Immersive Couple’s Tour of Tuscany and Cinque Terre

Couple relaxing and enjoying the view of the Tuscany countryside in Italy

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.

Countries Visited

Italy

Places Visited

Florence, Siena, Lucca, Riomaggiore, Monterosso al Mare

Suggested Duration

9 Days

Customizable Itinerary

Expand All
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:

Transfer
Accommodation
Tour
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.

4.9

Verified Traveler Reviews

Based on 3879 reviews

Italy, Malta Trip Review: City Tour, 20 Days

I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.

See more

Italy Tour Review: Ravenna, Verona, Rimini, Scrovegni Chapel, Private Tours, History, 12 Nights

My husband and I had a great time on our trip to the northeast Adriatic Coast of Italy. We have very specific tastes as far as where we like to stay and the private tours we like to have during the trip. Zicasso's travel company did a great job, giving us fantastic hotels, and all of our tour guides were top-notch.

See more

Italy Family Travel Review: Positano, Tuscany, Cooking Class, 12-Day Trip

Zicasso's travel agency planned the trip of our dreams! We spent 10 wonderful days in Italy, and it was the perfect mix of activity and leisure. We loved our accommodations and everything ran seamlessly. All the transfers and reservations were arranged and executed without any issues. Our travel agency was very responsive throughout the planning process and while we were on the trip. I would absolutely recommend their services and feel really grateful for the experience we shared.

See more

Italy Trip Review: Matera, Puglia, Locorotondo, Lecce, Salento, Ostuni, Otranto, Galatina, Boat Ride, Hiking, Wine Tasting, Cheese Experience, Countryside, 17 Nights

My husband and I had utilized the services of Zicasso for prior journeys to Italy, Southeast Asia, and Australia/New Zealand. For our recent trip to Matera and Puglia, I requested an agency located in Italy that specializes in travel to Italy. We selected a company that was on a magazine’s A-list of travel advisors.

Our travel consultant listened to and respected my requests for certain activities (private food, historical and boat tours, wine tastings, cheese making) and types of accommodations (properties that offered a shaded area to relax and read). She also emailed answers to my numerous detail-oriented questions (the curse of having personally worked as a tour guide). She sent a lovely gift to our first hotel and called halfway through our vacation to check in with us. Communication via text with WhatsApp was convenient and used frequently. Most importantly, when we had a problem with one of our accommodations, she followed up (even after our trip had ended) and graciously offered some compensation.

See more

Italy Family Tour Review: Venice, Tuscany, Rome, Scenery, Local Cuisine, History, Culture, 12 Days

Italy’s beauty is legendary—its rolling landscapes, vibrant culture, incredible cuisine, and deep history are truly one of a kind. But what made our trip truly extraordinary was the care, creativity, and attention to detail that the Zicasso travel company team brought to every part of our journey.

Our 12-day family adventure—with three teenagers!—was the perfect balance of guided exploration, fun hands-on experiences, and thoughtfully chosen hidden gems. Every stop offered something special for each of us, which is no small feat when traveling with a group of different interests.

While we’re fairly seasoned travelers, having the added support of your concierge service via WhatsApp was a game-changer. Any small questions or needs were handled quickly, warmly, and with a level of professionalism that gave us total peace of mind.

And the hotels—just wow. Every property was not only comfortable and welcoming, but also perfectly located, making it easy for us to explore and enjoy each destination to the fullest.

A heartfelt thank you to the entire travel company team for creating such a seamless and memorable experience. We can’t wait to plan our next adventure with you.

Grazie mille and arrivederci for now!

See more

Italy Travel Review: Florence, Cuisine, Culture, Museums, 8 Nights

Zicasso's travel experts made this trip effortless for us! They were responsive to my many questions and created a memorable trip for my daughter and me that included all of our favorite things, addressed any concerns I had, and stayed within our budget. Every detail was planned and communicated flawlessly. My daughter and I only had to pack our bags and enjoy every minute of this trip of a lifetime. I highly recommend Zicasso and their travel company!

See more

Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

30,000+ Verified Traveler Reviews