Top Tuscany Private Sightseeing 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 →

Pisa, Lucca & Cheese Farm with wine tasting Private Tour

Discover the Tuscan Countryside, two famous towns and cheeses heritage of the region. You will visit Pisa, an ancient maritime city, is an unmissable destination …More

Florence, Italy

5.0 (2)

Pisa, Lucca & Cheese Farm with wine tasting Private Tour

Discover the Tuscan Countryside, two famous towns and cheeses heritage of the region. You will visit Pisa, an ancient maritime city, is an unmissable destination...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$400

Rome Private Tour from Florence with Hotel Pick Up and Drop Off

You must be thinking about visiting a place of historical significance. Then nothing can be a better choice than Rome. Rome is one of the …More

Florence, Italy

Rome Private Tour from Florence with Hotel Pick Up and Drop Off

You must be thinking about visiting a place of historical significance. Then nothing can be a better choice than Rome. Rome is one of the...

12 hours Hotel pickup offered Free Cancellation

from
$401

Let’s explore the so-called Colline Lucchesi and Montecarlo wine areas. This area is known not only for typical Tuscan Sangiovese and Trebbiano grapes, but also …More

Versilia, Italy

5.0 (2)

Wine tour and lunch in Lucca area

Let’s explore the so-called Colline Lucchesi and Montecarlo wine areas. This area is known not only for typical Tuscan Sangiovese and Trebbiano grapes, but also...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$402

Day Trip from Florence: Orvieto and Assisi - private tour

Situated less about two hours drive from Florence, Orvieto sits on a volcanic plateau, high above the picturesque Umbrian countryside which surrounds it. In addition …More

Florence, Italy

5.0 (1)

Day Trip from Florence: Orvieto and Assisi - private tour

Situated less about two hours drive from Florence, Orvieto sits on a volcanic plateau, high above the picturesque Umbrian countryside which surrounds it. In addition...

10 hours Hotel pickup offered

5.0 (1)

from
$402

Private Chianti Wine Tasting from Florence, Half Day Experience

If you are a wine-lover coming to Italy, this Half Day Tuscany Wine Tasting is a must. This experience takes you into the Chianti hills, …More

Florence, Italy

5.0 (14)

Private Chianti Wine Tasting from Florence, Half Day Experience

If you are a wine-lover coming to Italy, this Half Day Tuscany Wine Tasting is a must. This experience takes you into the Chianti hills,...

6 hours Hotel pickup offered Free Cancellation

5.0 (14)

from
$411

Private shooting with flying dress in Tuscany

Wear our beautiful flying dress and get a wonderful and unforgettable private shoting. Locations are variable, you can choose them or we can advise you: …More

Pisa, Italy

5.0 (1)

Private shooting with flying dress in Tuscany

Wear our beautiful flying dress and get a wonderful and unforgettable private shoting. Locations are variable, you can choose them or we can advise you:...

4 to 5 hours Free Cancellation

5.0 (1)

from
$413

PRIVATE Hero E-Bike Experience - Cortona and Montepulciano Valley

This experience follows the same high-level luxury format offered in Cortona, reimagined in Montepulciano and the Chiana Valley. Set among Tuscany’s rolling hills, the journey …More

Arezzo, Italy

5.0 (4)

PRIVATE Hero E-Bike Experience - Cortona and Montepulciano Valley

This experience follows the same high-level luxury format offered in Cortona, reimagined in Montepulciano and the Chiana Valley. Set among Tuscany’s rolling hills, the journey...

4 to 5 hours Free Cancellation

5.0 (4)

from
$417

Full-Day Private Montalcino & Montepulciano Wine Tour from Siena

Embark on this Full-Day Private Montalcino and Montepulciano Wine Tour and indulge your senses in the heart of Italy's renowned wine country! Your day begins …More

Siena, Italy

Full-Day Private Montalcino & Montepulciano Wine Tour from Siena

Embark on this Full-Day Private Montalcino and Montepulciano Wine Tour and indulge your senses in the heart of Italy's renowned wine country! Your day begins...

7 hours Hotel pickup offered Free Cancellation

from
$419

Enjoy Siena with a professional guide who will let you discover the beauties of this UNESCO world heritage listed city. The itinerary will include the …More

Siena, Italy

5.0 (2)

Half-day Private Walking Tour of Siena

Enjoy Siena with a professional guide who will let you discover the beauties of this UNESCO world heritage listed city. The itinerary will include the...

3 hours Free Cancellation

5.0 (2)

from
$420

Full-day Venice Private Tour with Personal Photographer from Florence

Discover the most beautiful places in Venice starting from Florence with our Pro Photographer and our companion who will take wonderful photos of you on …More

Florence, Italy

5.0 (1)

Full-day Venice Private Tour with Personal Photographer from Florence

Discover the most beautiful places in Venice starting from Florence with our Pro Photographer and our companion who will take wonderful photos of you on...

12 hours

5.0 (1)

from
$425

Private Chianti Wine Tasting & Brolio Castle Experience

Embark on a private adventure through the beautiful Chianti wine region, accompanied by an expert local guide and driver in an exclusive vehicle. Begin at …More

Florence, Italy

4.8 (5)

Private Chianti Wine Tasting & Brolio Castle Experience

Embark on a private adventure through the beautiful Chianti wine region, accompanied by an expert local guide and driver in an exclusive vehicle. Begin at...

8 hours Free Cancellation

4.8 (5)

from
$429

Embark on an unforgettable journey into the culinary traditions and world-renowned wines of Tuscany. The Chianti region is celebrated across the globe for its exceptional …More

Florence, Italy

5.0 (5)

Private Tuscan Dinner from Florence

Embark on an unforgettable journey into the culinary traditions and world-renowned wines of Tuscany. The Chianti region is celebrated across the globe for its exceptional...

7 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$430

Parmesan Cheese, Ham and Balsamic Vinegar from Florence

Can you imagine a day where you can taste all of Italy's best foods? And what's even better is that you don't have to choose …More

Florence, Italy

5.0 (1)

Parmesan Cheese, Ham and Balsamic Vinegar from Florence

Can you imagine a day where you can taste all of Italy's best foods? And what's even better is that you don't have to choose...

11 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$433

Private Chianti Rufina Half Day Tour with Lunch from Florence

Chianti Rufina, the smallest and highest-elevation sub-region in Chianti, is celebrated for its high-altitude vineyards that add unique tannic structure to its wines. Located northeast …More

Florence, Italy

5.0 (2)

Private Chianti Rufina Half Day Tour with Lunch from Florence

Chianti Rufina, the smallest and highest-elevation sub-region in Chianti, is celebrated for its high-altitude vineyards that add unique tannic structure to its wines. Located northeast...

7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$433

Private Tuscan Pinot Noir Experience: Land of Medici Family

Travel to the heart of Tuscany to discover the hidden Pinot Noir in the Medici land, a hilly area in northern Florence. This area boasts …More

Florence, Italy

5.0 (1)

Private Tuscan Pinot Noir Experience: Land of Medici Family

Travel to the heart of Tuscany to discover the hidden Pinot Noir in the Medici land, a hilly area in northern Florence. This area boasts...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$433

Private Carmignano Tour: The First Cabernet Sauvignon in Tuscany

Gain in-depth knowledge about a well-reputed and historical wine area. Wine has been produced in the Carmignano region since Roman times. During the Middle Ages, …More

Florence, Italy

5.0 (4)

Private Carmignano Tour: The First Cabernet Sauvignon in Tuscany

Gain in-depth knowledge about a well-reputed and historical wine area. Wine has been produced in the Carmignano region since Roman times. During the Middle Ages,...

5 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (4)

from
$435

Private Chianti with Lunch Half Day Experience from Florence

Discover the symbiosis between wine and food! In Italy, pairing food with wine is sacred, as it amplifies the flavors and creates a perfect balance. …More

Florence, Italy

5.0 (3)

Private Chianti with Lunch Half Day Experience from Florence

Discover the symbiosis between wine and food! In Italy, pairing food with wine is sacred, as it amplifies the flavors and creates a perfect balance....

7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$435

Day Trip from Florence: Orvieto and Wine tasting in Montepulciano - private tour

Having left the center of Florence, you will drive through the beautiful landscape of Tuscany and Umbria. You will stop in Orvieto and walk on …More

Florence, Italy

Day Trip from Florence: Orvieto and Wine tasting in Montepulciano - private tour

Having left the center of Florence, you will drive through the beautiful landscape of Tuscany and Umbria. You will stop in Orvieto and walk on...

10 hours Hotel pickup offered

from
$435

Day trip from Florence: Pisa and Florence - private tour

Enjoy a full-day trip from Florence to the pearls of Tuscany on this private tour of Pisa and Florence. In Pisa, admire the famous Leaning …More

Florence, Italy

Day trip from Florence: Pisa and Florence - private tour

Enjoy a full-day trip from Florence to the pearls of Tuscany on this private tour of Pisa and Florence. In Pisa, admire the famous Leaning...

9 hours Hotel pickup offered

from
$436

Private Chianti Tour from Florence with Lunch and Wine Tasting

Escape Florence for the rolling hills of Chianti on a private tour combing scenic countryside views, Tuscan flavors and local wines. Enjoy round-trip transport in …More

Florence, Italy

5.0 (8)

Private Chianti Tour from Florence with Lunch and Wine Tasting

Escape Florence for the rolling hills of Chianti on a private tour combing scenic countryside views, Tuscan flavors and local wines. Enjoy round-trip transport in...

6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$443

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Private Sightseeing Tours are:

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?