This 9-day couples trip to Italy’s Tuscany and Cinque Terre regions is a discovery of rich history and natural beauty. Experience the culture, history, and cuisine of Italy in addition to the iconic la dolce vita during this unforgettable couple’s vacation. Indulge in a private wine tasting in the Chianti region, explore the idyllic haven of Cinque Terre, and enjoy private time on some of Italy’s most pristine beaches.
Customizable Itinerary
Day 1
Florence – Tour of Florence Cathedral
Your 9-day journey will begin when you land at Florence International Airport. A private driver will greet and transfer you to your luxurious accommodation. After having some time to relax and settle in to your new surroundings, your guide will lead you on a private tour of the Florence Cathedral. The colorful marble of the Cathedral will be a fascinating sight, and you will begin to learn about the intriguing history of the church from your guide. Once your tour concludes, you will be free to explore more of Florence at your own pace.
What's Included:
Day 2
Florence – Art of the Renaissance
Day 3
Siena – Wine Tasting in Chianti
Day 4
Lucca – Walking Tour of Highlights
Day 5
Lucca – The Enchanting City of Pisa
Day 6
Riomaggiore – Cinque Terre and Sunset Dinner
Day 7
Riomaggiore – Manarola, Corniglia, and Vernazza
Day 8
Monterosso al Mare – Relax on Pristine Beaches
Day 9
Monterosso al Mare – Departure
Trip Highlights
- Explore the Florence Cathedral to admire its colorful frescoes and impressive dome
- Witness Michelangelo’s masterpiece statue of David during an engaging visit to the Accademia Gallery in Florence
- Taste the delectable wines of Chianti during a private tasting for two at a traditional winery
- Enjoy one night in the beautiful city of Siena, which is known for its historic buildings and unparalleled landscapes
- Ascend to the top of Guinigi Tower to enjoy the sweeping views and rooftop garden
- Visit the Square of Miracles and climb the famous Leaning Tower of Pisa
- Indulge in a delicious sunset dinner for two in Riomaggiore, one of the five towns of Cinque Terre
- Delight in clifftop views and a wonderful atmosphere in Manarola
- Relax at one of the idyllic beaches of Monterosso al Mare, the northernmost town of Cinque Terre
Detailed Description
The beautiful landscapes of Tuscany and Cinque Terre provide the perfect backdrop for a memorable couple’s vacation. Your 9-day journey will begin when you land in Florence. Your first taste of the city will come in the form of a private tour of the gorgeous Florence Cathedral. The following day, you will explore Florence with visits to the Uffizi and Accademia Galleries. At these galleries, art masterpieces can be found around every turn. After your final evening in Florence, you will depart the next morning for Siena.
During your journey through the winding roads of Tuscany, the delightful area of Chianti will be the perfect place to visit one of the area’s premier wineries. At the winery, you can enjoy a private tour and tasting. The next day, you will transfer to Lucca, where your guide will lead you on an immersive walking tour. The Lucca Cathedral and ancient Guinigi Tower will be just two of the places that you will see. As the sun rises the next morning, you will set out for an excursion to the charming city of Pisa. In Pisa, you will visit the city’s iconic sites.
As another morning begins in Lucca, you will transfer to the idyllic Cinque Terre area. After an enjoyable ride, you will arrive in Riomaggiore, which is the southernmost town of Cinque Terre. Here, you will explore the town’s highlights with a local guide before indulging in a delicious dinner for two. The next day, you will uncover more of Cinque Terre with tours of Manarola, Corniglia, and Vernazza. From the impressive churches to the ancient castles, you will enjoy every minute of your visit to this picturesque region. The following morning, you will venture to Monterosso al Mare, which will be your final destination. After an engaging tour and having time at one of the town’s pristine beaches, you will have nearly concluded your Italy tour. The next day, you will head home hand after a private transfer leads you to Pisa International Airport.
Starting Price
$4,100 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
The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.
Reviews of Zicasso's Referral Service
4.9 stars based on 5915 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.
