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.

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Verified Traveler Reviews

Based on 359 reviews

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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Italy Vacation Review: Cinque Terre, Lucca, San Gimignano, Siena, Pisa, Florence, Wine Tasting, Private Tour
"Our trip was the trip of a lifetime. We really appreciate all the time and effort our agent and his team spent building this special trip."

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Italy Tour Review: Tuscany, Florence, Montalcino, Castellina, Chianti, Wine Tasting, Cheese Experience, Local Cuisine, Walking Tour, 9-Day Trip

We loved everything about our trip to Tuscany. We had great, comfortable hotels as bases to explore the beautiful countryside and towns. Our hotels had kind, welcoming staff. Zicasso's travel company provided helpful suggestions and reserved non-touristy restaurants and enjoyable, interesting activities: eating in Florence, wine tasting in Montalcino, and cheese making in Pienza.

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Portugal, Croatia, Italy Vacation Review: Hiking, Florence American Cemetery and Memorial, Wine Tasting, Cuisine, 18 Nights
"Our Zicasso travel specialist was very patient and accommodating. Each tour guide was excellent. Each of the hotel accommodations was fabulous."

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Italy Travel Review: Local Culture, Cuisine, 3 Weeks
"Zicasso’s travel company did a great job organizing our trip. The pacing was just perfect between guided activities and time to explore on our own."

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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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Customizable Itinerary

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

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