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: San Gimignano and Volterra Private Shore Excursion from Livorno Private Tour: Masterpieces of the Uffizi Gallery Skip-the-line Great Synagogue and Jewish Museum Private Tour Florence Like a Local: Private & Personalized From Florence: Private Minivan Excursion to Pisa and Vinci

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 →

From Siena: Private Brunello & Nobile Wine Tour with Lunch

A private wine day from Siena to the Val d'Orcia, home of two of the greatest Italian red wines: Vino Nobile di Montepulciano and Brunello …More

Siena, Italy

5.0 (3)

From Siena: Private Brunello & Nobile Wine Tour with Lunch

A private wine day from Siena to the Val d'Orcia, home of two of the greatest Italian red wines: Vino Nobile di Montepulciano and Brunello...

9 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$261

From Florence: Private Cortona & Montepulciano with Wine Lunch

Follow the footsteps of the film "Under the Tuscan Sun" on a private day trip from Florence. Travel through the Tuscan countryside, among vineyards, art …More

Florence, Italy

5.0 (1)

From Florence: Private Cortona & Montepulciano with Wine Lunch

Follow the footsteps of the film "Under the Tuscan Sun" on a private day trip from Florence. Travel through the Tuscan countryside, among vineyards, art...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$261

A fantastic way to see two wonderful cities in a single day. This full-day private tour (no more than 8 people) will have an English-speaking …More

La Spezia, Italy

5.0 (13)

Private Full-Day Shore Excursion

A fantastic way to see two wonderful cities in a single day. This full-day private tour (no more than 8 people) will have an English-speaking...

8 to 9 hours Free Cancellation

5.0 (13)

from
$263

Fascinating walk to discover Siena, the most famous monuments and the least known and most precious places. We will walk through alleys and medieval streets, …More

Siena, Italy

5.0 (7)

Siena private guided tour for families

Fascinating walk to discover Siena, the most famous monuments and the least known and most precious places. We will walk through alleys and medieval streets,...

2 hours Free Cancellation

5.0 (7)

from
$264

Uffizi and Palazzo Vecchio Combo Private Tour

A combo tour including two 'must see' museums of Florence: the Uffizi Gallery and Palazzo Vecchio. The Uffizi is the most visited museum in Italy …More

Florence, Italy

5.0 (4)

Uffizi and Palazzo Vecchio Combo Private Tour

A combo tour including two 'must see' museums of Florence: the Uffizi Gallery and Palazzo Vecchio. The Uffizi is the most visited museum in Italy...

3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$264

Cortona E-Bike Scenic Ride - Private Medieval Countryside tour

This is not simply an e-bike tour — it is a curated private experience for travelers who value authenticity, comfort, and true local elegance. Set …More

Arezzo, Italy

5.0 (12)

Cortona E-Bike Scenic Ride - Private Medieval Countryside tour

This is not simply an e-bike tour — it is a curated private experience for travelers who value authenticity, comfort, and true local elegance. Set...

3 to 4 hours Free Cancellation

5.0 (12)

from
$271

Pisa and Lucca Tour from Florence with the Leaning Tower access

Enjoy the Italian jewels of Pisa and Lucca on a day trip leaving from Florence. Make a beeline for Pisa first, appreciating the great square …More

Florence, Italy

5.0 (2)

Pisa and Lucca Tour from Florence with the Leaning Tower access

Enjoy the Italian jewels of Pisa and Lucca on a day trip leaving from Florence. Make a beeline for Pisa first, appreciating the great square...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$271

Day Trip to Pisa & Lucca from Florence with Leaning Tower Access

Take a day trip from Florence to experience the beautiful towns of Pisa and Lucca. First stop is Pisa where you head for the main …More

Florence, Italy

3.0 (1)

Day Trip to Pisa & Lucca from Florence with Leaning Tower Access

Take a day trip from Florence to experience the beautiful towns of Pisa and Lucca. First stop is Pisa where you head for the main...

5 to 6 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$271

Private Wine Tour to Bolgheri with Expert Sommelier - 2 Wineries

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be …More

Lucca, Italy

5.0 (2)

Private Wine Tour to Bolgheri with Expert Sommelier - 2 Wineries

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$272

Private Carrara Marble Quarries Jeep Tour & Wine Tasting

A private day in the Apuan Alps, led by Andrea, an authorized environmental guide who is also your private driver. • Pick-up at your hotel …More

Lucca, Italy

5.0 (1)

Private Carrara Marble Quarries Jeep Tour & Wine Tasting

A private day in the Apuan Alps, led by Andrea, an authorized environmental guide who is also your private driver. • Pick-up at your hotel...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$272

Suvereto Wine Experience PRIVATE TOUR from SIENA

* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experiences * …More

Siena, Italy

5.0 (2)

Suvereto Wine Experience PRIVATE TOUR from SIENA

* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experiences *...

10 hours Hotel pickup offered

5.0 (2)

from
$272

The Complete Wine Tour Brunello, Nobile, Chianti wine experience

Get a personalized tour of Montalcino, Montepulciano, and the Chianti region during this 10-hour private excursion from Florence. Enjoy 2 or 3 different regional varieties: …More

Florence, Italy

4.0 (7)

The Complete Wine Tour Brunello, Nobile, Chianti wine experience

Get a personalized tour of Montalcino, Montepulciano, and the Chianti region during this 10-hour private excursion from Florence. Enjoy 2 or 3 different regional varieties:...

10 hours Free Cancellation

4.0 (7)

from
$272

Unsurprisingly, Tuscany is one of the favorite destinations for cycling enthusiasts: the views, the scent of the trees along the avenues, and the typical colors …More

Siena, Italy

5.0 (4)

Private Ebike Tour in Chianti

Unsurprisingly, Tuscany is one of the favorite destinations for cycling enthusiasts: the views, the scent of the trees along the avenues, and the typical colors...

6 hours Free Cancellation

5.0 (4)

from
$273

Private Cinque Terre Tour from Livorno to Monterosso

Ideal for Cruise passengers. What makes our Cinque Terre exceptional is that is a tour thought to combine private transportation with local public transportation (ferry …More

Livorno, Italy

5.0 (3)

Private Cinque Terre Tour from Livorno to Monterosso

Ideal for Cruise passengers. What makes our Cinque Terre exceptional is that is a tour thought to combine private transportation with local public transportation (ferry...

9 hours Free Cancellation

5.0 (3)

from
$274

Florence: Private Tour. Accademia Gallery David's Statue & Uffizi

Join a private guided tour of the most spectacular attractions in Florence: Uffizi and the famous David's statue by Michelangelo in Academia Gallery, Piazza Duomo, …More

Florence, Italy

5.0 (1)

Florence: Private Tour. Accademia Gallery David's Statue & Uffizi

Join a private guided tour of the most spectacular attractions in Florence: Uffizi and the famous David's statue by Michelangelo in Academia Gallery, Piazza Duomo,...

3 hours Hotel pickup offered

5.0 (1)

from
$274

Carrara marble quarries Cinque Terre PRIVATE TOUR from FLORENCE

- Follow in the Master's footsteps as you trace Michelangelo's tracks to the marble quarries of Carrara. Carrara is where he went (250 miles was …More

Florence, Italy

5.0 (1)

Carrara marble quarries Cinque Terre PRIVATE TOUR from FLORENCE

- Follow in the Master's footsteps as you trace Michelangelo's tracks to the marble quarries of Carrara. Carrara is where he went (250 miles was...

9 hours Hotel pickup offered

5.0 (1)

from
$274

From Pisa: Private Chianti & San Gimignano with Wine Lunch

Spend a day in the iconic landscape of the Chianti hills with a private tour from the Pisa countryside. Drive along avenues of cypress trees, …More

Pisa, Italy

5.0 (4)

From Pisa: Private Chianti & San Gimignano with Wine Lunch

Spend a day in the iconic landscape of the Chianti hills with a private tour from the Pisa countryside. Drive along avenues of cypress trees,...

8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$275

Original Private Tuscany tour by Vintage Beetle car & Wine

Explore Tuscany in style with a classic vintage Beetle car tour from 1977. Enjoy breathtaking views, visit two renowned wineries, and taste exceptional wines including …More

4.9 (9)

Original Private Tuscany tour by Vintage Beetle car & Wine

Explore Tuscany in style with a classic vintage Beetle car tour from 1977. Enjoy breathtaking views, visit two renowned wineries, and taste exceptional wines including...

5 hours

4.9 (9)

from
$275

Ferrari Parmesan Cheese Balsamic Vinegar wine & food PRIVATE TOUR from FLORENCE

Private, Exclusive, Customizable, door-to-door tour of Modena area: * Parmesan cheese tasting * Ferrari museum * Balsamic vinegar tasting * Lambrusco tasting * Luxury Mercedes …More

Florence, Italy

5.0 (3)

Ferrari Parmesan Cheese Balsamic Vinegar wine & food PRIVATE TOUR from FLORENCE

Private, Exclusive, Customizable, door-to-door tour of Modena area: * Parmesan cheese tasting * Ferrari museum * Balsamic vinegar tasting * Lambrusco tasting * Luxury Mercedes...

10 hours Hotel pickup offered

5.0 (3)

from
$276

Orvieto, Civita di Bagnoregio, Pitigliano PRIVATE TOUR from FLORENCE

- Take this tour and discover the best Umbrian towns. Orvieto, with its Duomo and astounding array of Medieval and Renaissance religious art, is a …More

Florence, Italy

5.0 (3)

Orvieto, Civita di Bagnoregio, Pitigliano PRIVATE TOUR from FLORENCE

- Take this tour and discover the best Umbrian towns. Orvieto, with its Duomo and astounding array of Medieval and Renaissance religious art, is a...

10 hours Hotel pickup offered

5.0 (3)

from
$276

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?