On this 10-day tour of Tuscany and Central Italy, immerse yourself in the encompassing culture of Italy and enjoy the sumptuous luxuries that the country has to offer. Taste wine from boutique wineries that have mastered the craft over centuries. The authentic Tuscan culture, the appetizing food, and the delectable wine are all within arms reach in this luxury Tuscany vacation.
Customizable Itinerary
Day 1
Rome - The Cradle of the West
Arrive in Rome and be transferred to your fabulous hotel. Settle into the lifestyle with a strong caffe, letting the smooth, earthy coffee revitalize you. Take advantage of your time in Rome. From the Etruscans to the people, the Vatican to Mussolini, Fellini to Berlusconi, you will be able to feel the pulse of the city’s history and beauty from the moment the plane touches down.
Ease into the Italian lifestyle, the pace of life and the food, and the opulent history displayed on almost every corner. If you choose to walk around the city, the smells of fresh pasta and zesty oranges are hard to miss. The city is boisterous with the conversations of the locals as they spend their afternoons in the sun with a glass of white wine and a plate of pasta.
Wander down the Spanish Steps, where the locals spend their nights playing guitar and drinking wine. Located between Piazza Trinità dei Monti at the top and Piazza di Spagna at the bottom, the Spanish Steps are a nice space to sit, relax, and watch the lovers stroll by. If you are in a mood to stroll, the neighborhood at the base of the Spanish Steps has often been referred to as the “Beverly Hills of Rome, ” boasting luxurious shops and restaurants; look through the lavish window displays of the stores before going inside.
What's Included:
Day 2
Rome - Open Up to Rome
Day 3
Lucca - Open Up to Italy
Day 4
Lucca - Settling In
Day 5
Siena - Reach Out
Day 6
Siena - Grab Hold
Day 7
Maremma - Pull Italy in Close
Day 8
Umbria - Opening Up to Umbria
Day 9
Umbria - Hold onto Umbria
Day 10
Rome - Open Up and Let Go
Trip Highlights
- Taste the luscious wines of different communes, like the “Super Tuscans”
- Experience medieval and ancient architecture in its historical splendor
- Wander through the quintessential Ancient Rome
- Get acquainted with the Cathedrals of Assisi and Siena
- Refine your culinary skills by partaking in a traditional Tuscan cooking class
- Lean into the Tower of Pisa, and see the famous lean of four-degrees
Detailed Description
Begin your tour in Rome, where the modern roots of Italy and Western Civilization’s wine is entrenched in history. The sights and tastes of the city will urge you through a historical tour of iconic sights such as the Colosseum, the Forum, and the Trevi Fountain. Rome is an open city, inviting everyone and anyone to relish in its history and its modernity. Whether on walking tours or bus tours, your journey through Rome will encompass the food and wine that still make people embrace the city.
Traveling through Tuscany gives you the opportunity to experience the celebrated lush countryside on your way to Lucca, known for its medieval walls and its vicinity to the Vespa museum. Stroll by the Tower of Pisa, notable for its famous tilt. A taste of Bolgheri offers plenty of flavor for your first wine tasting; you will begin to understand the popularity of Italian wines, if you hadn’t already. Moving to Siena gives you more time in the Tuscan hills, the unimaginable experience of seeing Siena’s Duomo and its mosaic floor, as well as the lofty towers of San Gimignano. A day of traveling through Montalcino and Montepulciano shows you medieval architecture and wines that haven’t changed much since the Middle Ages.
Moving to Torgiano in Umbria offers a different view, one of golden Umbrian plains and lush wines, which are just as delicious as the ones you left behind in Tuscany. Touring through Torgiano and Montefalco offers substantial architecture that astounds you with every glance, along with wine that will cause you to pause to enjoy fully its immaculate flavor. Assisi is perched on top of a hill, with inhabitants proud of their history, boasting a connection to Saint Francis. The town of Spello asserts its quaintness in its compact and modest look; the cordial atmosphere welcomes you as you tour the ancient streets. Each city offers a variety of pleasantries, from food to wine and from exuberant storeowners to gaudy cathedrals. If you open your arms to Italy, each moment of this tour will last a luxurious lifetime.
Starting Price
$4,500 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.
Reviews of Zicasso's Referral Service
4.9 stars based on 5843 reviews.
Zicasso's travel agent created an itinerary and experience that was simply perfect. Every hotel experience, guide, and driver was excellent. She was kind, patient, knowledgeable, and made the perfect suggestions. I loved working with her! Thank you to our agent, the tour operator, and Zicasso for a wonderful trip!
Reviewed By Anita L.
The trip was wonderful. Zicasso's travel agent and her staff planned the perfect 10-day trip. The accommodations, the drivers, the guides, and the restaurant recommendations were perfect. The communication was excellent and timely. They went above and beyond to make sure we were comfortable and happy. The staff were very attentive and flexible, even when we wanted some small changes, such as pick-up times for the drivers. They adapted and made it all work. This travel agent is absolutely terrific.
Reviewed By Marci M.
Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.
In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.
Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.
We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!
Reviewed By Kent S.
Zicasso’s trip coordinator and her team did a fantastic job, not only in planning the trip to meet our needs and wants, but also in personalizing it as needed. They were also available as we needed them to adjust things, such as pickups, and even made some dinner reservations for us. With our budget, they set us up in excellent hotels that fit our desire for the trip to be a wonderful anniversary getaway. Her staff were also very helpful. We would strongly recommend them for a trip to Italy!
Reviewed By Rajesh J.
Zicasso's travel planner and her staff did a perfect job for our family of six. She made our trip seamless!
Everything she planned was perfect and no detail was left out. I would use them again and again for my travels to Italy.
Reviewed By Sally F.
My first solo trip was something I had dreamed about for years. I wanted it to be more than sightseeing. I wanted adventure, comfort, safety, and freedom without the stress of planning it all alone. Through Zicasso, I was connected to two specialists and Zicasso's travel consultant stood out immediately. She delivered an itinerary that gave me everything I asked for and more: maximum cities, maximum fun, and maximum value, all without compromise.
Before deciding, I researched and compared tours, packages, and individual prices online. The travel consultant’s proposal came out on top for value and content. While the other agent offered fewer cities and activities at a higher price, her plan was ambitious without being overwhelming. She booked my trains, arranged private transfers where needed, and selected boutique-style hotels that exceeded expectations. I was honestly surprised at how good they were. I stayed at hotels in Interlaken, Florence, and Sorrento. Each was clean, comfortable, and perfectly located for exploring. I had prepared myself for budget trade-offs, but instead, I found thoughtfully chosen hotels that balanced affordability with real quality.
Every document, train ticket, and activity confirmation was uploaded into the app. It became my lifeline throughout the trip, with every detail at my fingertips. The structure gave me confidence, while still leaving me free to explore.
Switzerland came first: Zurich, Lucerne, Interlaken, and Zermatt. Each city felt like stepping into a postcard. Interlaken gave me the adrenaline rush of skydiving, while Zermatt charmed me with its close-knit magic and alpine beauty. Italy unfolded with equal ease: Lake Como, Venice, Florence, Sorrento, Amalfi, and Rome. Every destination felt curated, yet natural, from gondola rides in Venice to boat tours on the Amalfi Coast.
What I loved most was the balance between structure and freedom. Pre-booked activities and restaurant reservations gave me a strong framework, but I could just as easily decide to spend an afternoon wandering Florence, eating gelato, or sitting in a piazza. The rhythm of the trip was perfect, structured enough to tick off bucket-list highlights, yet relaxed enough to feel like a real vacation.
Food was freestyle, but memorable. Highlights included a Japanese-Peruvian restaurant in Zurich with its elegant Japanese-Peruvian flavors, a different Japanese restaurant, a restaurant in Como with its modern fusion menu, an Indian restaurant for comforting classics, and international favorites like those in one of the restaurants in Rome. Between those meals and plenty of gelato and crepes, every stop added its own flavor to the journey.
As a solo traveler, safety mattered. I felt comfortable walking around in the evenings and was usually back in my hotel by 1am to stay rested for the next day. What really gave me peace of mind was the travel consultant’s constant support. Communication was fast and responsive. I never had to wait long for answers, whether through the app or email. There was a moment when I made a mistake with the trains and missed an activity. She immediately stepped in and worked to reschedule it or secure a refund that same day.
Earlier in the planning process, I also had a card issue due to an address error. Even though policy would not normally allow it, she and her team patiently waited until I received the refund before finalizing the booking, just weeks before my trip. That flexibility and care spoke volumes.
The difference was clear. She used my budget to its fullest potential, giving me more destinations, more experiences, and better hotels than the alternative option. She managed to combine the efficiency of a fully organized tour with the freedom of independent travel. Everything was planned, yet everything was still mine to shape.
This trip was everything I wanted: good food, beautiful views, safety, and absolute reliability. It was an organized journey with freestyle flexibility, which is exactly what solo travelers dream of. The travel consultant’s planning let me chase adventure while always knowing I had a safety net. Switzerland and Italy gave me memories I will never forget, but it was the behind-the-scenes planning that made it possible. If you want a trip that is your way, your budget, your pace, but without the endless hassle of managing it yourself, the travel consultant at this agency is the person who can make it happen. My first solo trip became my dream trip and that is the highest praise I can give.
Reviewed By tasmia S.