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

Riomaggiore, the southernmost town of the Cinque Terre

What to expect on this itinerary

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.

Countries Visited

Italy

Places Visited

Florence, Lucca, Riomaggiore, Monterosso al Mare

Suggested Duration

7 Days

Customizable Itinerary

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Day 1

Florence – Evening Walking Tour

Tuscany and Cinque Terre are known for their beauty and history and are the ideal destination for a luxury tour of Italy. Your 7-day journey will begin when you land in Florence. A private driver will transfer you to your luxurious hotel in the heart of the city. After having some time to relax and settle in, your guide will lead you on a private walking tour of the city. The roads will be illuminated under the night sky as you begin to walk around with your guide. One of the first places you will visit will be the Florence Cathedral. As your tour continues, you will eventually arrive at the famous Ponte Vecchio. Once your tour concludes, you can indulge in a sweet gelato before returning to your hotel for the night.

What's Included:

Transfer
Accommodation
Tour
Day 2

Florence – Uffizi and Accademia Galleries

Day 3

Lucca – Wine Tasting in San Gimignano

Day 4

Lucca – The Highlights of Pisa

Day 5

Riomaggiore – Riomaggiore and Manarola

Day 6

Monterosso al Mare – Boat Tour with Lunch

Day 7

Monterosso al Mare – Departure

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

$2,600 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 1078 reviews

Italy Tour Review: Monterosso al Mare, 10 Nights

We loved the hotels you selected. The drivers were prompt and the guides were good. We especially loved our guide in Florence. Monterosso al Mare was beautiful.

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Italy Tour Review: Bologna, Parma, Modena, Balsamic Vinegar Factory, Wine Tasting, Cuisine, Cooking Class, 2 Weeks
"We set out to experience culture and food, and Zicasso’s travel agency did not disappoint."

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Italy Tour Review: Vatican, Colosseum, Roman Forum, Pompeii, Tuscany, Venice, Cheese-Making Experience, Cooking Class, 13 Nights

Zicasso's travel agency far exceeded our expectations. We had our five-year-old and 11-year-old children with us, so the tour guides and walking needed to be kid-friendly.

Our hotel in Rome was wonderful, the location was perfect, and they had good A/C and a breakfast buffet. There were plenty of great restaurants within easy walking distance, as well as the Vatican.

Our tour guide for the Colosseum and Roman Forum was great. Pompeii was amazing. Our tour guide was basically a celebrity down there and knew exactly how to take us around the ruins without ever waiting.

Tuscany was our favorite by far. We did a cheese-making experience and lunch that was super-cool. The kids got to play with the farm animals and the owners were so attentive and interesting. We did a cooking class with a chef that was the kids' favorite thing on the entire trip. I would make a point to book this experience; the kids still talk about it and wear the aprons around the house. The resort in Tuscany was nice. We had our own private pool, plus the resort pool, and could easily walk to a small local town with some great food.

Venice was good, but probably our least favorite on the trip. You have to walk a ton, which was difficult for the kids, but it's still worth experiencing.

We travel a bunch and I would highly recommend using Zicasso's travel partner.

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Italy Trip Review: Rome, Venice, Florence, Opera, Walking Tours, 10 Nights

We had a fantastic experience for a first-time trip to Italy. I wasn't sure how this would be, considering I learned about Zicasso while trying to plan the trip myself. Zicasso put me in touch with a travel specialist and the whole team was incredibly responsive to my many, many questions. If they were ever annoyed, it didn’t show.

I really wanted a smooth experience for my family of five, including three teens, one of whom has Celiac. Our agent was great in helping plan out the experience we wanted. As you may know, it is challenging to find rooms for five in Europe, but the travel company found apartments (usually two bedrooms with a pull-out couch) in the heart of town. You can really customize what you do, but we elected to plan our own meals and handle some of our own transport. We did have one issue where the van driver taking us to the train failed to show. I got one with Uber and the travel company quickly (I mean before we got home quickly!) refunded that amount.

Our contact in Italy was amazing and patient. I can’t give her enough credit. Any time I was unsure of something, she was there. The tours were great, especially Florence and Rome. You may be able to find the companies online, but ours seems to have the connections to get the best guides.

As for meals, we didn’t have any issues. We used an app and got a few recommendations from the travel company and local guides. Even our wine-tasting tour out in Tuscany was accommodating.

I would use our travel company and Zicasso again. I think the only downside is we tried to cram a lot in and it was hot. I probably should have asked for one to two fewer or shorter walking tours, especially on days we switched cities. Otherwise, it was excellent.

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Italy Family Vacation Review: Venice, Verona, Florence, Tuscany, Siena, Rome, Biking, Cooking, Wine Tasting, Olive Oil Experience, 10 Nights

Zicasso's travel company planned the most amazing trip to Venice, Verona, Florence, Tuscany, Siena, and Rome for our family of five. It was the best trip I've ever taken, and having all the details covered by them and plans and tickets sent to us via WhatsApp allowed us to really live in the moment and not have to think about what was next. I loved every second. I cannot wait to plan another trip to Italy to experience the southern half of the country.

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Switzerland, Italy Solo Vacation Review: Zurich, Lucerne, Interlaken, Zermatt, Lake Como, Venice, Florence, Sorrento, Amalfi, Rome, Skydiving, Gondola Ride, Amalfi Coast Cruise, Scenery, Nature, Local Cuisine, 3 Weeks

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.

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Customizable Itinerary

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

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