Charm of Cinque Terre & Artistry of Florence Tour

What to expect on this itinerary
Step out of your hotel and into a painting of Italy, set in picturesque Cinque Terre and artistic Florence. The Mediterranean breeze will blow against your cheeks as you cruise on a yacht past the coastline and images of the Renaissance will spring to life in the form of palaces and beautiful Cathedral domes. Craft homemade pasta with your hands and sample locally made wines beside a natural harbor with water lapping at the rocks. Your custom tailored tour will paint your perfect Italian experience to encompass the preserved fishing villages of Liguria and the radiant artistry of Tuscany.
Customizable Itinerary
Monterosso – Arrive in the Beautiful Coastal Province of Cinque Terre
The villages of Cinque Terre cling to the steep cliffs of the Ligurian coastline that overlook the Mediterranean Sea. The turquoise water splashes against the rocks and the pastel colored homes stand out against the layered rocks. Your flight will land at Galileo Galilei Airport in Pisa, and your private transfer will meet you at baggage claim. You will enjoy the ride along the scenic, winding road and past olive groves and lemon trees that open up to the seaside. The car will stop at the edge of Monterosso, the most northern of the Cinque Terre villages and the largest of the five villages.
A promenade lines the breadth of the pebbled beach as colorful umbrellas cast shade over the lounging beachgoers. The water splashes lazily at the shoreline as lush vines stretch across the terraced hillsides that border the town. The antiquity emanates from the pastel painted houses that line the cobblestone streets of Old Town as the aroma of freshly baked focaccia bread drifts from the bakeries and blends into the briny scent of the Mediterranean. A tunnel connects the maze-like lanes of the older district to the streets of the newer district, in which the homes stand out from the trees and ascend the hills. The Aurora Tower stand on a promontory at the edge of the beach guarding the coastline as it has since the 16th-century.
What's Included:
Monterosso – Traverse the Stunning Villages of Cinque Terre on the Trails
Monterosso – Wander the Vines and Wines of Vernazza with a Guided Tour
Monterosso – Travel along the Italian Riviera on a Private Yacht Tour
Monterosso – Relax in the Remarkable Scenery with a Day at Leisure
Florence – Enjoy the Charm and History of Tuscan Towns en route to Florence
Florence – Explore Opulent Artwork in Florence and Enjoy a Cooking Class
Florence – Meet Local Artisans and Continue Discovering the Museums
Florence – Depart for Home
Trip Highlights
- Stroll along the walkways of terraced vineyards and orchards before sampling small dishes and the sensational local wines of Cinque Terre
- Enjoy a scenic hike along the historical paths that connect the five villages of Cinque Terre through the forests, orchards, and alongside the coastal cliffs
- Bask in the luxuries of a private yacht as you cruise down the Italian Riviera and the Gulf of Poets, stopping at the traditional fishing villages along the way
- Indulge in the unforgettable flavors of Tuscan cuisine during your private cooking class located in a countryside town overlooking Florence
- Listen to the Gregorian chants of monks in a secluded church on the outskirts of Florence
- Witness the technical skills and elaborate works of artisan craftspeople creating in the neighborhood of Oltrarno
- See the unforgettable wonders of the Renaissance in the celebrated museums of the Uffizi Gallery and Galleria dell’Accademia
- Discover nature’s beauty along the Ligurian coast by traversing the various trails of Portofino National Park
Detailed Description
From the elegant art galleries that exhibit the priceless works of Tuscan masters to the charming medieval streets that lead to pebbled beaches on the Mediterranean Sea, your 9-day tour will embody the splendor of Cinque Terre and Florence. You cultural immersion will include the scenery, the history, and engaging excursions that celebrate it all. Whether an amateur artist or avid hiker, active fisher or avid sunbather, the cliff-top villages will enchant you and the history of Florence will delight you. Your exploration will begin with your arrival at Galileo Galilei Airport in Pisa. Your private transfer will escort you to the town of Monterosso, the most northern town of Cinque Terre. A representative from your hotel will collect your bags and lead you to your luxurious room that overlooks the Mediterranean Sea.
The next day, you will step onto the trails that connect the five towns of Cinque Terre. The trails crisscross the coastline and mountaintops and take you past the olive groves, forests, and wildflowers in view of the seaside cliffs. Venture to Vernazza the next day to meet your guide at the train station. Stroll along the terraced vineyards and orchards to learn about the history of the agriculture in the province, and then continue to a small winery at the edge of Vernazza’s natural harbor to sample small dishes and the local wines crafted in the Cinque Terre hills. The following day, you will board a private yacht at the Monterosso harbor to sail the Mediterranean. Stop at hidden coves and grottoes en route to traditional villages that have stood the tests of time before returning to Monterosso in the evening.
The next day is at your leisure to enjoy the pleasures of Cinque Terre at your preferred pace. Bask in the sunlight on the beach of Monterosso or linger in a piazza that overlooks the water in Manarola. You could also visit the Portofino National Park to travel the trails of the protected area. The following day your private transfer will meet you at the edge of Monterosso and escort you into Tuscany. Visit the towns of Lucca and Pisa, along with the smaller villages hidden in the countryside before you reach Florence. Stop at the church of San Miniato on the edge of the city to hear the Gregorian chants and relish the panoramic view of Florence as the city glows in the twilight.
Continue the next day as you will have a half-day guided tour of Florence and the Uffizi Gallery. In the evening, you will meet with a private chef in Fiesole, a countryside town that overlooks the city, to fix an elaborate meal guided by your instructor. Move next to continue your exploration of Florence’s artistic history with a visit to the artisan workshops in the neighborhood of the Oltrarno, and then enjoy the galleries at the Galleria dell’Accademia to view Michelangelo’s David. Conclude as your private transfer will meet you at your hotel and escort you to Florence’s international airport for your flight home.
Starting Price
$4,100 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.
Verified Traveler Reviews
Based on 1055 reviews
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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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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We loved the hotels you selected. The drivers were prompt and the guides were good. We especially loved our guide in Florence. Monterosso al Mare was beautiful.
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Overall, this may be too much, but we were happy to have written it down as it allowed us to relive the experience. This was a wonderful trip and we absolutely recommend Zicasso and our travel agent. We are already thinking about our next adventure in Italy. Here are the details...
Planning: Zicasso’s travel agent did a wonderful job of helping us plan a trip, making adjustments and ensuring the adventure turned out perfectly. We interviewed several approaches to planning the trip and our choice with Zicasso’s tour company was the right one for us. The trip app was great and kept everything right at our fingertips. We will definitely reach out to this travel agent when we return to Italy.
Food: How is it that when we stopped on the highway to Florence for a coffee, the food was as good as any high-end restaurant in the United States—organic, fresh, and tasty. One of our crew is gluten sensitive in the United States… in Italy, it’s not the gluten, it’s the chemicals used in the United States. We ate bread at every meal and had no problems. We learned that more simple fare is better fare and just amazing. No need for exotic tasting of cheese, bread, wine, pasta, salad, olive oil, vinegar, with fresh vegetables in the sauce, is all one ever needs… until the gelato at least twice a day.
Logistics: The logistics were great and absolutely essential for first-time travelers. There were guides and drivers to meet us at every stop. They seemed to know what we looked like and were just so very helpful.
Guides: Great choices across the board! Their knowledge and love of their various cities was detailed and charming. It was clear that each city fancies itself as the origin of culture and much more. We loved the perspectives and personalities of the people, and of our guides in Rome, Florence, the Tuscan farm, Venice, the Venice water tour, and Pompeii.
Drivers: Our three drivers, especially the one who got stuck with us on the way to Florence due to an auto accident. He really had an extended day and we really appreciated his patience. We got to know him a little and he was delightful.
Travel by train: It was so easy, fast, and comfortable. We loved the time together and the scenery. The added benefit of the lounge made a big difference from the busyness of the train station. We loved this, all at 300 km/h!
Hotels: The hotels were exactly as described—centrally located, convenient, and very comfortable.
Rome: The best beds and staff!
Florence: The best location—convenient to shops/cafés and breakfast.
Venice: Great location, with window views of the canals; it was very nice, but a bit dated in decor in the lobby. We would still stay there next trip!
Planning and sites visited: Overall, each of the cities and sites were outstanding. They gave us a great insight into Italy as a country, as well as its culture and people. Everyone we engaged with (including hotel staff, restaurants, and locals) was friendly, helpful, and engaging. The pervasiveness of English speakers was incredible. Our single-language approach is something we need to work on in the United States! We always felt safe and well taken care of. The added benefit of this support was that it allowed all of us to focus on the city and countrysides, not the driving. It may cost a bit more, but we felt it was totally worth it.
Roma: Here is the only mistake we made in planning our trip. Doing the Vatican and ruins/Colosseum in the same day is too much. This was clearly our decision and our travel agent suggested that it was “a lot.” Having said that, the pre-purchase and guide is clearly the way to go in whatever city you visit. The three sites are incredible.
Pompeii: We thought this would be neat to see, but not as amazing as the other sites…we were wrong. Pompeii is an incredible site and the pace of the tour was just about right for us. This is a place where you can walk the streets where people have walked since long before Christ. The opulence of their living (steam baths, frescos, statues, and mosaics) is incredible.
Tuscan countryside: The organic farm and cheese-making visit, including a quick trip to Pienza, was an absolute highlight. The lunch was fantastic and inspired us to eat organic! We also loved that to get to the farm you had to travel on gravel roads (well maintained, by the way) and got to see working farms.
Pienza is a beautiful, small village where we could spend an entire day exploring. Next visit, we will carve out a day to shop there and spend the night. There was so much to do in a limited time!!!
Florence: It's just beautiful. The work by Michelangelo just defies explanation and leaves you breathless. The churches are a monument to the wealth and dedication of generations of craftsmen engaged in centuries of work. The cooking class was wonderful and fun, and there was so much food. Making your own tiramisu, pasta, chicken dishes, and sauces was just wonderful.
Venice: We skipped the gondola ride because the tour of the Grand Canal was just incredible. Some of us were a bit spooked by the narrow “streets” or, better yet, passageways. However, we all loved the tour and exploring. One of our crew took off later in the day after the tour and tried to get lost… successfully. But with a bit of iPhone maps and the kindness of the people, they found cafés, open-air markets, an antique shop, children playing football, and a delightful adventure.
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