Romantic Getaway to Rome & Tuscany

What to expect on this itinerary
The splendor of Italy will inspire everlasting memories that you and your partner will always cherish. Linger in the evening light as it glints off of the rippling water of the Trevi Fountain, and then share a private moment over a several coursed meal on a river cruise through Rome. Enjoy the luxury of a private Tuscan villa and bask in the perfect sip of wine while gazing out at emerald hills. Relish intimate cobbled lanes of medieval hill towns and savor the quiet gardens of an opulent palace during your custom tailored tour dedicated to the romance of Italy.
Customizable Itinerary
Rome – Arrive in Wondrous Rome and Enjoy a Romantic Welcome Dinner
Rome is a city of iconic history accented with an imperial grandeur that turns the city streets into a romantic landscape to explore at all hours of the day. Your flight will land at Fiumicino Airport, and your private transfer will meet you at baggage claim and escort you to the historical city center in view of the Baroque fountains and lavish villas. The luster of Villa Farnesina dates back to the structures establishment in the 16th-century, and the lavish design embodies the Renaissance. The interior includes artworks crafted by Raphael and Sebastiano del Piombo.
The host of this home entertained diplomats and popes on silver dishes that brandish the family’s coat-of-arms as scenes from the myth of Cupid and Psyche decorate the garden loggia. You can stroll along the streets of the old city to find the gorgeous 17th-century Trevi Fountain as it adorns the rear wall of a palace. The central figure of Oceanus stands atop an open shell above rearing horses and tritons as water swirls around the artificial rocks and cascades into the waiting pool. At dinner, you will venture into an intimate restaurant run by a married couple in love with the staples of Roman cuisine. The chef puts a contemporary twist on tradition, and the staff will welcome you with open arms. You can share the Paccheri all’Amatriciana, a classic Roman pasta with tomato sauce and guanciale, topped with pecorino cheese.
What's Included:
Rome – Discover Ancient Rome and Indulgent Sweets on a Private Tour
Rome – Explore the Spectacular Art and Architecture of Vatican City
Rome – Relish a Free Day in the Beauty of Rome to Enjoy at your Leisure
Tuscany – Journey to the Renaissance and Medieval Tuscan Towns
Tuscany – Indulge in the Flavors of Tuscany on a Wine Tour of Chianti
Tuscany – Learn the Regional Cuisine during a Couples Cooking Class
Tuscany – Visit the Fairytale Landscape of the Republic of San Marino
Rome – Delight in the Classic Villages of Umbria en route to Rome
Rome – Depart for Home
Trip Highlights
- Relish a scenic river cruise on the Tiber accompanied by a romantic four-course meal
- Enjoy a delicious tour of the best confectioneries in Rome as each shop will provide samples of their most popular treats
- Delight in the pleasurable company of your partner as you linger in the lavish gardens of the Villa Borghese and enjoy private picnic
- Indulge in a romantic dinner for two in one of Rome’s most celebrated restaurants for a welcomed introduction to the city’s ardor
- Bask in the splendor of a private villa in the heart of the Tuscan landscape
- Enjoy a detailed wine tour in the magnificent province of Chianti to find unique vintages, elaborate flavors, and charming villages
- Witness the opulence of the church through its art and architecture in the Vatican Museums and the Cathedral of Siena
- Share the kitchen during a couples cooking session to learn about the history of Tuscan cuisine and harness the variety of flavors in traditional dishes
- Step into a fairy tale as you visit the independent republic of San Marino for a unique view of the landscape, architecture, and heritage of one of the world’s oldest countries
Detailed Description
Whether it's to enjoy your wedding anniversary or simply to just indulge in a romantic getaway, ten days in Italy is the perfect way to celebrate the passion and delight in the joys of everyday life. Experience the majesty of cuisine made from simple ingredients, and then marvel at the opulence of Renaissance art and the grandeur of Roman engineering. Private tours will allow you to see the majesty of the Rome, Vatican City, Tuscany, and San Marino at your preferred pace. You and your partner will land at Fiumicino Airport where your private transfer will await your arrival. Once inside Rome, the romantic ambiance of the Eternal City will embrace you as you set into the fountains, palaces, gardens, and unique ruins. Delight in a magnificent welcome dinner at a celebrated restaurant in the city.
Wake the next morning and your guide will meet you at your hotel eager to show you the marvels of ancient Rome on a private tour of the historical district. The pleasures of the day continue with a confectionary tour of Rome that takes you to the most celebrated sweet shops across the city. Next day, you will have a fabulous, in-depth tour of Vatican City, from the museums to St. Peter’s Basilica. The remainder of the day is at your leisure to relish the culture of the city’s distinct neighborhoods. Luxuriate with a day at leisure the next day, and then venture to the town of Tivoli to visit historical villas or embark on a tour of the ancient streets of Ostia Antica. You could also linger in on the fabulous grounds of the Villa Borghese to enjoy a romantic picnic.
Continue as your private transfer will escort you north to Tuscany. Bask in the beauty of the historical towns of this region, such as Siena and San Gimignano as each will personify a particular character of the famous region. After dinner, you will settle into your private villa that overlooks the countryside. The next day will lead you into the treasured hills of Tuscany and around the province of Chianti for a remarkable wine tour. Wander along the wineries, private villas, and quiet vineyards before you sample the cherished wines. Next day, engage in an immersive cooking class to indulge in the flavors of Tuscany and Italy as you visit a local market with your instructor before you enter the kitchen to capture the tastes of the tradition.
Discover the fairytale ambiance of one of the world’s oldest republics at San Marino as you wander the mains street and visit the fortress for stellar views of the landscape. Embark next on a tour of the villages and towns of Umbria, as you stop to explore the streets of Perugia before you settle into Rome for the evening. Your private transfer will meet you at your hotel to escort you and your partner to Fiumicino Airport for your flight home.
Starting Price
$3,600 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 207 reviews
Zicasso’s tour operator planned the most amazing trip to Italy for us! My requirements were culture, romance, and relaxation. She delivered on every aspect. Although we missed our tour of the Vatican due to the Pope's funeral, my husband and I actually attended his funeral!! Our hotel, though planned many months before, was next to the basilica where Pope Francis was laid to rest. Talk about being a part of history!
We stayed in a beautiful converted villa to boutique hotel in Florence; got whisked away through the Tuscan countryside in a vintage Fiat 500; took cooking classes; sipped lovely wine, accompanied by excellent lunches on our winery tours; soaked in Italy's rich culture and museum scene; and even ticked the relaxation box by spending time by the pool, in the spa, and resting on our large deck overlooking the Amalfi coastline.
Every tour guide was extremely knowledgeable and personable, and it was evident they loved their jobs. Between memories of the boat ride along the Amalfi Coast, tips from the cooking classes I have already started using at home, and the cases of wine we are eagerly awaiting delivery of, my husband and I will forever hold Italy in our hearts and la dolce vita it provided us.
Talk with our tour operator; you will be glad you did!
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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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I've always been the family trip planner. I opted to use Zicasso and specifically got to work with our travel agent. Our trip exceeded expectations by far. The small groups on boats, making pasta, guided tours of the Vatican, and every detail was perfect. I would recommend 1000%.
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Zicasso's travel agent was like our “patron saint of hassle-free and VIP vacations!" Every step of our trip was planned for us; we were greeted by private guides at each airport or train station, and met in the lobby of our hotel for each privately guided tour. We went to the front of the line at the Vatican on a day when the line stretched over a mile. Each night she sent us a detailed itinerary for the next day’s tours and on our free days she even gave us suggestions for local restaurants.
I have traveled pretty extensively for work and pleasure, and this trip was so well organized by this travel agency. I cannot recommend them any higher. If you want a truly memorable and hassle-free vacation, you must use them; you will not be disappointed! Thank you so much for creating a true “trip of a lifetime."
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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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This Zicasso travel company was exceptional. We gave them a loose outline of where we wanted to visit, the types of activities we wanted to do, and the mixed family of travelers that would be joining us. They took everything into account, including our budget, and put together the most incredible package, with travel to Rome, staying in four-plus-stars accommodations, and Sorrento, with the same luxury experience. They worked with us throughout the 14 months of planning to zero in on exactly what we wanted to do and when. They literally thought of every detail and things we never would have thought of, like the best time of day to visit the Vatican Museums to prevent interruption or visiting Pompeii in the afternoon when the winds have shifted, making the trip more enjoyable. They literally thought out every detail, need, and unknown on our behalf.
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