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: Private Tour from Florence to Pisa & Optional Leaning Tower Pisa and Florence Port Tour (Driver Only/Self Touring) Private One Day Tour to Pisa and Lucca Florence Private Day Trip to Siena and San Gimignano Medieval Villages: San Gimignano & Volterra from Livorno port

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: Self-Guided Tours In Florence With 100 Captivating Audio Stories Florence's Hidden Gems: A Self-Guided Walking Tour 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 →

Tuscany Tour Siena - San Gimignano - Winery

Our exclusive food and wine tour begins in Siena, one of the most fascinating cities in Tuscany. The day begins with a visit to the …More

Florence, Italy

5.0 (6)

Tuscany Tour Siena - San Gimignano - Winery

Our exclusive food and wine tour begins in Siena, one of the most fascinating cities in Tuscany. The day begins with a visit to the...

8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$902

Private Siena to Florence Chianti and San Gimignano Transfer Tour

Travel between destinations and visit sights along the way. Stop to visit the medieval fortress of Monteriggioni before spending leisure time in the hill-town of …More

Siena, Italy

5.0 (9)

Private Siena to Florence Chianti and San Gimignano Transfer Tour

Travel between destinations and visit sights along the way. Stop to visit the medieval fortress of Monteriggioni before spending leisure time in the hill-town of...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$902

PRIVATE WINE TOUR TUSCANY Chianti Wineries, Expert English driver

The winery reserved where you will have the experience are: - Poggio Amorelli full experience with 3 meals Lunch, cellar tour with an wine expert, …More

Florence, Italy

5.0 (63)

PRIVATE WINE TOUR TUSCANY Chianti Wineries, Expert English driver

The winery reserved where you will have the experience are: - Poggio Amorelli full experience with 3 meals Lunch, cellar tour with an wine expert,...

8 hours Hotel pickup offered Free Cancellation

5.0 (63)

from
$902

An entire day to explore Florence. One of our drivers will wait for you in the cruise terminal with the name indicated in the booking. …More

Pisa, Italy

5.0 (1)

Florence Full Day from Pisa

An entire day to explore Florence. One of our drivers will wait for you in the cruise terminal with the name indicated in the booking....

8 hours Free Cancellation

5.0 (1)

from
$908

Full-Day Car Tour Siena San Gimignano and Chianti from Florence

A full-day tour to Siena and to San Gimignano, the medieval town considered a Unesco World Heritage Site. Lunch will be held at the Castle …More

Florence, Italy

5.0 (2)

Full-Day Car Tour Siena San Gimignano and Chianti from Florence

A full-day tour to Siena and to San Gimignano, the medieval town considered a Unesco World Heritage Site. Lunch will be held at the Castle...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$911

Shore excursion to Pisa and Florence from Livorno Port

Exclusivity: exclusive service in a top-of-the-range Mercedes-Benz Business Van. Local: English speaking driver, with deep knowledge of the area. Our strong point: maximum punctuality and …More

Livorno, Italy

4.6 (9)

Shore excursion to Pisa and Florence from Livorno Port

Exclusivity: exclusive service in a top-of-the-range Mercedes-Benz Business Van. Local: English speaking driver, with deep knowledge of the area. Our strong point: maximum punctuality and...

8 hours Free Cancellation

4.6 (9)

from
$912

DA Florence: 2 days in Assisi and Gubbio

A 2-day tour in the heart of Umbria between Assisi and Gubbio, two Italian pearls. 1 day departure from Tuscany and arrival in Assisi where …More

Florence, Italy

DA Florence: 2 days in Assisi and Gubbio

A 2-day tour in the heart of Umbria between Assisi and Gubbio, two Italian pearls. 1 day departure from Tuscany and arrival in Assisi where...

2 days Hotel pickup offered

from
$913

Private Shore excursion from Livorno to Florence and Pisa

Explore Florence and Pisa in one seamless day with comfortable transport from Livorno. The journey begins with a scenic stop at Piazzale Michelangelo for panoramic …More

4.6 (16)

Private Shore excursion from Livorno to Florence and Pisa

Explore Florence and Pisa in one seamless day with comfortable transport from Livorno. The journey begins with a scenic stop at Piazzale Michelangelo for panoramic...

8 hours Free Cancellation

4.6 (16)

from
$914

San Gimignano + Lunch&Wine private tour by van from Lucca or Pisa

Medieval towers but also the best ice cream of the world! If your dream is to discover all the hidden corners of a Tuscan city, …More

Pisa, Italy

5.0 (6)

San Gimignano + Lunch&Wine private tour by van from Lucca or Pisa

Medieval towers but also the best ice cream of the world! If your dream is to discover all the hidden corners of a Tuscan city,...

6 to 8 hours Free Cancellation

5.0 (6)

from
$914

Shore excursion from Livorno to Siena and San Gimignano by private minivan

Experience the charm of Siena and San Gimignano on a scenic day trip from Livorno through the Tuscan countryside. Begin in Siena, a city known …More

Livorno, Italy

4.4 (7)

Shore excursion from Livorno to Siena and San Gimignano by private minivan

Experience the charm of Siena and San Gimignano on a scenic day trip from Livorno through the Tuscan countryside. Begin in Siena, a city known...

8 hours Free Cancellation

4.4 (7)

from
$914

Private Tour Florence Panoramic Vespa Tour with Personal Photographer

Discover the most beautiful places in panoramic Florence together with our professional photographer and our guide who will take wonderful photos of you on a …More

Florence, Italy

5.0 (1)

Private Tour Florence Panoramic Vespa Tour with Personal Photographer

Discover the most beautiful places in panoramic Florence together with our professional photographer and our guide who will take wonderful photos of you on a...

3 hours Free Cancellation

5.0 (1)

from
$915

Private Chianti Half Day Vineyards Escape

Escape the bustle of the city and immerse yourself in the serene beauty of the Tuscan countryside on this unforgettable half-day tour through the rolling …More

Florence, Italy

5.0 (1)

Private Chianti Half Day Vineyards Escape

Escape the bustle of the city and immerse yourself in the serene beauty of the Tuscan countryside on this unforgettable half-day tour through the rolling...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$922

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english …More

Florence, Italy

5.0 (3)

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$929

Private Heritage Tour from Florence to Pisa and Siena

Skip the crowds—this is a private tour for your group only. Join us on a private guided tour to three of Tuscany’s most enchanting cities: …More

Florence, Italy

5.0 (3)

Private Heritage Tour from Florence to Pisa and Siena

Skip the crowds—this is a private tour for your group only. Join us on a private guided tour to three of Tuscany’s most enchanting cities:...

10 hours Hotel pickup offered

5.0 (3)

from
$929

Private driver for Florence city sightseeing & Wine Tour Chianti

Hi I'm Gianluca, I was born in Florence and I have a long experience on Tours, I know my places and I love to show …More

Florence, Italy

5.0 (2)

Private driver for Florence city sightseeing & Wine Tour Chianti

Hi I'm Gianluca, I was born in Florence and I have a long experience on Tours, I know my places and I love to show...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$930

Private Tour to Cinque Terre from Florence

Head to the coast for a day in Italy’s Cinque Terre on a private (this is not a shared tour) 10-hour trip from Florence. Listed …More

Florence, Italy

5.0 (423)

Private Tour to Cinque Terre from Florence

Head to the coast for a day in Italy’s Cinque Terre on a private (this is not a shared tour) 10-hour trip from Florence. Listed...

10 to 11 hours Hotel pickup offered Free Cancellation

5.0 (423)

from
$940

Dal porto di Livorno a Firenze: Tour Privato con Dolce Sosta

Vivi un'esperienza diversa dai tour con il bus della nave. A bordo dei nostri minivan con permesso di entrare all'interno dei centri storici, sarai accompagnato …More

Livorno, Italy

5.0 (5)

Dal porto di Livorno a Firenze: Tour Privato con Dolce Sosta

Vivi un'esperienza diversa dai tour con il bus della nave. A bordo dei nostri minivan con permesso di entrare all'interno dei centri storici, sarai accompagnato...

8 hours Free Cancellation

5.0 (5)

from
$953

Private Wine Tour in Tuscany Florence Limo Service English driver

A 6 hours wine tour with an expert driver English speaking that will drive you to see the best that from the countryside of Tuscany …More

Florence, Italy

5.0 (4)

Private Wine Tour in Tuscany Florence Limo Service English driver

A 6 hours wine tour with an expert driver English speaking that will drive you to see the best that from the countryside of Tuscany...

6 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$953

Cinque Terre Private with the leaning tower Pisa from Florence

Cinque Terre is the star of the Italian Riviera, the five fishing villages are listed as UNESCO World Heritage Site. Riomaggiore, Manarola and Vernazza were …More

Florence, Italy

5.0 (10)

Cinque Terre Private with the leaning tower Pisa from Florence

Cinque Terre is the star of the Italian Riviera, the five fishing villages are listed as UNESCO World Heritage Site. Riomaggiore, Manarola and Vernazza were...

9 hours Free Cancellation

5.0 (10)

from
$954

Private Tour to Siena and Montalcino from Florence

• Experience for your private group. If you are looking for beautiful sceneries, medieval city and excellent wines, this tour is for you. Explore the …More

Florence, Italy

5.0 (5)

Private Tour to Siena and Montalcino from Florence

• Experience for your private group. If you are looking for beautiful sceneries, medieval city and excellent wines, this tour is for you. Explore the...

9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$965

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?