Top Tuscany Private Sightseeing Tours

Q: What are the best options for Tuscany Private Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Private Sightseeing Tours are: Livorno port to Cinqueterre villages The Best of Florence Private Walking Tour with a Local Guide Private Guided Half-Day City Walking Tour in Florence Art, Medicis and Renaissance. Explore Florence with Vincenzo Limousine Service from Florence The Mall Outlet private driver

Q: What are the best kid-friendly options for Tuscany Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Tuscany Private Sightseeing Tours are: Lucca: Self-Guided Tour by Bike with MAP Pisa Street Art Self-Guided Bike Tour Private Kids Treasure Hunt in Palazzo Vecchio. Timed entry! Florence - The Medici's Private Walking Tour Pisa: Self-Guided Historic Center Bike Tour View all kid-friendly Tours →

Q: Which Tuscany Private Sightseeing Tours have Instant Confirmation?

Tuscany Private Sightseeing Tours with Instant Confirmation include: Florence's Hidden Gems: A Self-Guided Walking Tour Self-Guided Tours In Florence With 100 Captivating Audio Stories Florence Private Personalized Self-Guided App Tour Florence Haunted Secrets: Echoes of the Dead Exploration Game Florence Self-Guided Audio Tour View all Tours with Instant Confirmation →

Q: I need a ride! Which Tuscany Private Sightseeing Tours have Hotel Pickup?

No problem. These Tuscany Private Sightseeing Tours include Hotel Pickup: Florence - The Medici's Private Walking Tour Private Guided Walking Tour of Florence The Best Of Classic Florence - Private Tour Early morning Lucca private walking tour Florence : Private Custom Walking Tour with a Local Guide View all Tours with Hotel Pickup →

Q: Got any more Tuscany trip ideas?

We sure do. Check out our curated lists of hand-picked Tuscany Tours. Top 10 Tuscany 2026 Senior-friendly tours Tuscany The best tours and activities for culture lovers in Tuscany Top Day Trips from Tuscany Things to do in Tuscany this summer View all Tuscany Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Tuscany?

Based on our sales data over the past year, the most popular styles of tours and activities in Tuscany are: Tuscany Cultural & Theme Tours Tuscany Luxury & Special Occasions Tuscany Luxury Tours Tuscany Cultural Tours Tuscany Historical & Heritage Tours View all tour styles in Tuscany →

Private Florence Evening Food Tour: Oil, Wine, Old-school dishes

Reserve a private experience just for you and your travel mates. You will delight your palate with Tuscan delicacies, fine wine and old-school dishes. Your …More

Florence, Italy

5.0 (2)

Private Florence Evening Food Tour: Oil, Wine, Old-school dishes

Reserve a private experience just for you and your travel mates. You will delight your palate with Tuscan delicacies, fine wine and old-school dishes. Your...

3 hours Free Cancellation

5.0 (2)

from
$307

Private Tour: Montalcino Wine Tasting Experience

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this …More

Arezzo, Italy

5.0 (71)

Private Tour: Montalcino Wine Tasting Experience

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this...

8 hours Hotel pickup offered Free Cancellation

5.0 (71)

from
$308

From Florence to Venice Private Tour Lunch Included

Exclusive Tour: From Florence to Venice. Experience the magic of Venice with an exclusive private tour from Florence! Travel by luxury car with a personal …More

Florence, Italy

5.0 (4)

From Florence to Venice Private Tour Lunch Included

Exclusive Tour: From Florence to Venice. Experience the magic of Venice with an exclusive private tour from Florence! Travel by luxury car with a personal...

12 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$308

Discover the highlights of Chianti Classico while riding through Tuscany’s backroads in a Land Rover Defender. There is a special kind of magic in driving …More

Siena, Italy

5.0 (20)

Private Off Road Wine Tour in Chianti

Discover the highlights of Chianti Classico while riding through Tuscany’s backroads in a Land Rover Defender. There is a special kind of magic in driving...

6 hours Free Cancellation

5.0 (20)

from
$310

Private Biodynamic Wines with lunch in Chianti Classico

The only Experience for true wine lovers. Meeting a producer and their biodynamic approach to wine making. Naturally produced wines by small producers. Genuine Local …More

Florence, Italy

5.0 (5)

Private Biodynamic Wines with lunch in Chianti Classico

The only Experience for true wine lovers. Meeting a producer and their biodynamic approach to wine making. Naturally produced wines by small producers. Genuine Local...

5 hours Hotel pickup offered

5.0 (5)

from
$310

The Best of Florence in few hours - private walking tour

Private walking tour in Florence with a local guide, who will lead you for 2-hour between bridges, alleys, medieval markets and Renaissance palaces, to give …More

Florence, Italy

4.7 (3)

The Best of Florence in few hours - private walking tour

Private walking tour in Florence with a local guide, who will lead you for 2-hour between bridges, alleys, medieval markets and Renaissance palaces, to give...

2 hours Free Cancellation

4.7 (3)

from
$310

From Florence: Balsamic Vinegar, Parmigiano Reggiano & Prosciutto

Spend a full day in the Emilia Romagna region from Florence with the assistance of english speaking driver. Discover the amazing DOP product Prosciutto crudo …More

Florence, Italy

5.0 (4)

From Florence: Balsamic Vinegar, Parmigiano Reggiano & Prosciutto

Spend a full day in the Emilia Romagna region from Florence with the assistance of english speaking driver. Discover the amazing DOP product Prosciutto crudo...

10 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$312

From Florence PRIVATE: Historical Umbria, Assisi and Orvieto - On the Romans way

Discover Umbria, one of Italy’s true hidden gems, during this full-day tour that will take you into the green heart of the country. Visit Assisi, …More

Florence, Italy

5.0 (2)

From Florence PRIVATE: Historical Umbria, Assisi and Orvieto - On the Romans way

Discover Umbria, one of Italy’s true hidden gems, during this full-day tour that will take you into the green heart of the country. Visit Assisi,...

11 to 12 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$313

Cinque Terre Private Tour - The unique coast on the Mediterranean sea

Our Cinque Terre adventure begins with your driver escorting you to Manarola, where you'll immerse yourself in the village's charm. After soaking up Manarola's beauty, …More

Florence, Italy

5.0 (6)

Cinque Terre Private Tour - The unique coast on the Mediterranean sea

Our Cinque Terre adventure begins with your driver escorting you to Manarola, where you'll immerse yourself in the village's charm. After soaking up Manarola's beauty,...

10 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$314

Enjoy Florence as a Family-friendly Experience

This itinerary is designed for families who want to see the top sites of Florence with their children. Letizia grew up in Florence and knows …More

Florence, Italy

5.0 (14)

Enjoy Florence as a Family-friendly Experience

This itinerary is designed for families who want to see the top sites of Florence with their children. Letizia grew up in Florence and knows...

2 to 3 hours Free Cancellation

5.0 (14)

from
$316

Discover the older parts of Siena’s medieval centre and see hidden corners away from the crowded tourist areas, an exceptional itinerary to discover the quieter …More

Siena, Italy

4.9 (108)

Private Tour: Secret Siena Walking Tour

Discover the older parts of Siena’s medieval centre and see hidden corners away from the crowded tourist areas, an exceptional itinerary to discover the quieter...

3 hours Free Cancellation

4.9 (108)

from
$318

From Florence:Tuscany Tuk Tuk with Lunch, Wine & San Gimignano

Experience the beauty of Tuscany on a private tuk-tuk tour through the Chianti countryside! Depart from Florence by shared bus/van, then enjoy an exclusive ride …More

Florence, Italy

5.0 (16)

From Florence:Tuscany Tuk Tuk with Lunch, Wine & San Gimignano

Experience the beauty of Tuscany on a private tuk-tuk tour through the Chianti countryside! Depart from Florence by shared bus/van, then enjoy an exclusive ride...

7 hours Free Cancellation

5.0 (16)

from
$318

Florence Original Experience with a Native Guide

Experience the authentic Florence through the eyes of a born and raised 14th generation native guide, immersing your self in the local community with its …More

Florence, Italy

5.0 (37)

Florence Original Experience with a Native Guide

Experience the authentic Florence through the eyes of a born and raised 14th generation native guide, immersing your self in the local community with its...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (37)

from
$318

Choose a private tour to arrange it as you wish; visit with a professional tour guide your favorite handcraft shop. …More

Florence, Italy

5.0 (2)

Private Tour Around Local Handcrafts

Choose a private tour to arrange it as you wish; visit with a professional tour guide your favorite handcraft shop....

3 hours Free Cancellation

5.0 (2)

from
$318

Full-Day Livorno Shore Excursion to Pisa and Florence

With this private shore exscursion from the port of Livorno an english speaking driver will pick you up in minivan and take you to Pisa …More

Livorno, Italy

5.0 (1)

Full-Day Livorno Shore Excursion to Pisa and Florence

With this private shore exscursion from the port of Livorno an english speaking driver will pick you up in minivan and take you to Pisa...

8 hours Free Cancellation

5.0 (1)

from
$320

Private tour Wine and cheese a perfect combinations val 'Orcia

Take a break in the countryside with a private tour that includes visits to boutique wineries and a sustainable, family run cheese farm. Enjoy a …More

Arezzo, Italy

4.6 (7)

Private tour Wine and cheese a perfect combinations val 'Orcia

Take a break in the countryside with a private tour that includes visits to boutique wineries and a sustainable, family run cheese farm. Enjoy a...

8 to 9 hours Hotel pickup offered Free Cancellation

4.6 (7)

from
$320

Private Vintage Fiat 500 tour in Chianti From Siena

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s …More

Siena, Italy

5.0 (1)

Private Vintage Fiat 500 tour in Chianti From Siena

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$320

Livorno Shore Excursion: Exclusive Wine Experience

You can decide whether you'd like to spend more time at the winery and just visit San Gimignano, then stop in Pisa. Alternatively, you can …More

Livorno, Italy

3.0 (1)

Livorno Shore Excursion: Exclusive Wine Experience

You can decide whether you'd like to spend more time at the winery and just visit San Gimignano, then stop in Pisa. Alternatively, you can...

5 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$323

Private Montalcino and Pienza Tour from Siena

Travelling through the Val d’Orcia is an unforgettable experience. Your eyes will be dazzled by the colours and harmony of this landscape, unsurprisingly listed as …More

Siena, Italy

4.0 (3)

Private Montalcino and Pienza Tour from Siena

Travelling through the Val d’Orcia is an unforgettable experience. Your eyes will be dazzled by the colours and harmony of this landscape, unsurprisingly listed as...

6 hours Hotel pickup offered Free Cancellation

4.0 (3)

from
$324

Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will …More

Siena, Italy

4.6 (10)

Private wine tour of Chianti

Your driver will come to your accommodation around 930 to whisk you off to your first wine tour and tasting. During the day we will...

6 to 8 hours Hotel pickup offered Free Cancellation

4.6 (10)

from
$326

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Tuscany Private Sightseeing Tours?

What are the best kid-friendly options for Tuscany Private Sightseeing Tours Tours?

Which Tuscany Private Sightseeing Tours have Instant Confirmation?

Which Tuscany Private Sightseeing Tours have Free Cancellation?

Tuscany Private Sightseeing Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Tuscany Private Sightseeing Tours have Hotel Pickup?

Got any more Tuscany trip ideas?

What are the most popular styles of Tours and Activities in Tuscany?