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: Cinque Terre and Pisa Shared Shore Excursion from Livorno Garfagnana: eBike tour Virtual-guided Private Tour Siena San Gimignano and Chianti from Cortona Private Shopping Tour in Tuscany: The Mall Private Skip-the-Line Uffizi Gallery and Vasari Corridor Tour

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 Grape stomping in Chianti from Siena

Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of …More

Siena, Italy

5.0 (1)

Private Grape stomping in Chianti from Siena

Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$278

Chianti from Florence:PRIVATE Wine, Olive Oil Tasting in the Tuscan countryside

“If you truly want to experience the Chianti region, this is the tour you’ve been looking for!” The Chianti region is celebrated worldwide for its …More

Florence, Italy

5.0 (4)

Chianti from Florence:PRIVATE Wine, Olive Oil Tasting in the Tuscan countryside

“If you truly want to experience the Chianti region, this is the tour you’ve been looking for!” The Chianti region is celebrated worldwide for its...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$278

Private Full Day Walking Tour of Florence Highlights with Uffizi and Accademia

Full day tour in Florence with timed entry tickets entrance to Uffizi and Accademia. Admire the most important sites of Florence in one day. The …More

Florence, Italy

4.9 (29)

Private Full Day Walking Tour of Florence Highlights with Uffizi and Accademia

Full day tour in Florence with timed entry tickets entrance to Uffizi and Accademia. Admire the most important sites of Florence in one day. The...

6 hours Hotel pickup offered Free Cancellation

4.9 (29)

from
$279

Private Grape stomping in Chianti from Florence

Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of …More

Florence, Italy

5.0 (12)

Private Grape stomping in Chianti from Florence

Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (12)

from
$278

Private Vespa Tour in Chianti from Florence

The Vespa Experience offers a unique and stylish way to explore Tuscany. Forget the chaos of daily life and enjoy the region’s stunning landscapes from …More

Florence, Italy

5.0 (9)

Private Vespa Tour in Chianti from Florence

The Vespa Experience offers a unique and stylish way to explore Tuscany. Forget the chaos of daily life and enjoy the region’s stunning landscapes from...

6 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$280

Private Day in Florence: An Immersive Experience

During the Florence in a day tour, we will take you to all the highlights of this beautiful city. Florence is well known as the …More

Florence, Italy

5.0 (5)

Private Day in Florence: An Immersive Experience

During the Florence in a day tour, we will take you to all the highlights of this beautiful city. Florence is well known as the...

7 hours Free Cancellation

5.0 (5)

from
$281

Uffizi, Tuscan Flavors & Artisan Workshops in Florence

Discover Florence through its masterpieces, flavors, and timeless craftsmanship. Start with priority entry to the Uffizi Gallery, where your guide unveils the genius of Botticelli …More

Florence, Italy

5.0 (3)

Uffizi, Tuscan Flavors & Artisan Workshops in Florence

Discover Florence through its masterpieces, flavors, and timeless craftsmanship. Start with priority entry to the Uffizi Gallery, where your guide unveils the genius of Botticelli...

6 hours 30 minutes Hotel pickup offered

5.0 (3)

from
$282

Iconic Chianti Town & Two Wineries Visit Full Day Private Tour

Escape the bustling city of Florence and immerse yourself in the rolling hills, ancient vineyards, and timeless charm of the Chianti Classico wine region. On …More

Florence, Italy

5.0 (1)

Iconic Chianti Town & Two Wineries Visit Full Day Private Tour

Escape the bustling city of Florence and immerse yourself in the rolling hills, ancient vineyards, and timeless charm of the Chianti Classico wine region. On...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$284

Entrance tickets included. Uffizi Gallery Guided tour with a professional art guide Free time in the museum after the guided tour. Audio system Professional Guide …More

Florence, Italy

5.0 (6)

Uffizi Gallery Private Tour

Entrance tickets included. Uffizi Gallery Guided tour with a professional art guide Free time in the museum after the guided tour. Audio system Professional Guide...

2 hours Hotel pickup offered

5.0 (6)

from
$285

Shore excursion Florence and Pisa from Livorno Port

Pick-up from your ship at Livorno Arrive in Pisa leave for Florence stop at Piazzale Michelangelo and Duomo Piazza Santa Croce stop at Piazza Duomo …More

Florence, Italy

5.0 (1)

Shore excursion Florence and Pisa from Livorno Port

Pick-up from your ship at Livorno Arrive in Pisa leave for Florence stop at Piazzale Michelangelo and Duomo Piazza Santa Croce stop at Piazza Duomo...

8 hours Free Cancellation

5.0 (1)

from
$285

Private Uffizi and Accademia Time Entry Hidden Art Walking Tour

• 4-hour vip tour of the Accademia and the Uffizi • Discover the incredible masterpieces of Renaissance art • Skip-the line access to the most …More

Florence, Italy

5.0 (22)

Private Uffizi and Accademia Time Entry Hidden Art Walking Tour

• 4-hour vip tour of the Accademia and the Uffizi • Discover the incredible masterpieces of Renaissance art • Skip-the line access to the most...

4 hours 15 minutes

5.0 (22)

from
$286

From Pisa: Private Florence Day Tour with Chianti Farm Lunch

A full private day from the Pisa area to Florence and the Tuscan countryside, with a genuine farm lunch. • Pick-up at your hotel in …More

Pisa, Italy

5.0 (2)

From Pisa: Private Florence Day Tour with Chianti Farm Lunch

A full private day from the Pisa area to Florence and the Tuscan countryside, with a genuine farm lunch. • Pick-up at your hotel in...

10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$286

From Pisa: Private San Gimignano & Chianti Tour with Lunch

A private day from the Pisa area through the Tuscan hills, with a farm lunch and two wine tastings. • Pickup at your hotel or …More

Pisa, Italy

5.0 (2)

From Pisa: Private San Gimignano & Chianti Tour with Lunch

A private day from the Pisa area through the Tuscan hills, with a farm lunch and two wine tastings. • Pickup at your hotel or...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$286

Siena & San Gimignano: Private Tour from Florence

Perfect escape from Florence for a day and journey through the rolling hills of Tuscany to discover the fascinating medieval towns of Siena and San …More

Florence, Italy

5.0 (1)

Siena & San Gimignano: Private Tour from Florence

Perfect escape from Florence for a day and journey through the rolling hills of Tuscany to discover the fascinating medieval towns of Siena and San...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$284

Private Tour Siena San Gimignano and Chianti from Cortona

Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore …More

Arezzo, Italy

5.0 (7)

Private Tour Siena San Gimignano and Chianti from Cortona

Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$287

Transfer Fiumicino FCO Airport to/from Florence optional Orvieto Stop

Your Professional English-speaking Driver will pick you up from Fiumicino Fco International Airport, right after you go through customs with a sign with your name …More

Florence, Italy

5.0 (1)

Transfer Fiumicino FCO Airport to/from Florence optional Orvieto Stop

Your Professional English-speaking Driver will pick you up from Fiumicino Fco International Airport, right after you go through customs with a sign with your name...

3 to 6 hours Hotel pickup offered

5.0 (1)

from
$287

Private Truffle Hunting in Chianti from Florence

The Private Truffle Hunt is a unique experience for food and wine lovers, nature enthusiasts, kids, and adults, offering a chance to explore the secret …More

Florence, Italy

4.3 (7)

Private Truffle Hunting in Chianti from Florence

The Private Truffle Hunt is a unique experience for food and wine lovers, nature enthusiasts, kids, and adults, offering a chance to explore the secret...

6 hours Hotel pickup offered Free Cancellation

4.3 (7)

from
$287

Private Tuscany Tour: Pienza, Montepulciano Wine Tasting & Lunch

Revel in Tuscany’s wine country and hilltop towns on this Privateday trip from Florence. Traveling by luxury minivan with an expert driver-escort, explore the idyllic …More

Florence, Italy

4.8 (16)

Private Tuscany Tour: Pienza, Montepulciano Wine Tasting & Lunch

Revel in Tuscany’s wine country and hilltop towns on this Privateday trip from Florence. Traveling by luxury minivan with an expert driver-escort, explore the idyllic...

9 hours Hotel pickup offered Free Cancellation

4.8 (16)

from
$288

Private 8 hours Tour of Florence and Chianti with wine tasting

Florence is a city full of art, culture, and rich history. There are many sights to see that will leave you in awe. From the …More

Florence, Italy

Private 8 hours Tour of Florence and Chianti with wine tasting

Florence is a city full of art, culture, and rich history. There are many sights to see that will leave you in awe. From the...

8 hours Hotel pickup offered Free Cancellation

from
$289

Private Cinque Terre Tour from Livorno Port & Tour Leader

Explore the five enchanting lands on the steep cliff edges of the Liguria coast. Enjoy the breathtaking view over the sparkling turquoise sea while learning …More

Livorno, Italy

5.0 (11)

Private Cinque Terre Tour from Livorno Port & Tour Leader

Explore the five enchanting lands on the steep cliff edges of the Liguria coast. Enjoy the breathtaking view over the sparkling turquoise sea while learning...

9 hours Free Cancellation

5.0 (11)

from
$293

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?