Top Tuscany Private Sightseeing Tours

TOP San Gimignano: Private Guided Tour with Your Mobile

2 to 3 hoursFree Cancellation

$6$5

Discover the authentic soul of Florence on a walking tour that blends iconic landmarks with hidden gems, perfect for travelers looking beyond the usual tourist paths. The tour begins with an external visit to three historic Medici residences, symbols of the family that shaped the Renaissance, followed by a walk along the Vasari Corridor, the Medici’s ancient secret passage. Cross the Ponte Vecchio, admiring its historic shops over the Arno, and explore the Oltrarno district, Florence’s most genuine artisan neighborhood, reaching the charming Santo Spirito area, loved by locals. Continue along Via Tornabuoni, where Renaissance palaces meet luxury boutiques, and arrive at Piazza della Signoria, an open-air museum and the city’s political heart. The tour ends in the San Lorenzo area, near the Medici Basilica and the lively Central Market, full of local flavors and traditions.

Florence Walking Private Tour Hidden Gems

Florence Walking Private Tour Hidden Gems

1 hour 50 minutesFree Cancellation

$78$74

Join us for an unforgettable tour of the Cinque Terre, designed for travelers who want to explore this coastal paradise in comfort, depth, and style. Your adventure begins with pickup in a private, air-conditioned van, taking you on a drive along the Ligurian coast. With your expert local guide, you’ll uncover the secrets and beauty of the five iconic villages: Monterosso, Vernazza, Corniglia, Manarola, and Riomaggiore. Wander through colorful streets, visit ancient churches, sip wine on cliffside terraces, and take in stunning views of the sea. Your guide will ensure a smooth, relaxing experience with insider stories, photo stops, and hidden gems you’d never find on your own. Enjoy local cuisine, take time for shopping or a refreshing swim, and feel the charm of the Cinque Terre come to life through the eyes of a passionate guide. This all-day private experience is perfect for couples, families, or small groups looking to explore at their own pace, with every detail sorted.

Day Excursion to Cinque Terre with Private Van and Guide

Day Excursion to Cinque Terre with Private Van and Guide

Surprise your loved one with an unforgettable, eco-luxury getaway in the heart of Tuscany. Traveling in a premium, silent Tesla with a panoramic glass roof, you will leave Florence behind to explore the medieval towers of San Gimignano during the magical late afternoon. Avoid the crowds and enjoy a romantic stroll before heading to a scenic local estate for a gourmet "Apericena" (a generous Italian aperitif/light dinner) paired with three premium local wines, including the famous Vernaccia DOCG. Experience the ultimate Tuscan sunset and return to Florence under the stars.

San Gimignano Sunset Tesla Tour and Apericena

San Gimignano Sunset Tesla Tour and Apericena

6 hoursFree Cancellation

Private Taste of Tuscany Tour

9 hoursFree Cancellation

Florence Italy Private Walking Tour + affogato

2 hours 30 minutesFree Cancellation

$62$59

Explore Florence aboard a charming classic Fiat 500, with scenic stops at piazzale Micheangelo, San Miniato al Monte and the beautiful Arcetri hills. enjoy breathtaking views, mmorable photo opportunities and wine during the Fiat 500 experience, Then continue to a local home in Florence for a hands on cooking class, where you will prepare fresch handmade pasta and traditional tiramisu. Sit down and enjoy everything you have prepared, accompanied by wine. A unique experience combining Florence's panoramic beauty, Italian food and local traditions.

Florence Fiat 500 Tour with Cooking Class

Florence Fiat 500 Tour with Cooking Class

4 hoursFree Cancellation

$224$213

Discover the hills of Florence on a private two-hour tour by electric golf cart, combining panoramic views, photo stops and included Prosecco. Admire Florence’s skyline from Piazzale Michelangelo, stop to see the beautiful exterior of San Miniato al Monte, and continue through the peaceful hills of Arcetri. Enjoy time to take photos and relax with Prosecco during a scenic stop. Travel with your own driver and discover the sights with a multilingual audio guide. The golf cart is reserved exclusively for your group, making this a personal way to explore beyond the city centre.

Florence Hills Private tour with Prosecco:Michelangelo & Arcetri

Florence Hills Private tour with Prosecco:Michelangelo & Arcetri

2 hoursFree Cancellation

$112$106

Private Michelangelo Cooking Experience David and Italian food

3 hoursFree Cancellation

$282$268

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

Private Tuscany Tour to Siena and Monteriggioni and San Gimignano

Private Tuscany Tour to Siena and Monteriggioni and San Gimignano

10 hoursFree Cancellation

$440$418

Tuscany Countryside in 2 Days on Horseback and E-Bike in Montepulciano

2 daysFree Cancellation

$609$578

Experience the artistic heart of Florence with a private 3-hour tour combining an outdoor walking exploration of the historic center with an in-depth guided visit to the world-famous Uffizi Gallery. Begin with a one-hour stroll through Florence’s most iconic landmarks, including Piazza della Signoria and Ponte Vecchio, as your private guide introduces you to the powerful Medici family and the birth of the Renaissance. Then skip the long entrance lines at the Uffizi Gallery and immerse yourself in two hours of curated masterpieces. Admire Botticelli’s Birth of Venus and Primavera, Michelangelo’s Doni Tondo, Caravaggio’s Medusa, Leonardo da Vinci’s early works, Raphael’s Madonna del Cardellino, and Titian’s Venus of Urbino. With a passionate English-speaking art historian dedicated exclusively to you, this private experience offers tailored storytelling, deeper insights, and the flexibility to explore at your own pace.

Private Florence Tour with Uffizi Gallery Skip the Line Tickets

Private Florence Tour with Uffizi Gallery Skip the Line Tickets

3 hoursFree Cancellation

$383$364

Combine Tuscany's most famous wine country with one of its most beautiful cities on this private day trip from Florence. Your English-speaking driver picks you up at your accommodation and follows the Chiantigiana, the scenic road that winds through the Chianti hills. Stop in Greve in Chianti to stroll around its funnel-shaped square, then continue to a winery for a visit of the vineyards and cellar, followed by a tasting of Chianti Classico wines. If you wish, we can book lunch for you at the winery or a local trattoria (paid on site). In the afternoon, reach Siena and enjoy free time in the historic centre: Piazza del Campo, the striped marble Cathedral and the narrow medieval streets of the contrade, the city's historic districts. In the late afternoon, relax on the drive back to Florence. Because the tour is private, only your group travels in the van and you can adjust the time spent at each stop to your interests.

Siena and Chianti Private Tour with Winery Visit

Siena and Chianti Private Tour with Winery Visit

8 hoursFree Cancellation

$563$534

Experience the true magic of Tuscany without the stress, queues, or rigidity of group tours. What distinguishes the experience is the luxury of time, of absolute comfort, and of complete personalization. For 8 hours, you will have a local Pro available to make your trip smooth and unforgettable. Admire the breathtaking geometries of the Siena Cathedral and stroll in Piazza del Campo to breathe the atmosphere of the Palio; Enjoy a walk among the iconic medieval towers of San Gimignano; Cross the most beautiful scenic roads in the world exploring Chianti. Upon request, your driver will be able to advise you on the best local wineries to stop and taste an authentic glass of Chianti Classico (tasting and lunch are free, to guarantee you maximum choice).

Siena San Gimignano and Chianti Private Tour 8 hours from Florence

Siena San Gimignano and Chianti Private Tour 8 hours from Florence

8 hoursFree Cancellation

Private Full day, Excursion to 5 Terre and Pisa

11 hoursFree Cancellation

Discover the heart of Chianti on this private 7-hour tour filled with wine and history. Visit a family-owned winery for an insightful guided tour of the vineyard and cellar, where you’ll learn about traditional wine production methods. Enjoy a delightful wine tasting featuring the iconic Chianti Classico and a traditional Tuscan lunch made with local ingredients **Lunch is not included in the tour price, an additional €60 per person will be charged from the winery** Explore charming medieval villages like Greve,Castellina, and Panzano, each offering stunning views and rich cultural heritage. This tour is perfect for wine enthusiasts and history lovers alike, providing an intimate experience of the beautiful Chianti region. - 7-hour private tour exploring Chianti's wineries and villages - Guided tour of a family-owned winery with wine tasting and a traditional Tuscan Lunch**not included in the price** - Visit picturesque villages with rich history and incredible views

Private 7 Hour Chianti Tour Wineries and Medieval Villages

7 hoursFree Cancellation

Experience the charm of Val d'Orcia, a UNESCO World Heritage site, with a full-day tour exploring the iconic villages of Pienza and Montepulciano. Stroll through Pienza, known as the 'ideal city,' and admire its Renaissance architecture alongside remarkable views of the valley. In Montepulciano, enjoy the medieval atmosphere while discovering its exquisite wines, particularly Vino Nobile. The tour can includes a visit to a family-owned winery for an insightful vineyard and cellar tour, followed by a delightful wine tasting and a traditional Tuscan lunch featuring fresh, local ingredients.**Not included in the price, to be paid on-site 60 euro per person** - Full-day tour through the picturesque Val d'Orcia region - Explore the Renaissance beauty of Pienza and its historical sites - Discover Montepulciano’s medieval charm and world-class wines - Make your tour even more special by adding a vineyard lunch (available upon request, for an extra charge).

Val d'Orcia Full Day Tour Pienza Montepulciano and Wine Tasting

8 to 9 hoursFree Cancellation

If you don’t want to walk through another Renaissance palace admiring beautiful rooms without really understanding what you’re seeing, this tour is for you. Palazzo Vecchio is much more than a museum: it was the political heart of Florence and one of the places where Medici power was built, displayed and defended. With your guide, the palace becomes much easier to read. Instead of overwhelming you with dates and names, the tour connects the paintings, symbols, monumental rooms and hidden political messages to the people and ambitions behind them. Discover why certain images appear on the walls, how the Medici used art to communicate authority, and what these rooms reveal about power, rivalry and life in Renaissance Florence. The small-group format gives you time to ask questions, notice details most visitors walk past and leave Palazzo Vecchio feeling that you actually understand the story behind what you have seen — not that you simply visited another museum.

Florence Palazzo Vecchio Guided Tour with Tickets & Medici Story

1 hour 30 minutesFree Cancellation

$203$193

Discover the beauties of the Crete Senesi with a short hike through picturesque and iconic hills, with the historic city of Siena as the backdrop. This route offers the opportunity to immerse yourself in nature and appreciate the unique landscapes of this region. A great choice for lovers of outdoor walks and for those looking for an authentic experience in Tuscany for postcard photographs. - 7 km excursion between Crete Senesi and Siena - 120 meters low altitude difference, suitable for different levels of experience - Immersion in the Tuscan hilly landscapes and stop at the Transitional site - Ideal for nature and trekking enthusiasts.

Excursion on the Crete Senesi of Leonina

Excursion on the Crete Senesi of Leonina

1 hour 30 minutes to 2 hours 30 minutesFree Cancellation

$28$27

Discover Siena on an immersive walking tour through one of Tuscany’s most enchanting medieval cities, a UNESCO World Heritage Site. We discover the historic Palazzo Salimbeni, headquarters of the Bank Monte dei Paschi, and the city’s deep financial and cultural heritage. Continue through narrow medieval streets filled with artisan shops and local flavors. Visit the spectacular Piazza del Campo, famous for its shell shape and the legendary Palio horse race held twice a year. Admire the Palazzo Pubblico, Torre del Mangia, Loggia della Mercanzia, and Fonte Gaia while learning about the traditions of the city’s Contrade. The journey continues through charming alleys where you can find Tuscan specialties such as local wines and salami. The tour concludes with exterior views of the stunning Baptistery of St.Giovanni and the magnificent Duomo of Siena, masterpieces of white and black marble that define the city’s skyline. An experience that blends history, culture, and authentic Tuscan life

Siena Private Tour: Discovering the legendary Palio spirit

Siena Private Tour: Discovering the legendary Palio spirit

2 hoursFree Cancellation

Indulge in an exclusive culinary journey through Florence with a VIP walking food and wine tour that guarantees priority access at every stop. Savor local delicacies like artisanal Affogato and gourmet Panino while uncovering the rich Roman history that shaped this iconic city. Experience the legendary Wine Window, and enjoy a savory Pizza Fritta finale, all without the hassle of waiting in line. Designed for foodies and discerning travelers, this small-group tour offers insider access to the best of Florentine gastronomy and history. - Enjoy priority access at all food and wine stops, skipping the lines. - Visit the historic Wine Window and taste Tuscan red wine with local cheese. - Discover Florence's roots as an ancient Roman colony and its Renaissance transformation. - Delight in gourmet tastings, including Affogato, Panino, and Pizza Fritta, from top local spots.

VIP Florence Food & Wine Walking Tour: Skip-the-Line Experiences

2 hours to 2 hours 30 minutesFree Cancellation

EBike Tour Querceto and Monterufoli Forest

3 to 4 hoursFree Cancellation

Special Offer

Capturing special moments with a personalized photoshoot in Livorno is a unique experience. With a Pro photographer specializing in outdoor portraits, you can choose from splendid Tuscan landscapes, from the beaches of the Mascagni Terrace to the historical charm of the cities. Every session is tailored for you, ideal for families, couples, and even pets. Furthermore, upon request, you can add an English guided tour or a private transport service that will take you to some of the most beautiful art cities like Pisa and Florence. Bring home an unforgettable memory of your trip.

Personalized Photo Service in Livorno

40 minutes to 1 hourFree Cancellation

Discover the true soul of Cortona with a private tour designed to make you experience the village like a local. We will wander through medieval alleys and iconic squares, revealing the secrets of artistic masterpieces, breathtaking views of the Chiana Valley, and fascinating stories you won't find in any tourist guide. No rush or large groups: just an authentic, engaging, and paced experience tailored to your curiosities, enriched with the best advice on where to taste true Tuscan cuisine. Book your tour now and be enchanted by the magic of Cortona!

$225

$214

Special Offer

Private Walking Tour of Cortona

1 to 2 hoursFree Cancellation

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Must-Dos in Tuscany

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What are people saying about Tuscany

Private Golf Cart Tour in Florence

Mary_B, Nov 2026

Evening Florence Tour

An excellent experience overall! It was a wonderful way to get to see parts of Florence we wouldn’t have otherwise. Massimo (I believe) was an absolutely wonderful driver, very easy to communicate with, a wealth of information, and he cared we got to see everything. We couldn’t have had a better experience!

Florence Exclusive PRIVATE Food Tour with 6 or 10 Tastings

ROdney_D, Nov 2026

Excellent Guide Provides Excellent Adventure

Ana was a fabulous guide. She was charming, knowledgeable, and gave us great recs. She went out of her way to accommodate our allergies, esp with respect to our gluten free guest. She brought true local knowledge & took us to places we never would have stumbled upon on our own. She has stayed in touch with further recs, which we have visited & loved.

Private tour of Florence in golf cart with authorized local guide

Nicole_M, Oct 2026

Views, history, and espresso!

It was really nice to get a tour of the outskirts of Florence, the hills, the views. The views!!!! We got to see the city from above, and through some local neighborhoods. We learned some new things about the history of Florence as well. Our driver even stopped at a local bakery so we could have some pastries and espresso. A lovely day! Our tour driver Marcello was great!

Cinque Terre Experience From Florence

Chip_M, Oct 2026

Fantastic adventure with Sightseeing Experience!

This was an amazing experience! Our guide, Tabata, was super friendly and knowledgeable. Tabata made it fun! We had options at each destination, which was great! Our motor coach operator got us to and from safely, which is no small task the way some people drive around here. Perfect excursion, highly recommended! Wear comfortable walking shoes and dress for the weather.

Private Florence Tour: 3-Hour Walking Tour with a Licenced Guide

Tracey_E, Oct 2026

A Wonderful Walking Tour of Florence with Irina!

We had a wonderful time on our private walking tour in Florence with Irina! She was an excellent guide and made the experience both enjoyable and memorable. We loved exploring the beautiful city, learning about its rich history, and discovering more about its culture and charm. Irina made the tour feel personal and engaging, and we truly enjoyed our time with her. We highly recommend Irina to anyone looking for a fantastic private walking tour in Florence!

Private Tour of Uffizi and Accademia Gallery with David

Charla_T, Oct 2026

Enjoyable and Informative Tour

Half day private tour of Uffizi and Accademia (statue of David). Our tour guide Aksana did a great job of explaining each painting, sculpture and work of art, making them interesting and relating them to history and how Florence has evolved today. Much better than those large group tours. Highly recommended!

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.

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

Emily_H, Sep 2026

A Perfect Day

This was the highlight of our trip! We were provided with everything we needed in order to spend a day biking through the beautiful the countryside - GPS guide, helmets, wonderful easy to used bikes with storage on the back. We biked through the hills just outside the city, stopping to take in the views, enjoy a cappuccino, or stop at the winery for a glass of wine. The independence to follow the guide provided via the GPS allowed us to go at our own pace & felt like a special day planned just for us. We will definitely be booking again!

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

David_B, Aug 2026

Roberto, native...

Roberto, native Florentine, as our driver and unofficial guide as we visited Pisa, San Gimignano, and Siena. He was the a great driver, excellent host and guide and took very good care of us as we toured through Pisa and the amazingly picturesque Tuscan countryside. Lots of time in the car but the views, food and overall experience were well worth the time and money.

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.

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.

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.