Top Tuscany Private Sightseeing Tours - page 5

Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

10 hoursFree Cancellation

(34)

from $633

Florence SANTA CROCE Basilica Private Tour

1 hourFree Cancellation

(20)

from $103

Private Tour in San Gimignano

(56)

from $163

Commence your journey at the iconic Piazza del Campo, immersing yourself in the vibrant atmosphere of Siena's renowned square. Delve into the city's history at Palazzo Pubblico, an architectural marvel serving as the seat of governance. Meander through historic streets, passing Palazzo Tolomei and Palazzo Salimbeni, both UNESCO-listed treasures. Continue to the Basilica of San Domenico, housing the relics of Saint Catherine, before a visit to the Sanctuary of St. Catherine of Siena. Admire the Baptistery and opt for a guided tour of the awe-inspiring Siena Cathedral, adorned with masterpieces of Italian artistry.

Siena Highlights Private Walking Tour With A Guide (Private Tour)

Siena Highlights Private Walking Tour With A Guide (Private Tour)

3 hoursFree Cancellation

4.5

(33)

from $105

Florence Dome Climb & Private Guided Sightseeing Walking Tour with Hotel Pickup

3 hoursFree Cancellation

(11)

from $308

Discover Lucca in all its beauty with the 2-hour deluxe carriage tour. This experience allows you to cross the historic center and walk the entire circuit of the famous Renaissance walls, admiring unique views and hidden glimpses of the city. Along the way I will tell you curiosities, anecdotes and stories related to the monuments, squares and life of Lucca, making the tour personalized and engaging. The carriage is comfortable and can accommodate up to 4 people, ideal for couples, families or small groups. The pace of the tour is relaxing, perfect for taking pictures, enjoying the city without hurrying and living an authentic experience away from the crowds. The welfare of horses is always the priority: they are used to the urban environment and work at a respectful pace. An elegant and unforgettable experience, ideal for those who want to experience Lucca in an original way. Perfect also for those who want a complete immersion in the history, culture of the city.

Lucca Royal Experience – Grand Tour Deluxe by Carriage (2 Hours)

Lucca Royal Experience – Grand Tour Deluxe by Carriage (2 Hours)

(51)

from $332

Experience one of Italy’s most photogenic regions without the stress of logistics on this private, all-inclusive Cinque Terre day trip from Florence. Visit all five colorful seaside villages by train and by boat, traveling just like the locals do, with assistance from your guide. Indulge in the flavors of Liguria, too, with an included lunch in a restaurant overlooking the sea in Vernazza.

Exclusive Private Cinque Terre Experience from Florence

13 hoursFree Cancellation

(104)

from $696

Discover the most popular landmarks and best kept secrets of Arezzo on a 2-hour private walking tour. The short jaunt around the historic center is the perfect way to orient yourself to the Tuscan city for future exploring. Highlights include the Parish Church, Piazza Grande, Antique Market, and more. Be sure to ask for recommendations for things to see, do, and eat during the rest of your vacation.

Arezzo Private Tour with Official Guide

4.8

(13)

from $337

The medieval center of Montepulciano stands on the historic cellars hidden below the city. With this exclusive tour, take a guided walk in the historic center and visit two underground cellars, venture into the tunnels carved into the rock to admire the impressive oak barrels where the Vino Nobile di Montepulciano is left to age. Learn about the history of wine and how it is produced in this area and taste the local vintages.

Tour of the historical cellars in Montepulciano

Tour of the historical cellars in Montepulciano

2 hours 30 minutesFree Cancellation

3.9

(27)

from $76

Cortona Private Guided Tour

4.6

(26)

from $302

Once you’ve had your fill of Florence’s crowds, head across the Arno River to the artsy, off-the-beaten-track Oltrarno neighborhood on this private walking tour. Learn about the city’s artisan traditions and see the talented craftspeople carrying on time-honored art forms like paper marbling, engravings, and enamel and silver work. Tours include a stop inside Santo Spirito Church (own expense) and a glimpse of Michelangelo’s wood-carved crucifix.

Private Florence Oltrarno Art and Crafts Walking Tour

3 hoursFree Cancellation

4.1

(12)

from $220

Experience Tuscany’s iconic Chianti wine country without the hassle of navigating the country roads on your own with this private tour from Florence. Head directly to a historic winery in the Chianti hills for a visit and tasting, then continue on to a boutique winery overlooking San Gimignano. Stop for a tasty lunch overlooking the medieval hill town featuring classic Tuscan specialties.

Private Chianti Wine Tasting from Florence, Half Day Experience

Private Chianti Wine Tasting from Florence, Half Day Experience

6 hoursFree Cancellation

(13)

from $657

Private tour from Livorno port to Pisa and Florence

4.8

(62)

from $848

Uffizi Gallery Private Tour with 5-star Guide

1 hour 40 minutesFree Cancellation

(28)

from $174

Pisa and Florence Shore Excursion from Livorno Port

4.8

(24)

from $1,115

Florence’s cathedral complex is one of the most important sights in the city, but it can be overwhelming on a first visit. With this tour, cover the most important elements in just a few hours while you learn about their history and architecture from your guide. Visit the church, baptistery, museum, and archaeological site for a comprehensive overview of the complex without the challenging climbs to the dome and bell tower.

Florence Duomo Complex Private Tour

1 hour 45 minutesFree Cancellation

(7)

from $157

Private Day Trip Siena, San Gimignano and Chianti from Florence

8 to 9 hoursFree Cancellation

(262)

from $395

Discover one of the premier sculpture collections in Florence on this private tour of the National Museum of Bargello. Admire masterpieces by Renaissance artists like Donatello, Michelangelo, Ghiberti, and Della Robbia and learn about both the works of art and the historic palace that houses them. Cover the vast collection in less than two hours, leaving you plenty of time to enjoy the city afterward.

BARGELLO Private Tour in Florence

1 hour 30 minutesFree Cancellation

(23)

from $128

Discover the history and artistic heritage of Florence’s Gothic masterpiece on a private tour of Santa Croce Basilica. Wander the cloisters and chapels, admiring original frescoes by Donatello and Giotto, and see the ornate tombs of Italian luminaries like Michelangelo, Machiavelli, and Galileo. Trace the roots of the famous Florentine leather industry on a tour of the church’s leather workshop, founded in the 13th century by Franciscan friars.

Private Guided Visit Florence's Santa Croce Basilica and Ancient Leather School

Private Guided Visit Florence's Santa Croce Basilica and Ancient Leather School

1 hour 30 minutesFree Cancellation

(19)

from $135

Private Tour: Siena Walking Tour

(49)

from $209

Make the most of your time in Livorno with this private day trip that includes round-trip transport to Florence plus a stop at a winery in the Tuscan hills for a wine-tasting lunch (own expense). Skip the hassle and delays of public transportation and head straight from the cruise port to Florence so you have more time to explore on your own, then break up the return drive with a winery visit.

Florence and Wine Tasting Private Tour from Livorno

Florence and Wine Tasting Private Tour from Livorno

(12)

from $1,023

Private Cinque Terre Tour from Livorno Port & Tour Leader

(11)

from $755

The Montepulciano tour will allow you to discover one of the most fascinating towns of the area, the so-called “Renaissance pearl” sheltered inside Medieval city walls. We will start our tour on the summit of the town, in the magical Piazza Grande, where we will be able to visit the never-finished Cathedral, see the main Gouvernment Palace, the Palaces Contucci and Tarugi, the beautiful 1500 well, and enjoy a wonderful view over the Val di Chiana and part of the Val d'Orcia. We will then descend the town, following the winding main street, thereby admiring Montepulciano's wonderful palaces and churches along the way. We will learn about its traditions … for example:– did you know that once a year they have a barrel-pushing competition? – , and spot all the movie sets of the town! Last but not least, our tour will take us underground to visit one of the ancient wineries of the town, and taste a glass (or more!) of Nobile wine. IMPORTANT: the tour schedule in the system is 10am and 15pm, but the tour times can be arranged directly with the guide upon request.

Private Guided Tour of Montepulciano with wine tasting

Private Guided Tour of Montepulciano with wine tasting

(17)

from $139

Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip

8 hoursFree Cancellation

Private Tour of Uffizi and Accademia Gallery with David

(65)

from $423

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Top Attractions in Tuscany

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What are people saying about Tuscany

Jessica_H, Jul 2026

A Great Way to See Uffizi and L’Accademia

Our tour guide, Mary, did a fantastic job with our family! She kept things moving and kept us all engaged as we made our way through the Renaissance artwork at the Uffizi and to the L’Accademia to see The David. She was extremely knowledgeable and taught us so much and gave such great details about the artwork and especially about The David. Thank you, Mary, for sharing all of your knowledge with us!

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.

Florence Private Tour with a Local - Highlights & Hidden Gems

Kate_T, Jun 2026

Allasandro took us all...

Allasandro took us all over the city, showed us the history of the Medici family and its affect on the history of Florence. He showed us the most ancient pharmacy in the city which was stunning. He took us to local market that sold fine Italian products we could buy. He took us to a local market and showed us the history of the market and the merchants that worked there. He fed us at a local corner trying out local food that normally we would never think of trying but it was DELICIOUS. He brought us bread from a local market to try that was FANTASTIC, and gave my daughter a gift for her birthday. We couldn’t have asked for more!

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

Gary_G, Jun 2026

Mario is the best.

Mario was the most professional and personal guide we have ever had. His love for Italy was infectious. I became ill and Mario treated me like part of his family. He call his daughter who is a doctor twice for advice for my nausea. He drove me back to my hotel and then continued with the tour with my family. He followed up with my family to make sure I was doing well. My entire family consider Mario as part of our USA family. Thank you Mario.

Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence

Karin_H, Jun 2026

Private Driver for a Siena, San Gimignano and Chianti Day Trip

This was a great way to get out to the wine country. Our driver was nice and efficient. It was a great tour if you want a private driver to go Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence. If you want a tour guide, pick another tour. We just needed a driver.

The Best of Tuscany: Private Full Day Tour From Florence

Javier_C, Jun 2026

We enjoyed our day in...

We enjoyed our day in Tuscany. Alex, our driver, was on time, friendly, knowledgeable and made the experience to our liking. We went first to the Michelangelo plaza, across the river, where we had not been yet for a great view of Florence. We chose not to go to Pisa, for more time in the Chianti area and wine tasting. We drove to Monteriggiani, a small walled town, which had a recent restoration. Throughout the day, all buildings were a way to feel how itight have been in medieval times. Then was Siena, with its massive, unfinished, cathedral, and the unique shell shaped plaza. We went wine tasting and lunch at Corbacci, an exclusive experience, as we get to pair wine with meal. Our host Agnes guided us through the tasting and with a passion for wine. The scenery of this place is all we have in mind when we think Tuscany. Lunch was great, no surprise. We left and headed.to St Gminiano, another well preserved medieval town, though with a different flare. Alex drove thru the countryside for more spectacular views. Then back to Florence, already planning our next visit.

Florence Exclusive PRIVATE Food Tour with 6 or 10 Tastings

Molly_W, Jun 2026

Ana was fantastic!!!!! We...

Ana was fantastic!!!!! We went to the more authentic Florence places and she was so fun and knowledgeable! I was a little under the weather and she helped me find a pharmacy. She was great with the kids and it was also a very informative tour of the city. Would highly recommend Ana!

Livorno Shore Excursion: Pisa and Florence Private Day Trip

Cristina_M, May 2026

Loved our Shore Excursion & Private Guide in Florence

Elena was our tour guide in Florence, and she was excellent. I am not a museum person, yet she made a museum visit super interesting with all of her historical stories. Our driver Mario was also great. And the main office made scheduling and discussing changes very easy via WhatsApp.

Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region

Lorena_B, May 2026

Fantastic day trip!

Fantastic day trip! Our driver Valentin was the best! He arrived at our hotel in a beautiful Mercedes Benz. As he drove us to each city, he provided a brief history about where we were going to visit. At each city we had plenty of free time to roam around and enjoy. Our last stop was the winery. We had a wonderful time sipping the various wines. However, when we were given the last wine to taste, the waitress didn’t even allow us 5 minutes to enjoy it. She said “let me guide downstairs as your hour is up”. To be honest, we would never do the wine tasting again. We felt they cared more about selling wine than allowing the guest to have a nice experience. Overall, we give it 5 stars because of Valentin and the beautiful cities we visited but not the wine tasting.

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

Patrice_C, Apr 2026

Hidden Gem and a must see!

Our guide Luca ( yes that was his name) was a local and excellent. He was proud to share the history. This little town is so beautiful. Family friendly. kids playing, moms walking babies in strollers and music on the side walk by local artist. The tour included a stop for wine and Aperitivo, then more riding and a stop for gelato. Luca knew all the local spots. After we walked around town and went in the church where it is said the have the real face of Jesus. It was under reconstruction but they had informative info on it.

DAVID and Accademia Gallery Private Tour in Florence

Daphne_M, Apr 2026

Early private tour is worth every dime!

We were able to be some of the very first people to enter in the early morning tour with our private guide, Irina. We were able to walk right up to David, take unobstructed photos, and see every detail Irina explained right up close. (Just 20 minutes later the room was packed with visitors and getting close would have been impossible!) She was incredibly knowledgeable and truly brought the history and process to life. She’s an amazing guide and I will be pointing my friends who travel to Florence straight to her. Don’t hesitate to book this one!

Private Uffizi Gallery Tour with Reserved Entry

Susan_M, Mar 2026

We booked less than 24...

We booked less than 24 hours before the tour and had an amazing time! The tour was only the three of us in our group, which enabled us to customize the tour to what we wanted to see. Our guide was extremely knowledgeable in art and provided a lot of background and history with not only the pieces but also the Uffizi and the Medici family.