View of the city of Lucca and the chapel of the Basilica of St. Ferdinand - an ancient catholic church, Italy

Classic Tuscany Itinerary

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, San Gimignano, Siena...

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Suggested Duration

8 Days

Classic is another word for quality and charm, words that describe the splendor around you. Cafes set out tables alongside streets offering you a moment to yourself surrounded by indescribable history. Standing in front of Michelangelo’s David teaches you how to treasure a moment. Listening to the quiet passing of the Arno River provides a soundtrack to unforgettable memories. Your custom tailored 2020 Tuscan tour offers you the true meaning of classic, where no single image creates the wonders...

Customizable Itinerary

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Trip Highlights

  • Discover the marvels of the often overlooked Bargello Museum, including the masterworks of famous artist Donatello
  • Delight in a private tour of Florence that offers an in-depth view of the Renaissance city and its exceptional artwork, architecture, and history
  • Explore the exquisite architecture of the medieval town of Lucca, known for its historic walls, and filled with architectural treasures you shouldn’t miss
  • Witness the exceptional design and miraculously preserved Leaning Tower of Pisa
  • Follow your guide on a tour of Siena to visit the treasured palaces and museums housing some of the region’s most inspiring history and frescoes
  • Visit the headquarters of one of the oldest banks in the world
  • Traverse the large and embracing grounds of the magnificent abbey of Monte Oliveto Maggiore

Detailed Description

Each village in Tuscany has a distinct character making it feel independent of its surroundings, yet somehow fit into the encompassing collective details of Tuscany. On your 8-day Tuscany tour through the celebrated Italian province of Tuscany, you will find hill towns and Etruscan ruins, art commemorating saints and poets, sculptures and stories. Marble churches act as signs of devotion, and historic ramparts continue to protect cities from outside influences. The enchanting qualities of Tuscany vacations take you beyond the surface and deeper into the cities that house history in the artwork and artwork in their history. When you arrive at Florence International Airport, your private transfer is ready to greet you.

You enter the Renaissance city of Florence and find the preserved splendor of the past emanating from the design and décor of the historic city center. The remainder of the day is yours to become acquainted with all Florence has to offer, from the images inside Santa Croce to the delicious restaurants on the opposite side of the Arno River, known as the neighborhood of Oltrarno. The following morning, your guide meets you at the hotel after breakfast ready to lead you through the marvels of Florence, including a guided tour of the celebrated Uffizi Gallery, providing insider details of the iconic and lesser-known works.

Venture outside of Florence to the city of Lucca, located at the base of the Apuan Alps. Step beyond the historic city walls for a tour of the Romanesque churches and exquisite tower overlooking the main square. A half-day tour of Pisa shows you the classic image of the city, the Leaning Tower. Then, go deeper into the city’s history with a visit to the National Museum. Later that day, you arrive in San Gimignano for a peaceful introduction to the quiet hilltop town. After breakfast, you can traverse the vibrant streets climbing up and down the hillside, and visit the tallest tower in the city.

Continue onward to the medieval city of Siena, where you can visit the famous Siena Cathedral in the afternoon. The following day, you can take your time traversing the sensational preserved streets of Siena, visiting lesser-known yet equally wondrous sites, around the cityscape. Venture through the Tuscan countryside, visiting the magnificent abbey of Monte Oliveto Maggiore, before enjoying a relaxing lunch in Pienza, and the rest of the day in Montepulciano. Your final day in Tuscany lets you spend some time in Montepulciano reveling in the quintessential Tuscan charm, down to the wineries encircling the city. Your private transfer meets you at your hotel in Montepulciano and escorts you to Florence International Airport for your flight home.

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

  • Accommodations
  • In-country transportation
  • Some or all activities and tours
  • Expert trip planning
  • 24x7 support during your trip

Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.

Reviews of Zicasso's Referral Service

4.9 stars based on 5771 reviews.

Italy Trip Review: Rome, Tuscany, 2 Weeks

Zicasso's was an excellent travel company. The attention to all trip details by our tour operator was amazing. We enjoyed all the tours, the guides, the accommodations, the drivers, the Italian train system, and restaurant recommendations, and his itinerary information that we downloaded on our iPhones was extremely valuable throughout our entire trip. I would not hesitate to recommend him to anyone. I would definitely consider using him for future travel.

Reviewed By Kathy D.

Italy Travel Review: Boat Ride, Cooking Class, Pompeii,...

Hi! Zicasso's travel planner organized everything perfectly. He was very helpful and patient as we planned the itinerary with him. He had great suggestions and the trip could not have gone better. Zicasso checked in with us daily and sent reminders, etc. We felt very taken care of. Any questions during the trip were answered very promptly.

All of the excursions were wonderful. Our guide and the boat around Capri was our favorite. He was a wonderful guide. The cooking class in Sorrento was the best, with wonderful hosts. We had a blast. The guides for Pompeii, the Vatican, and the Colosseum were super.

All of the hotels were perfect regarding location, amenities, staff, food, and rooms. We were upgraded twice.

We would highly recommend Zicasso to our friends (already have). We couldn‘t have asked for a more professional group.

Thanks for making my dreams come true.

Reviewed By Julie M.

Italy Vacation Review: 9 Nights

Zicasso's travel agent helped to make our trip to Italy truly memorable. He listened to our interests and formulated a vacation that was unforgettable.

Reviewed By Barbara M.

Italy Tour Review: Amalfi Coast, Ischia, Capri, Positano,...

We booked an amazing trip with Zicasso's travel partner and his travel team, which, pleasantly, far exceeded our expectations. Every detail was perfectly planned out, from the moment we were greeted at the airport in Naples by our driver to the private tours, boat excursions, and Amalfi drive. Our accommodations were top-notch.

He made planning this trip stress-free, and we enjoyed every moment. It was first-class treatment all the way, without the hassle of trying to coordinate all of the logistics ourselves. Thanks to our agent for providing us with an amazing, personalized, trip of a lifetime!

Reviewed By Jeanine P.

Italy Tour Review: 10-Day Trip

Zicasso's tour partner helped put together the trip of a lifetime. She provided many great suggestions of things to do and places to visit in Italy. I was very pleased with her ability to coordinate the details of the trip, from hotel reservations to private transportation and excursions/tours. We were so busy that by the end of the day, we were worn out. When we plan our next trip, I am going to personally ask to work with her again, she became part of our family with her personalized service.

Reviewed By Robert C.

Italy Travel Review: Lake Como, Ostuni, Private Boat Tour,...

Zicasso's travel designer did a terrific job. We had the initial phone consult, after which she delivered a first draft of the itinerary. From there, she helped guide us through a few revisions until we got the details smoothed out. We are experienced travelers and can appreciate a well-constructed trip, and that's what our experience with our agent reflected.

One crucial thing is that all the drivers who are engaged to move you around are prompt. Every one of them was right on time and friendly and helpful to boot. It was much appreciated.

To sum up our experience, I would do it all again with Zicasso and the agency and our agent. Our trip to Italy in the late summer of 2025 was something we will not soon forget!

Reviewed By tony B.

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