Lucca , Market Square, Piazza dell'Anfiteatro in Italy

Historical Immersion Tour of Tuscany: Siena and Florence

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, Siena

Suggested Duration

7 Days

The alluring heritage of Italy immerses you in its captivating art, intricate architecture, and delicious during this historically-based 7-day Tuscany tour. Bask in the picturesque views of iconic Tuscan landscapes that feature sprawling vineyards, towering cypress trees, and rolling hills, and medieval villages. Whether sipping celebrated wines or viewing priceless Renaissance art, your Tuscany tour will reveal in the region’s illustrious past.

Customizable Itinerary

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Trip Highlights

  • Discover the secret history of San Lorenzo Church in Florence by finding hidden sketches from Michelangelo
  • Embrace the charms of Montalcino during a private tour of the Val d’Orcia with a wine tasting inside an antique wine cellar
  • Witness the treasured sinopie of Pisa’s Sacred Fields that reflect the original sketches of master artists
  • Delight in the enchanting ambiance and welcoming locals of Greve in Chianti during a private tour
  • Wander the winding cobbled lanes of Lucca to explore the exceptionally preserved antique walls and Guinigi Tower
  • Enjoy the point at which history and artistic mastery converge in the Uffizi Gallery
  • Revel in the grandeur and romantic atmosphere of the Renaissance town of Pienza, which is the former home of Pope Pius II
  • Bask in the majesty of Florence’s Duomo during a private tour

Detailed Description

Your 7-day Tuscany tour will combine the marvels of the region’s natural scenery with its splendor of preserved towns and cities. This tour will include private transfers, specialized guides, and unique discoveries. Whether you prefer to linger in the medieval charms of Siena or to explore the often-overlooked museums of Florence, you will have an immersive and authentic experience.

Your historically-based tour of Tuscany will begin with your arrival at the Florence airport, where your private transfer will greet and transfer you to your accommodation in Siena. Here, you can enjoy the medieval ambiance with an introductory tour. A specialist guide will lead you through the Chianti Region and the Val d’Orcia for introductions to the landscapes. You will visit enchanting towns, such as Pienza and Montalcino, to witness the preserved lifestyle of Tuscany’s tranquil villages and to sample remarkable wines, such as Chianti Classico.

You will then transfer to Florence for three nights. Your time here will begin with a fascinating exploration of Pisa and Lucca with a specialist guide. The distinctive cities will reveal their former power dynamics and artwork, from Pisa’s famous Leaning Tower to the dramatic walls that surround the city center of Lucca. Once you have settled into the beauty of Florence, you will have two full days to uncover the artistic treasures of the city, from the Uffizi Gallery to the San Lorenzo Church. Lastly, your private transfer will meet you at your hotel in Florence and escort you to the 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 5894 reviews.

Italy, Greece Travel Review: Como, Bellagio, Wine Tour,...

The overall trip was great. The weather was terrific and the countries we visited had so much to see. Zicasso's tour company did a good job of balancing relaxation with fun. Each of the guides we had was so pleasant and shared so much information with us. They were very attentive to our needs.

Reviewed By Nisha V.

Italy Vacation Review: Florence, Rome, Truffle Hunt, Cooking...

Wow, where to begin. This trip was an absolute dream.

When I first spoke to Zicasso’s travel consultant, I told her my main travel concern: traveling with nine- and 15-year-old boys as a single mom in Italy. I was excited to take the trip with them, but I really needed something that was meticulously planned to take away the nerves of having to navigate alone with two kids. She listened and executed the most beautiful trip.

She planned activities that captured the attention and imagination of a fourth grader and a teenager. And the experiences were unique. Probably the highlight of the trip was a truffle hunt with the hunter and his dog in the countryside outside of Florence. My oldest wants to move to Florence and start hunting! We had a personalized cooking class, a private Vespa tour of Rome, and a delicious and informative art and food tour, among other amazing experiences. As we were sending photos back home, I got so many requests for our itinerary because it was so special and unique. Both boys were hard-pressed to choose which part they liked best.

The hotels she selected were beautiful, comfortable, and right in the heart of the cities and attractions we wanted to see. When we encountered a small hiccup (by our hotel, not our travel agent), I contacted her and she responded right away, getting us a free room upgrade and free dinner! We felt very taken care of.

Aside from the amazing activities and locations we saw, the trip was fantastic because everything was so seamless. We always had a private driver arranged, pre-booked train tickets, and even someone to make sure we made it on time for our flight home. I never had to worry about a thing. It was also telling that every tour guide we interacted with had only glowing things to say about our travel agent and her keen attention to detail and organization.

If you're planning on visiting Italy, this travel company is the travel agency you need to select. It takes any of the stress and guesswork out of the travel process, and all you have to do is show up and enjoy.

Thank you so much! You helped us make some amazing memories!

Stephanie

Reviewed By Stephanie S.

Italy 25th Anniversary Travel Review: Positano, Sorrento,...

This was possibly the best vacation we have ever taken. A fitting trip to mark our 25th anniversary, we will remember our days in Positano and Sorrento forever. Everything was perfect and the service and support were extraordinary.

Zicasso's travel specialist and the other people were always super-helpful and friendly. The hotels they chose for us in particular were exactly what we wanted. I can’t think of a single issue. Transport, transfers, etc., were perfect. The only bad part was that we had to return to normal life afterwards! We highly recommend our travel company to anyone! Grazie mille!

Reviewed By Mauro A.

Italy Trip Review: Amalfi Coast, Herculaneum, Vatican, Capri,...

We had a fantastic time and Zicasso's tour operator did an excellent job organizing every detail of our trip. Drivers and guides were always punctual, and the itinerary was perfectly balanced—full days, without ever feeling rushed.

Some real highlights for us were Herculaneum, the Pantheon, the Vatican, and our unforgettable Capri boat tour. Our guide brought Pompeii's history to life in a way that made it feel like stepping back in time and the Naples street food tour was delicious and nostalgic—her pizza fritta instantly took me back to the calzones I grew up with in Niles, Ohio. Our driver was with us for several days and made every transfer feel effortless.

There was a small hiccup at the very end with a trip planner, but it was minor compared to the overall quality of the trip. The organization, communication, and attention to detail throughout made this a truly memorable experience and we wouldn’t hesitate to book with this tour agency again. We had a fantastic time and the tour company did an excellent job organizing every detail of our trip.

Reviewed By James T.

Italy Vacation Review: Positano, Boat Tour, History, 16-Day...

I want to give a huge shoutout to Zicasso's trip coordinator. She was our coordinator through WhatsApp. She was always available, provided quick solutions and documents whenever we needed them. Given a few airline delays, we needed to adapt our itinerary rapidly and she always came in clutch.The itinerary was put together very fast, as we approached this travel company six weeks before our desired travel dates. We had an amazing time and all the activities were tailored to our interests. We would highly recommend them for any Italy travel.

Reviewed By Brad B.

Italy Tour Review: 9 Nights

It was very good and lived up to our expectations.

Reviewed By Sarpreet B.

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