Top Tuscany Private Sightseeing Tours

Q: Which Tuscany Private Sightseeing Tours have Instant Confirmation?

Tuscany Private Sightseeing Tours with Instant Confirmation include: Chianti Heli Wine Tour Fly Brunello - Heli Wine Tour Four Days Private Tuscany City Tour from Florence Luxury Balloon Tour in Tuscany Tuscany Multi Day Bike Tour History Wine and Local Flavors 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: Chianti Heli Wine Tour Fly Brunello - Heli Wine Tour Four Days Private Tuscany City Tour from Florence Luxury Balloon Tour in Tuscany Three Days Tuscany Winery Tour from Florence 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 →

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

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 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

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

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 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
$408

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

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
$399

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

Private Vespa Sidecar Tour of Florence with Panoramic Views

Your professional English driver will meet you at your hotel (within Florence) and take you on a beautiful panoramic drive. Leaving the hustle and bustle …More

Florence, Italy

5.0 (29)

Private Vespa Sidecar Tour of Florence with Panoramic Views

Your professional English driver will meet you at your hotel (within Florence) and take you on a beautiful panoramic drive. Leaving the hustle and bustle...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (29)

from
$399

Private Horseback Riding with Gourmet Lunch & Transfer

Enjoy an exclusive, fully private Tuscan day tailored entirely to your group. We take care of every detail—starting with seamless door-to-door transfer directly from your …More

Montecatini Terme, Italy

5.0 (1)

Private Horseback Riding with Gourmet Lunch & Transfer

Enjoy an exclusive, fully private Tuscan day tailored entirely to your group. We take care of every detail—starting with seamless door-to-door transfer directly from your...

7 to 8 hours Free Cancellation

5.0 (1)

from
$399

MONTALCINO Private E-Bike & Brunello Winery Experience

Ride through the rolling hills of Montalcino on a private e-bike experience for travelers seeking authenticity, exceptional wines, and a deeper connection with Tuscany.Set in …More

Chianti, Italy

5.0 (8)

MONTALCINO Private E-Bike & Brunello Winery Experience

Ride through the rolling hills of Montalcino on a private e-bike experience for travelers seeking authenticity, exceptional wines, and a deeper connection with Tuscany.Set in...

3 to 5 hours Free Cancellation

5.0 (8)

from
$398

Full-Day Assisi and Orvieto Private Tour from Florence

Assisi and Orvieto tour from Florence will let you to discover a couple of ancient villages with a keen eye on the religious architecture of …More

Florence, Italy

Full-Day Assisi and Orvieto Private Tour from Florence

Assisi and Orvieto tour from Florence will let you to discover a couple of ancient villages with a keen eye on the religious architecture of...

10 hours Hotel pickup offered

from
$398

From Florence: Private Ferrari Museums Tour: Italy's motoring art excellence

Discover the world of Ferrari on a full-day immersive experience starting from Florence, with guaranteed departures and travel in a premium minivan. Begin at the …More

Florence, Italy

4.1 (9)

From Florence: Private Ferrari Museums Tour: Italy's motoring art excellence

Discover the world of Ferrari on a full-day immersive experience starting from Florence, with guaranteed departures and travel in a premium minivan. Begin at the...

10 hours Hotel pickup offered Free Cancellation

4.1 (9)

from
$394

Fiesole. Art and history over the horizon

Florence is the cradle of Renaissance but sometimes can be really crowded and overwhelming, especially in the summertime. Discover this tiny village nestled on the …More

Florence, Italy

5.0 (4)

Fiesole. Art and history over the horizon

Florence is the cradle of Renaissance but sometimes can be really crowded and overwhelming, especially in the summertime. Discover this tiny village nestled on the...

3 hours Free Cancellation

5.0 (4)

from
$391

From Florence: PRIVATE Siena and San Gimignano with wine tasting

Discover 3 of the most authentic towns nestled in the heart of the tuscany countryside. Siena, the famous Palio city, San Gimignano, UNESCO heritage and …More

Florence, Italy

5.0 (7)

From Florence: PRIVATE Siena and San Gimignano with wine tasting

Discover 3 of the most authentic towns nestled in the heart of the tuscany countryside. Siena, the famous Palio city, San Gimignano, UNESCO heritage and...

9 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (7)

from
$391

Private Full Day Tour to Venice from Florence with Pick Up and Drop Off

Venice is one of the most visited cities of whole Europe. The city how it is nowadays is similar to how it was at the moment …More

Florence, Italy

Private Full Day Tour to Venice from Florence with Pick Up and Drop Off

Venice is one of the most visited cities of whole Europe. The city how it is nowadays is similar to how it was at the moment...

12 hours Hotel pickup offered Free Cancellation

from
$386

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years …More

Florence, Italy

5.0 (7)

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years...

5 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$379

2 hour Siena Private Guided Walking Tour

Get your Walking Tour in Siena and discover its culture, incredible sites, stories & legends with entertaining and passionate professional guides. See the artistic, religious, and cultural treasures …More

Siena, Italy

5.0 (2)

2 hour Siena Private Guided Walking Tour

2 hours Free Cancellation

5.0 (2)

from
$377

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?

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

View all kid-friendly 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?