The Best of Tuscany and Cinque Terre in 8 Days

San Gimignano surrounded by the green rolling hills and vineyards of Tuscany, Italy

What to expect on this itinerary

Discover the beauty, history, and idyllic atmosphere of Tuscany and Cinque Terre during this immersive 8-day vacation. From Renaissance art to medieval towns and Italy’s mouthwatering cuisine, indulge in all this amazing area has to offer. Journey through the medieval town center of San Gimignano, explore the enchanting town of Pisa, and uncover the history of Siena.

Countries Visited

Italy

Places Visited

Florence, Siena, Lucca, Riomaggiore

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

Florence – Visit the Florence Cathedral

Your journey will begin when you land at Florence International Airport. A private transfer will greet and transfer you to your luxurious accommodation in the heart of the city. Upon your arrival, you will have some time to settle in and spend at your leisure. In the evening, you will indulge in an evening tour of the Florence Cathedral. The church will be beautifully illuminated under the night sky as you begin to tour with your guide. This introductory tour will immerse you in the history of the city.

What's Included:

Transfer
Accommodation
Tour
Day 2

Florence – Amazing Renaissance Art

Day 3

Siena – Visit Piazza del Campo and Siena Cathedral

Day 4

Lucca – Discover San Gimignano

Day 5

Lucca – The Captivating City of Pisa

Day 6

Riomaggiore – Riomaggiore and Manarola

Day 7

Riomaggiore – Corniglia, Vernazza, and Monterosso al Mare

Day 8

Riomaggiore – Departure

Trip Highlights

  • Visit the beautiful Florence Cathedral and admire its intricate marble design
  • Witness the stunning works of art in the Accademia Gallery, which will transport you back in time to the Renaissance
  • Uncover the history of Siena and a city that is filled with historical buildings
  • Journey through the medieval town center of San Gimignano and admire its history
  • Discover the amazing city of Pisa and explore the famous Leaning Tower of Pisa
  • Enjoy two nights in Riomaggiore, which is the southernmost town of Cinque Terre
  • Marvel at the Castle of Riomaggiore, which is an ancient castle that dates back to the 13th century
  • Admire the panoramic sea views from Monterosso al Mare in Cinque Terre

Detailed Description

Tuscany and Cinque Terre are among the most beautiful places in all of Italy. Your journey to discover the best cities and towns in the area will begin when you land at Florence International Airport. Your first activity in the city will come in the form of an evening tour of the Florence Cathedral. The next morning, you will explore the art of Florence with visits to the Uffizi and Accademia Galleries. The following day, you will travel to your next Tuscan destination of Siena, where a tour of Piazza del Campo will immerse you in the culture and history of the city.

As the sun rises over Siena the next morning, you will begin the scenic ride to your next destination of Lucca. Along the way, you will stop in the charming town of San Gimignano to explore. Once your tour concludes, you will continue your ride through the region and arrive in Lucca. The next day, you will enjoy an excursion to the delightful city of Pisa.

You will then set your sights on the beautiful Cinque Terre region. Gorgeous landscapes will surround you as you traverse the winding roads en route to Riomaggiore. When you arrive, your guide will lead you on an afternoon tour of Riomaggiore and Manarola. The next day, you will explore the final three towns of Cinque Terre: Corniglia, Vernazza, and Monterosso al Mare. As the day winds down, you will return to Riomaggiore for the final evening of your trip.

Starting Price

$3,600 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 590 reviews

Italy Birthday Trip Review: Tuscany, Cinque Terre, Florence, Monterosso al Mare, Boat Ride, Wine Tasting, Cooking Class, Paper-Making Class, 10 Days

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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Italy Tour Review: Florence, Cinque Terre, Capri, Boat Ride, 2-Week Trip

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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Italy Tour Review: Pompeii, Amalfi Coast, Florence, 12 Nights

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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Italy Travel Review: Florence, Spoleto, Perugia, Cinque Terre, 7-Day Trip

Most of the arrangements were fine, but as we've used Zicasso several times in the past, I was disappointed that the day trip on June 2nd to Spoleto and Perugia was on a national holiday. Nothing was open, and so we spent a lot of money, drove a long way just to have lunch in Spoleto. We spent 30 minutes in Perugia and did not use anywhere near the 9 hours we were paying for.

Also on Sunday, May 31st, the trip to Cinque Terre was not good planning. I told you when we started our discussions that I walked with a cane. The distance to and from the train stations in each of the cities was quite extensive so we only ended up in 3 towns. Again, we did not use anywhere near the 10 hours allotted for the tour.

In summary, I rely on your expertise of the area to guide us as to what to expect in the different destinations. We could have switched the days for Spoleto and Perugia, to avoid the holiday and could have tailored the Cinque Terre in other ways. I thought we were paying for a private excursion so I wouldn't have to do so much walking.

Again, my husband and I felt that the 2 days of private tours were money not well spent.

The transfers in all locations were excellent and the travel agent was delightful (although she did not give us the name and phone number of our drivers the day before, as was stated on our itinerary from the travel specialist).

All in all, we had a wonderful trip to Italy but feel some more personalized attention should have been paid to our specific needs, as this was a costly trip for 7 days.

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Italy Luxury Anniversary Tour Review: Sorrento, Tuscany, Cinque Terre, Venice, Gondola Ride, 3 Weeks
"Zicasso’s travel agency carefully and creatively designed our dream vacation to Italy and delivered an outstanding compilation of experiences."

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Switzerland, Italy, Germany Tour Review: Bologna, Florence, Zermatt, Wengen, Lake Como, Matterhorn, Tuscany, Winery Visit, Truffle Hunt, 9 Nights

This travel company was incredibly difficult to work with, and I would not recommend them. The travel agent seemed very annoyed when we asked basic questions about our itinerary. For example, the itinerary he sent us did not have the correct number of rooms booked for our party. When I asked him about it, he rudely told me, "Of course I have booked the right rooms". Later, we found out he was working off the wrong itinerary - our final invoice was based on this wrong itinerary and had a much higher amount than we actually owed. When we pointed that out, he went from being annoyed to flat out rude.

We also identified many gaps in transportation and logistics, with the travel agent continuing to be rude when we asked for clarification or support in fixing the gaps. For example, he had us driving a rental car to the Bologna airport at around 3 AM from rural Italy to make an 8 AM flight. We would be driving right through Florence on the way to Bologna. When I asked why we didn't simply take a later flight out of Florence, I was told there were no options to do this. A simple Google search identified several flights out of Florence at a more reasonable time.

We finally had Zicasso step in, and they were incredibly helpful in cleaning up our itinerary. Unfortunately, we still experienced several logistical issues during our trip despite Zicasso's support. For example, we were dropped off by drivers at train stations and were then on our own to figure out how to get to our hotels - all required lengthy walks up hills to access, and my 81-year old father was not able to do that. So we had to find our own transportation or have my dad attempt to walk (not good at all). As another example, my father really wanted to see the Matterhorn. The travel agent said it was an easy "day trip" from our hotel to the Matterhorn. It turned out to be a 3.5 hour drive each way. The driver left us at a train station below Zermatt (town below the mountain) to figure out on our own how to navigate the city of Zermatt. We had no guidance from the travel agency on how to best see the Matterhorn, and Zermatt was another town with steep hills that my dad had to walk through (with a cane) as we tried to figure out how to best see the mountain. Due to the length of the drive to Zermatt from our hotel, we had less than two hours in Zermatt because the travel company had booked us on a 6:15 AM train the next morning to leave Switzerland. It was a wasted day instead of being the wonderful experience my father had hoped for.

The best part of the trip was the hotels, and the travel company gets credit for selecting hotels with wonderful views and great breakfast options. They were not easily accessible from the local towns, so we had to figure out taxis and shuttles to get to nearby sites.

Most of the time, we were left on our own to find our way around. But we did have a guided tour in Florence and a knowledgeable driver that took us to a winery in Tuscany. Both of these guides were amazing, and it would have been nice to have more guided support throughout this trip (especially in Zermatt).

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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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