Riomaggiore, the southernmost town of the Cinque Terre

7-Day Senior’s Tour of Tuscany and Cinque Terre

Ratings of Zicasso's Service
Customizable Itinerary

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

Countries Visited

Italy

Places Visited

Florence, Lucca, Riomaggiore, Monterosso al Mare

Suggested Duration

7 Days

Designed especially for seniors travelers, this incredible 7-day trip allows you to experience the unrivaled beauty and rich history of Tuscany and Cinque Terre. From the art masterpieces in Florence to the famous Leaning Tower in Pisa, discover the best locations in Tuscany before exploring the gorgeous Cinque Terre area. Private tours and experiences in each stunning town immerse you in the fabled lifestyle and culture of this idyllic destination.

Customizable Itinerary

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Trip Highlights

  • Traverse Ponte Vecchio, which is one of Florence’s oldest and well-known bridges, and admire the beautiful goods on display
  • Visit the Accademia Gallery, which is known for its collection of Renaissance art
  • Taste the delectable wines of Tuscany during a private tasting in San Gimignano
  • Enjoy two nights in Lucca, which is an ancient city that is full of gorgeous views and historic buildings
  • Witness the legendary Leaning Tower of Pisa’s, which is the city’s most famous attraction
  • Explore the sights of Riomaggiore, which is the southernmost town of Cinque Terre, including the age-old Castle of Riomaggiore
  • Discover the cliffside towns and breathtaking landscapes of Cinque Terre during a relaxing boat ride through the area

Detailed Description

The rolling hills of Tuscany and cliffside landscapes of Cinque Terre will beckon you to explore the best cities and towns during this 7-day vacation. Your journey will begin when you land in Florence, where you will set out for a private walking tour. Your guide will take you to some of the city’s main attractions, including Ponte Vecchio. The following morning, you will continue your exploration of Florence with visits to the Uffizi and Accademia Galleries.

As the sun rises the next day, you will transfer to your next destination of Lucca. During your scenic ride, you will stop in the delightful town of San Gimignano for a private wine tasting. Once your tour concludes, you will continue to the city of Lucca. The next morning, you will set out for an excursion to the captivating city of Pisa. During your tour, you will discover all of Pisa’s main attractions, especially the famous Leaning Tower.

With a warm cappuccino in hand, you will then transfer the next morning to Riomaggiore, which is the southernmost town of Cinque Terre. Upon your arrival, you can explore the best sights in Riomaggiore and the neighboring town of Manarola. Ancient castles and age-old buildings can be found around every corner, and by the end of your tour, you will feel immersed in the history and culture of the area.

The next day, you will venture to the northernmost town of Cinque Terre, Monterosso al Mare. A short time later, you will set out on an indulgent private boat ride. During the relaxing ride, you will pass by the remaining towns of Cinque Terre: Vernazza and Corniglia. The next morning, a private transfer will lead you to Pisa International Airport for your flight home.

Starting Price

$3,200 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 5881 reviews.

Italy Trip Review: Guides, 9 Nights

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.

Italy Tour Review: Pompeii, Capri, 10-Day Trip

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.

Italy Vacation Review: Tuscany, Siena, Rome, Amalfi, Capri,...

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.

Italy Anniversary Travel Review: Tuscany, Local Cuisine,...

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.

Italy Family Trip Review: Lake Como, Amalfi Coast, 2 Weeks...

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.

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Switzerland, Italy Solo Vacation Review: Zurich, Lucerne,...

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.

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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.

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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.

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