Top Tuscany Private Sightseeing Tours - page 67

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Private Historic Walking Tour of Livorno

Discover the hidden historic beauty of Livorno, the most important and modern port city in Tuscany. Founded in the 9th century to defend Pisa city, the attractive seaport itself boasts not only advanced infrastructure but also impressive monuments left behind by the eventful history, from the Monument of the Four Moors built in memory of the medieval battles against Moorish pirates, the mighty New Fortress defending the city during the Second World War, the Saint Mark Gate commemorating the fallen in the Independence War in the 18th century, and San Marco Theatre hosting the history-making founding congress of Italian Communist Party.

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Private Historic Walking Tour of Livorno

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San Gimignano, referred to as the 'Town of Fine Towers,' is a UNESCO World Heritage Site, and this walking tour takes you through its medieval heart. Start at Bagnaia Street, where you’ll enjoy views of the ancient defensive walls. Continue along Saint Matthew Street, lined with 13th-century buildings, and explore Rocca Park, offering panoramic views of the town. Admire the art inside the Cathedral of Saint Mary of the Assumption, then pass by the historic Town Hall. Wander through Cistern Square, rich in medieval monuments, stroll down the atmospheric Saint John Street, and finish with stunning views over the surrounding countryside from the Panoramic Point near the Monument to the Fallen.

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San Gimignano - Private Historic Walking Tour

Special Offer

Discover the enchanting landscapes of Tuscany on a private full-day tour from Florence. This personalized experience features a guided walking tour in Siena, where you'll explore the historic center and savor breakfast at a local bar. Visit the medieval village of Monteriggioni, capturing stunning photos of its ancient walls. At Tenuta Torciano, indulge in a traditional Tuscan lunch and wine tasting, with optional food activities available. Conclude your day with a visit to San Gimignano, renowned for its striking medieval towers, before returning to Florence in comfort. - Private transport in a Mercedes van for up to 6 travelers - Guided walking tour of Siena, including Piazza del Campo - Enjoy a traditional Tuscan lunch and wine tasting at Tenuta Torciano - Explore the medieval village of Monteriggioni and San Gimignano at your own pace

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Private Tuscany Tour to Siena and Monteriggioni and San Gimignano

10 hoursFree Cancellation

from

$453

$362

Price varies by group size

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Love, Blood and Exile: A Self-Guided Dante Tour

This self-guided walking tour traces the three forces that defined Dante Alighieri's life: love, blood, and exile, through the medieval streets of Florence where he lived, governed, and was condemned. The tour starts at the Baptistery of San Giovanni, the building Dante called his beautiful San Giovanni and dreamed of returning to until his death. You'll pass the Torre della Pagliazza, one of Florence's oldest towers, and the church linked to Beatrice Portinari. Along the way, learn how guild membership gave Dante political status, how a broken marriage promise sparked factional violence, and how a murder at Ponte Vecchio began Florence's civil wars. At the Bargello, you'll hear the charges that exiled Dante and the death sentence issued when he refused to return. The tour ends at Dante's statue outside Santa Croce, where his empty cenotaph inside raises a question the city never answered: can it truly reclaim the man it refused to welcome home?

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Love, Blood and Exile: A Self-Guided Dante Tour

1 hour 30 minutes to 3 hoursFree Cancellation

5% savings

from

$12$11

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Must-Dos in Tuscany

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What are people saying about Tuscany

DAVID and Accademia Gallery Private Tour in Florence

Francisco_V, Sep 2026

Once in a lifetime experience!!!

Our tour guide, Irina, was exceptional. She truly brought the entire experience to life. Her remarkable knowledge, combined with her genuine passion for the beauty and genius of Michelangelo’s David and the unfinished Prisoners, allowed us to appreciate these masterpieces on a level that would otherwise not have been possible. Irina patiently answered every question and helped us understand not only the extraordinary artistry and craftsmanship of these sculptures, but also their history, meaning, and the remarkable vision behind them. Her insights made us notice details we might easily have overlooked and gave us a much deeper appreciation for Michelangelo’s genius. Seeing David in person was extraordinary. Experiencing it with Irina providing the historical and artistic context made it something more—a truly once-in-a-lifetime experience that we will never forget. The Accademia was extremely busy on the day of our visit, so having a private tour and skip-the-line entrance was absolutely worth it. We could not have asked for a better guide or a more memorable experience. Highly recommended.

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Private Tour: Secret Siena Walking Tour

Mary_P, Sep 2026

Best tour of Siena

We thoroughly enjoyed our morning with Elio seeing the sights in Siena. He was incredibly knowledgeable about the Siena contrada, and especially the Siena Duomo. We learned so much more about its history, mosaics and art than we would have on our own. Highly recommend this experience in Siena

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Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit

Raquel_L, Sep 2026

Feel free in Tuscany

So Florence is a city of shopping. It’s beautiful. But, getting out of the city and seeing so much of Tuscany, a wine tasting at a vineyard and independently feeling free on e-bikes was the highlight of our trip. John has the route perfectly planned and mapped and the bikes are top tier. My 23 year old son and I LOVED this tour. It’s so fun in the forests, and easy with the e-bikes. Highly highly recommend this tour.

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Lucca Bikes and Bites with food tastings for Small Groups or Private

Michelle_C, Sep 2026

We had such a wonderful...

We had such a wonderful experience on our e-bike tour of Lucca! The bikes were great, and the tour was the perfect way to see and experience this beautiful city. Our tour guide Luca was fantastic—friendly, knowledgeable, and shared interesting history and stories about Lucca while making the tour relaxed and enjoyable. We never felt rushed and got to see so much more of the city than we would have on foot. We enjoyed the tour and would highly recommend it to anyone visiting Lucca.

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Florence Exclusive PRIVATE Food Tour with 6 or 10 Tastings

Walter_F, Sep 2026

A Private Tour of Local Foods by an Authentic Local

The intimacy of a private tour by Ana for my wife and me was amazing! The variety of different foods and types of vendors was amazing. In addition to the different foods and venues, our guide, Ana, was extremely knowledgeable about the history of the streets, areas, piazzas, architecture we saw along our stroll through Florence. We never expected to see & learn about the buildings that were the offices of the Medici banking business or where Leonardo da Vinci lived!! Ana did a fabulous job of showing us the tourist hot spots and the quiet interesting food alimanderes & tratorrias of the locals. We felt after a short while that we were being given a private tour by our friend & true local, Ana!!

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Private Tour of Uffizi and Accademia Gallery with David

Shahrzad_K, Jul 2026

Wonderful experience!

I rarely leave reviews, but I was very impressed with our tour guide, Marta. This was the first time our daughters enjoyed being in a museum, thanks to Marta! As someone who has a graduate degree in Art History, I was happy to see my kids finally showing interest in my major! :)

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Florence Private Tour with a Local - Highlights & Hidden Gems

Kristen_C, Jul 2026

Tour with Claudio

Claudio was great! We had some unexpected illness with one of our members on the trip and Claudio not only helped us get her back to our hotel, he also stayed longer and took us around sampling Firenze's best and sharing history of the city. He even helped carry our bags! He was incredibly nice and helpful, we enjoyed our time.

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Accademia Gallery Private Tour with 5-star Guide

Lori_A, Jun 2026

Amazing David

Anna was amazing! She took time to give us the background of Michelangelo before entering the main exhibit. Anna provided the details you wouldn’t find in history books. We learned who Michelangelo was as person, as well as why he was obsessed with perfection as an artist. She personalized the tour to learn about us, too. In the end, we felt like we’d made a Florentine friend. Thank you for such an amazing experience! John & Lori A.

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Private Day Trip to Cinque Terre and Pisa from Florence

Meredith_E, Jun 2026

Cinque Terre Tour

It was one of my most enjoyed tours! Everything was amazing! Donatello picked us up inside our hotel, and then drove us up the mountain and to the first town. While we were driving, he told us a bunch of information on what we were passing, and the cities we were going to. Then, he let us tour the city, and he gave explicit instructions on where to go and what to see. When we were done, Donatello picked us up and brought us right back to the hotel. It was an amazing day, filled with fun and adventure. I would totally recommend this to my friends and family.

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The Best of Tuscany: Private Full Day Tour From Florence

Zachary_K, Jun 2026

Custom private trip is the way to go

This was an amazing experience to be able to see other parts of Tuscany and get a break from the 15 000 steps a day. Being that it was private, we were able to customize the trip being that my wife's pregnant. He drove us everywhere we needed to go to make things easy as well as made great recommendations of must see places and Gelato stands.

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Private day trip to Siena, San Gimignano, Chianti and Pisa, from Florence

Jason_M, Jun 2026

Wow! Mind Blown!

This will be a memory that lasts a lifetime! Do not hesitate to book this private 10 hour tour of beautiful Tuscany & Pisa! Diego was outstanding and went out of his way to show us so much more than we expected. He was patient, kind, accommodating, and incredibly knowledgeable. His passion for his job and love for his country truly shine through in everything he does. This tour exceeded our expectations in every way, and we are so grateful for this unforgettable experience.

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Private tour of Florence in golf cart with authorized local guide

Jayme_K, Oct 2025

We had a fantastic...

We had a fantastic experience on our rickshaw tour of Florence! Ivan was great. He was so knowledgeable and full of history about the city. It was a fun and informative way to get an overview of Florence. He picked us up right at our hotel and made sure we had time to stop and take photos along the way. Highly recommend this tour.

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Not seeing something you are looking for?

When you’ve got limited time and lots to see, booking your own tour guide is the perfect way to maximize your vacation. Such is the appeal of private sightseeing tours in Tuscany, which can take you to any regional highlights you fancy. Have a local expert show you around Florence’s famed Renaissance art galleries and historic street food spots, or be whisked away to countryside wineries and cobblestoned villages via a luxury transfer. Private tours offer activities for every traveler, from food and wine lovers to architecture aficionados and avid cyclists.

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Top Tuscany Private Sightseeing Tours - page 67

1,000+ results

Must-Dos in Tuscany

Florence Duomo (Cattedrale di Santa Maria del Fiore)

Uffizi Galleries (Gallerie degli Uffizi)

Siena Cathedral (Duomo di Siena)

Piazza dei Miracoli

Leaning Tower of Pisa

Accademia Gallery (Galleria dell'Accademia)

Florence Duomo (Cattedrale di Santa Maria del Fiore)

Uffizi Galleries (Gallerie degli Uffizi)

Siena Cathedral (Duomo di Siena)

Piazza dei Miracoli

Leaning Tower of Pisa

Accademia Gallery (Galleria dell'Accademia)

Florence Duomo (Cattedrale di Santa Maria del Fiore)

Uffizi Galleries (Gallerie degli Uffizi)

Siena Cathedral (Duomo di Siena)

Piazza dei Miracoli

What are people saying about Tuscany