Immersive Couple’s Tour of Tuscany and Cinque Terre

What to expect on this itinerary
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
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:
Florence – Art of the Renaissance
Siena – Wine Tasting in Chianti
Lucca – Walking Tour of Highlights
Lucca – The Enchanting City of Pisa
Riomaggiore – Cinque Terre and Sunset Dinner
Riomaggiore – Manarola, Corniglia, and Vernazza
Monterosso al Mare – Relax on Pristine Beaches
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.
Verified Traveler Reviews
Based on 801 reviews
We had an absolute dream trip to Italy with the help of Zicasso's travel specialist! Traveling as a family of five, we visited Rome, Florence, San Gimignano, Greve, Siena, Cinque Terre, and Venice, along with many beautiful towns and smaller areas throughout the country.
The wonderful vacation rental accommodations were thoughtfully chosen and every detail of our trip was carefully planned. The local tour guides were incredibly knowledgeable and gave us a truly authentic experience. Our private transfers, train transfer, and private tours were efficient, informative, and made traveling from place to place seamless and stress-free.
The communication between all tour guides and transportation providers was great, as was that of each vacation rental host, who contacted us in advance to prepare us for our arrival.
One of our favorite parts of the trip was discovering the smaller, less-touristy areas within the larger cities, places we likely never would have found on our own. We enjoyed exploring Tridente for shopping and Trastevere in Rome for a private pizza-making class (highly recommended), artisan shops, excellent restaurants, and a vibrant nightlife.
Florence was wonderful, but we had the opportunity to travel to a few other areas, such as Siena, Greve, and San Gimignano. We even had a private vineyard tour and chef's meal while in Chianti. A must-see is the walk to the Boboli Gardens across Ponte Vecchio and, on the way back to our apartment, a stop at Piazzale Michelangelo.
While staying in Cinque Terre (Monterosso al Mare), be sure to take a private boat to visit all of the other villages and maybe even snorkel. The water is so clear!
Venice had great history, but we also enjoyed our boat tour to Murano to watch the glassmaking process and Burano, filled with gorgeous multicolored homes and artisan shops.
Every experience felt personal, meaningful, and special.
This trip was truly an absolute dream and we are so grateful to him for helping make our family vacation to Italy unforgettable. We highly recommend him to anyone looking to plan an incredible, seamless, and memorable trip!
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We had a fantastic trip, all thanks to our travel specialist. We spent a few days in Siena, touring different Tuscan towns like Montepulciano, Pienza, and San Gimignano, and then we spent a couple of nights in Florence. All of our drivers and guides were very thoughtful that we had my two-year-old nephew with us.
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Zicasso’s travel specialist and her team crafted a wonderful 10-day trip to Tuscany, Cinque Terre, and Florence for my husband's 60th birthday. All the hotels were beautiful boutique hotels that we probably would not have found if we were planning it ourselves. The same was true with the experiences they booked for us. They have the local connections and can provide experiences you may not easily find by searching the internet.
We loved that our wine tastings were at smaller local wineries. All our guides were very friendly and very knowledgeable. All our drivers were always on time. They took care of reserving our train tickets, as well as dinner reservations. We felt very well taken care of throughout the entire trip.
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We can't say enough good things about the trip planned for us in Tuscany and Cinque Terre. It was the perfect balance of cultural (museums, artwork, architecture), historical (tours of towns, churches), food (culinary classes, olive oil mill, winemaking/vineyards), and outdoor activities (hiking, truffle hunting, sunset boating cruise). The uniqueness of some of the activities made this vacation one of the best European vacations we have ever experienced.
The guidance of Zicasso's travel specialists was so appreciated and was spot on for planning meals and when to leave open time. The guides and drivers they provided were extremely knowledgeable, helpful, and very friendly. Even when we had major air travel issues getting to Italy, they immediately came to our rescue when we had to arrive in Florence instead of Pisa.
Also, all of the accommodations which they booked for us were comfortable, spacious, and within easy walking distance of local attractions. We highly recommend Zicasso. We are looking forward to being able to plan our next Italian adventure with them.
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Our Zicasso travel agent did a great job planning and executing our two-week tour of Italy. Transfers were seamless and guides were knowledgeable and experienced. We particularly loved Florence, our hotel, its staff, and its walkable location to so many sites. We loved the guide in Cinque Terre; he knew the area, specifically a restaurant where we were away from the crowds. Thanks to the travel agent for a job well done.
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Zicasso’s travel company and every single guide and driver were stellar. All four hotels were good or excellent. There was one error on the schedule for the day outside of Florence when we had a driver to take us to the Siena region. The schedule stated three hours, so we paid for tickets to the Pitti Palace/garden, which turned out to be wasted money as the driving tour was actually nine hours. It was a beautiful day, though.
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