an extra hour to the traditional length and having only my wife and me allowed us to do everything we wanted to do. Our driver took us everywhere. He would drop us at the top of the Spanish Steps and meet us at the bottom, and would conveniently bring us closest to all other locations. I can’t believe how much we did in four hours. Our driver brought all these iconic sites to life with his marvelous insight and provided a great insider view of these monuments. This is a must-do for all first-time visitors to Rome. The only thing we were not able to do, due to no fault of our driver, was the Aventine Keyhole. When we got there in the afternoon, the line was 45 minutes and not a wise use of our time. If this is a strong interest, he recommends going early in the morning.

The travel specialists arranged tickets for the Papal general audience on Wednesday. Rising at sunrise was worth it to get the seats as close as we were able to secure. Most online sites suggest getting there an hour and a half before the start time, but I think that is much too late. I recommend you get there three to four hours ahead to get the best seats. The best seats are on the end near where the Pope drives by, ideally near an infant, and His Holiness will stop to personally bless these children. Facing the stage, the right side filled up quicker than the left side, so go directly to the left side of the audience. Being so close to the first American-born Pope was a memory I will never forget. His Holiness blesses all items in the audience's possession, so load up on rosary beads; they will make great Baptism and Communion gifts.

The afternoon was our first group tour at the Vatican Museums. It might be that we were spoiled with the previous private tours, but linking up with the group was chaotic and the quality of the tour was contingent on those in our group. Fortunately, all our groups were good, considerate, and friendly people. The main value was skipping the line for entrance. As with the Doge Palace, our guide was a little too academic and didn't really manage time well, potentially a victim of being in a group, but I would have rather spent more time in the Sistine Chapel and the Basilica. Taxis were extremely hard to get back to the hotel and I would arrange a ride if I were to do it again.

The Thursday tour of the Colosseum and Forum was also a group tour, but led by a guide who brought this ancient land to life. An archaeologist by trade, our guide seemed to know everything and also took a great picture.

The end of a very long but enjoyable day was another group tour of the catacombs and Santa Maria Maggiore. While the catacombs were the main attraction, the after-hours and behind-the-scenes access to Santa Maria Maggiore was an unexpected gem. Going through a second Holy Door, viewing the magnificent nighttime skyline from the roof, seeing the location of a relic from the baby Jesus’ manger, and being struck by the modesty of Bernini’s and Pope Francis’s tombs were all highlights. Unfortunately, taxis were again hard to come by.

Sorrento:

We took a train from Rome to Naples. While there was a national strike, it did not prove more than an inconvenience, no worse than New York City on a regular day. Our driver from Naples told us this simply provided us with a genuine Italian experience. I wish I could remember this driver’s name because he was the best of a very good group of drivers during this trip. En route to Sorrento, we stopped for a tour and meal at a winery and a private skip-the-line tour of Pompeii. We were so impressed with the quality of the winery that we made a large purchase of wines and olive oils that, thankfully, included free shipping.

During our drive to Sorrento, our driver took us through his hometown, which we really enjoyed. Going through the town, he pointed out the birthplace of Bruce Springsteen’s mother. Little did he know, we were from New Jersey and are HUGE Springsteen fans.

Our hotel in Sorrento was a nice place, close to the center of town. I would have preferred a hotel with a view of the coast.

On Saturday, we took a private tour up the coast. This was the most comfortable car I have ever ridden in, with heated and cooled seats, and a convenient icebox. The driver made clear he was at our disposal. The scenery was marvelous and it was a thrill to dip our toes in the Med. Our driver hooked us up with a restaurant on a cliff overlooking the water—beautiful and scrumptious.

Our last day was supposed to be the Gozzo tour of Capri, but was canceled due to weather. We refunded the canceled boat tour, but ate the driver and ferry fees. In hindsight, knowing this day was largely contingent on weather, I would have liked to have a contingency plan and would advise the travel company to plan this in the future.

Based on how smoothly things went, we will be contacting Zicasso to arrange a trip to Iceland and Ireland next fall, and hope they can refer a team as talented as this travel company.

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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 Mother-Daughter Vacation Review: Lake Como, Florence, Rome, Cinque Terre, Winery Tour, 12 Nights

My daughter and I had an absolutely incredible experience with Zicasso's travel agency. Everything was perfect and customized to our preferences. Communication was professional, responsive, and reassuring. Every detail of our trip was handled with such great care, from personalized tours in Lake Como, Florence, and Rome to hotel selections in Como and Cinque Terre. Working with the agency was personal and seamless. Their careful and personal attention made our mother-daughter Italian adventure completely stress-free. I would definitely recommend them when planning a trip to Italy. Grazie mille!

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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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