Unforgettable Wine & Art Tour of Rome and Amalfi Coast

What to expect on this itinerary
Sip a cappuccino in a hidden café overlooking an opulent piazza, as the people of Rome perform their daily rituals offering insight into the culture, lifestyles, and artistry of the renowned Eternal City. Discover the secret niches amidst the turquoise waters and limestone cliffs of the Amalfi Coast. From a city frozen in time beneath layers of ash and pumice to ruins promoting the opulence of the heart of Roman Empire, your custom tailored tour immerses you in majestic flavors, persistent traditions, and captivating beauty embodied in timeless artwork and natural landscape.
Customizable Itinerary
Rome – Eternal Charms
Rome is a city of imperial legacy and artistic riches. This was the heart of an empire in which temples stood as testaments to devotion to Byzantine mosaics depicting the tales of Old and New Testaments. From Renaissance frescoes offering intimate, humane depictions of heavenly characters to the grandeur of palaces framed with baroque piazzas, Rome radiates the charms of its past set in the antique architecture, hidden streets, and outdoor ambiance. Legacy and legend emanate from the Colosseum and the Pantheon. Traditional cuisine provides alluring aromas drifting from historic restaurants offering pasta carbonara and cacio e pepe, a cheese and pepper pasta dish.
Your flight lands at Fiumicino Airport, where your private transfer meets you at baggage claim. Settle into your hotel in the heart of the historic city center. The lobby inside what was once a private villa embodies the lavish lifestyles of the Roman aristocracy in the form of elegant furniture, marble floors, and gilded window frames. Your guide meets you in the lobby eager to escort you through the celebrated elegant piazzas of Rome for an introductory tour. You begin in Campo de’Fiori to find the marketplace wrapping up for the day.
The sweet aroma of fresh flowers lingers amidst the remaining florists packaging sunflowers and azaleas. The alley framed by historic palaces whisks you away from the bustling openness of Campo de’ Fiori to find two fountains at the heart of Piazza Farnese. The basins were crafted out of ancient granite tubs taken from the Baths of Caracalla. A stone iris crowns each fountain, which was the symbol of the Farnese family. The rosy palace was designed in the 16th century and completed by master architect Michelangelo. Much of the palace was erected using materials taken from the outer Colosseum’s abandoned grounds. The family coat of arms adorns the central balcony above the main portico.
What's Included:
Rome – Comforts of Ancient and Contemporary Rome
Rome – Encompassing Vatican City
Rome – Mastering Rome
Sorrento – Spotlight on the Ancient World
Sorrento – A Brief History of Three Millennia
Sorrento – The Scenery of the South
Sorrento – A Person of Italy
Trip Highlights
- Witness the continued grandeur of Rome’s historic architecture embodied in the iconic monuments of Colosseum and Pantheon
- Embrace the charms of people watching during a private wine tasting in a bustling, elegant piazza in Rome
- Cruise inside the wonder of the Emerald Grotto, located on the Amalfi Coast, to view the enchanting reflections cast by the sun and sea
- Visit the National Archeological Museum in Naples to discover the treasures of Ancient Egypt along with the classic sculptures of Rome and Greece
- Traverse the cobblestone streets of Pompeii for a marvelous exploration of the ancient port city’s remaining artistry, offering insight into the past
- Stroll through the markets of Rome with a celebrated chef before learning how to craft the perfect Italian meal with the regional influences of Rome
- Delight in a scenic drive along the Amalfi Coast with a private drive allowing you to stop and linger at your whim and pleasure
- Relish the flavors of Neapolitan pizza with a private cooking class in the city known for creating the iconic Italian dish
Detailed Description
Rome is the largest city in Italy but can still feel charming when wandering through the historic city center. The Amalfi Coast spreads across the Gulf of Salerno but feels separate from mainland Italy, bordered by dramatic limestone promontories and decorated with colorful towns. Your 8-day tour takes you from the splendor of Ancient Rome to the enchantment of the Bay of Naples, each rich in history, culture, cuisine, and unimaginable beauty. Your tour begins with your arrival in Rome. Your private transfer meets you at Fiumicino Airport and escorts you to your lavish hotel in the historic city center. You meet your guide in the lobby for a tour of the elegant piazzas of the Eternal City, from Campo de’Fiori to Piazza di Spagna.
The following day, your guide relishes the wonders of Ancient Rome on a guided tour of the Trajan’s Market, Capitoline Hill, Roman Forum, and the Colosseum. Following your exploration of Rome’s past, your guide introduces you to a charming café in which you can relax with a wine tasting tour while watching the city-goers pass by. Then, you have a full day tour of Vatican City’s splendors, taking you through St. Peter’s Square, the Basilica, and the celebrated museums.
Enjoy the city at your preferred pace the next day with a chance to wander the streets at your leisure. Visit the shops along Via del Corso or visit the opulent collection of artwork in Villa Pamphilj before your private cooking class with a local Roman chef. Your private transfer escorts you south to Naples and the preserved city of Pompeii. Delight in discovering the remarkably conserved villas, streets, and frescoes of the former Roman port city. Continue around the Bay of Naples to settle into your luxurious hotel in the city of Sorrento.
The day is once again at your leisure to embrace the culture and beauty of the region. Delight in a hike through the hills to reach the lookout point at the edge of the bay or explore the thrills of Naples, which include the National Archeological Museum accompanied with a pizza making class. Then, you have a private driver eager to take you along the scenic road to the Amalfi Coast. Visit the charming towns and villages nestled amongst the cliffs and take the time to discover the Emerald Cave in Conca dei Marini. On the final day, your private transfer escorts you from your hotel in Sorrento to the Naples airport for your flight home.
Starting Price
$3,600 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.
Verified Traveler Reviews
Based on 1267 reviews
I can confidently say that Zicasso's travel specialist is truly dedicated to providing her clients a luxury experience. From the outset, we had a 20-minute call where she wanted to learn about our dream vacation and get to know us. She was attentive to every request we made and organized our itinerary accordingly. During the trip, she texted us daily to inform us about our drivers and guides for the next day. Additionally, she checked to ensure our trip was progressing smoothly.
Here are some highlights:
Rome: We were greeted at the airport by our agent, who expedited our passage through passport control. The following day, we started our exploration at the Vatican. Our agent had purchased our tickets in advance, allowing us to skip the line. She also planned the remainder of our self-guided tours of the Colosseum, Roman Forum, and other ancient sights. We accomplished so much in just two days!
Florence: We took part in a pasta-making class with a chef who was fantastic! Her husband was also quite charming. Our experience there was truly wonderful. Special thanks to our driver, who was incredibly helpful and informative.
Sorrento (Amalfi Coast): We began with a visit to Pompeii, where our guide, also arranged by our agent, was spectacular! His passion and extensive knowledge made the experience enjoyable. Next, we had a fun blind wine tasting. When we arrived at our amazing hotel, we were greeted with a surprise.
While in Rome, we encountered a minor issue, which our agent resolved quickly. She even went above and beyond by ordering us a bottle of prosecco to celebrate. We also took a car tour of Positano and Ravello, guided by a local from Ravello who was informative, knowledgeable, and delightful. We loved her! Our day ended with a lovely sunset cruise off the coast! Both days had excellent drivers.
This trip was a dream come true for my husband and me. Without a doubt, our agent made it the luxurious experience we desired. I highly recommend her and her team!
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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 had the pleasure of working with Zicasso’s travel agents to create the perfect Italian adventure. I had quite a few specific requests, from travel logistics to hotel preferences, and they were incredibly patient and collaborative, offering multiple variations of the itinerary until it matched exactly what we envisioned.
Our journey began in Venice, where we were seamlessly picked up by a private driver, transferred to a water taxi, and dropped directly at our hotel. After a wonderful stay, we were taken by private driver to the train station for our ride from Venice to Florence, our one and only train trip, as we opted (based on their smart recommendation) for private transportation for the rest of our travels to avoid potential delays and enjoy added convenience.
From Florence, we were driven into the Tuscan hills, where we experienced magical wine tastings, vineyard tours, olive oil tastings, and unforgettable meals with wine pairings.
Next, our private driver brought us to Pompeii, where we enjoyed a fascinating tour with our private guide, and then continued on to Rome. In Rome, we loved the private golf cart tour of the city’s major landmarks, as well as a delightful cooking class that was arranged for us; it was a real highlight!
Finally, we traveled by private driver to Sorrento. From there, we had a breathtaking driving tour of the Amalfi Coast, a lemon farm tour, and an amazing day trip to Capri. Every detail was thoughtfully planned and executed.
Summary:
Planning and Itinerary Creation: Zicasso’s consultants made the entire process easy and stress-free. They worked closely with us to perfect the itinerary and were always receptive to changes and feedback.
Hotels: My sister and I requested adjoining rooms and were provided with beautiful family suites throughout the trip. Each hotel was ideally located, comfortable, and well-appointed, with all the amenities we needed.
Transportation: Every transfer was smooth and punctual. The private drivers were professional, friendly, and knowledgeable. (A special shoutout to our driver in Florence/Tuscany – he was the best!)
Communication: Throughout our trip, the travel company’s team was always accessible. Whether we needed to make adjustments or had a question, they handled everything promptly, allowing us to relax and fully enjoy our vacation.
We spent just over two unforgettable weeks in Italy and it was absolutely perfect, all thanks to the hard work, attention to detail, and excellent communication from Zicasso’s travel company! I highly recommend them and would not hesitate to use them again for future adventures.
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Zicasso's travel specialist asked for our interests, to which we replied history, art, food, and wine. When queried about accommodations, our preferences were that they have character and be varied. Our expectations were exceeded.
We were two couples who had a spectacular survey trip of Italy. Our agent addressed our request for history by arranging private tours with expert guides. We visited multiple eras: ancient times at the Egyptian Museum in Turin and the Colosseum in Rome; medieval times at the Medici palazzos; Byzantine times with views of the frescoes in Puglia; and modern history during a delightful food tour of Turin that featured historical cafés renowned for their political meetings and plotting.
We indulged in a smorgasbord of art and history, as it is readily available wherever you journey in Italy. The guides and drivers were knowledgeable, pointing out treasures in the palazzos, the Vatican, the public squares, cafés, the cathedrals, and churches. Food tours featured cheese, capicola and truffle tasting. Multiple types of wines and vineyards were sampled, the settings varied and the offerings enjoyed.
Accommodations could not have been better chosen. We enjoyed staying at a converted fortified monastery and a historic 16th-century palace. We appreciated the sunset over Turin from the upper deck of the hotel and enjoyed hidden privacy in Rome in our suites.
During the trip, our guide shepherded this complex trip and promptly addressed any issues that occurred (delayed trains and coordinating tour guides). Unequivocally, each tour was unique and well picked by our agent. We strongly recommend this agency to help you have a fantastic trip to Italy!
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My husband and I were thrilled with our recent trip to Italy that Zicasso’s travel designer put together. We began by attending a family friend’s wedding, held in Ravello, on the Amalfi Coast. Due to my husband’s mobility issues, we were met by a driver and headed to the Amalfi Coast. The driver was first class and the trip was very comfortable.
After the wedding festivities, we were able to have the most wonderful experiences visiting the towns of Amalfi and Positano, and our base for one week was in beautiful Sorrento. We attended a cooking class and enjoyed eating what we prepared. We had in-depth learning opportunities in Naples and Sorrento. Every guide we had spoke excellent English and was so knowledgeable. We especially enjoyed Pompeii! A super-fun day was had on the small group tour of Capri. The crew was fantastic and very accommodating in consideration of my husband’s mobility issues.
From beginning to end everything went well. The use of a messaging app was great for making sure everyone was on the same page.
The only thing that was a disappointment was the pizza in Naples. It wasn’t the best.
The hotel in Sorrento was phenomenal - it couldn’t have been better. The view of Mt. Vesuvius from our balcony helped create memories we will have forever. The hotel in Rome was also very nice. It was right in the middle of the main attractions.
We are very happy with our experience with this travel company and would not hesitate to recommend it!
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Zicasso matched us up with two Italian travel agencies. We provided our dates of travel and approximate travel budget per person. Each agency gave us a preliminary itinerary. We were able to request changes to the itinerary and then chose the one that we preferred. The communication through the Zicasso website was easy and comprehensive.
Our entire trip went off without a single problem. We stayed at a very nice apartment in Rome, 1,000 feet from the Colosseum. We had very knowledgeable private tour guides for the Colosseum and the Vatican, allowing us to skip all of the entrance lines. We had private transfers from the airport to the apartment and from the apartment to the train station. We took a train from Rome to Naples and had another private transfer to a very nice hotel in Ravello. We did a private boat tour of the Amalfi Coast with a captain and a first mate. Drinks and snacks were included. We did a guided hike, which ended at a farm-to-table lunch. We spent a morning in Pompeii, followed by a local wine tasting and lunch.
Every part of the vacation exceeded our expectations. The accommodations were fantastic. The planned activities were just what we were looking for. We still had enough free time to explore on our own and choose which restaurants we wanted to eat at each evening. I feel like we got a great deal for what we paid and would definitely book a vacation through Zicasso again.
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