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 Tuscany Day Tour: San Gimignano and Chianti Wine Region from Florence Private Chianti Wine Tour Wine Tour Experience at Agricola Tamburini Chianti Wine Tasting Tour from Florence (2 Wineries) Private Assisi & Sagrantino Wines Experience from Florence

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 →

Full Day Private Guided Tour to Assisi and Cortona from Florence

This excursion to Assisi and Cortona will bring you to discover two of the most beautiful cities in central Italy. The tour starts from your …More

Florence, Italy

5.0 (4)

Full Day Private Guided Tour to Assisi and Cortona from Florence

This excursion to Assisi and Cortona will bring you to discover two of the most beautiful cities in central Italy. The tour starts from your...

10 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$159

Montecarlo (Lucca) and Wine Tasting from Lucca Private Tour

Your tour will start by visiting a Local Winery on the countryside. After a walk around the vineyards and olive trees we will visit the …More

Lucca, Italy

4.8 (5)

Montecarlo (Lucca) and Wine Tasting from Lucca Private Tour

Your tour will start by visiting a Local Winery on the countryside. After a walk around the vineyards and olive trees we will visit the...

4 to 5 hours Free Cancellation

4.8 (5)

from
$159

Private Tour of Uffizi and Accademia Gallery with David

Scopri i musei più visitati di Firenze e due dei più visitati al mondo accanto ad una guida privata, ammirando le opere più importanti e …More

Florence, Italy

5.0 (164)

Private Tour of Uffizi and Accademia Gallery with David

Scopri i musei più visitati di Firenze e due dei più visitati al mondo accanto ad una guida privata, ammirando le opere più importanti e...

3 hours Free Cancellation

5.0 (164)

from
$159

Private educational and guided custom tours by walk and by confortable M/B van

Tuscany itself should be enough but we enrich your experience with a professional local (a real local) driving guides with the confort of air conditioned …More

Florence, Italy

5.0 (1)

Private educational and guided custom tours by walk and by confortable M/B van

Tuscany itself should be enough but we enrich your experience with a professional local (a real local) driving guides with the confort of air conditioned...

2 days Hotel pickup offered Free Cancellation

5.0 (1)

from
$159

The Accademia Gallery is the mandatory stop for all those who wish to admire Michelangelo's original David. This is only one of his masterpieces on …More

Florence, Italy

5.0 (6)

The Accademia Gallery

The Accademia Gallery is the mandatory stop for all those who wish to admire Michelangelo's original David. This is only one of his masterpieces on...

2 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$160

Visit with an authorized guide the Plaza de la Catedral and all its monuments

Discover, together with a local guide, the wonders hidden in the Plaza de los Milagros, Unesco Heritage …More

Pisa, Italy

4.7 (6)

Visit with an authorized guide the Plaza de la Catedral and all its monuments

Discover, together with a local guide, the wonders hidden in the Plaza de los Milagros, Unesco Heritage...

2 to 3 hours Free Cancellation

4.7 (6)

from
$160

Private Day Trip Guided Tour in Val D'Orcia Region from Florence

Tuscany lovers, dedicate a day to the legendary Brunello, Nobile di Montepulciano and the beautiful panoramas that the Val D'Orcia offers Embark on an extraordinary …More

Florence, Italy

5.0 (7)

Private Day Trip Guided Tour in Val D'Orcia Region from Florence

Tuscany lovers, dedicate a day to the legendary Brunello, Nobile di Montepulciano and the beautiful panoramas that the Val D'Orcia offers Embark on an extraordinary...

9 to 10 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$160

Private Guided Tour to the Vasari Corridor and the Uffizi Gallery

Exclusive news for 2025: the world-famous Vasari Corridor is reopening after 8 years, and now you can experience it in a private tour! Combine this …More

Florence, Italy

5.0 (7)

Private Guided Tour to the Vasari Corridor and the Uffizi Gallery

Exclusive news for 2025: the world-famous Vasari Corridor is reopening after 8 years, and now you can experience it in a private tour! Combine this...

3 hours

5.0 (7)

from
$160

Private Shore Excursion from Livorno Port: Tuscany Highlights

Will you arrive at Livorno Port with your cruise ship? It is a great opportunity to enjoy your day visiting one of our destinations in …More

Pisa, Italy

5.0 (8)

Private Shore Excursion from Livorno Port: Tuscany Highlights

Will you arrive at Livorno Port with your cruise ship? It is a great opportunity to enjoy your day visiting one of our destinations in...

9 hours Free Cancellation

5.0 (8)

from
$160

Florence Afternoon Food & Wine Tasting with Walking Tour

Savor the flavors of authentic Tuscan cuisine with this private gourmet food tour in Florence. Visit markets, taste wine, and learn about the region's culinary …More

Florence, Italy

4.6 (7)

Florence Afternoon Food & Wine Tasting with Walking Tour

Savor the flavors of authentic Tuscan cuisine with this private gourmet food tour in Florence. Visit markets, taste wine, and learn about the region's culinary...

3 hours Hotel pickup offered Free Cancellation

4.6 (7)

from
$162

Private Day Tour of Pisa, San Gimignano and Siena from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to the enchanting exploration of the three best-preserved medieval cities in the world (UNESCO World …More

Florence, Italy

5.0 (31)

Private Day Tour of Pisa, San Gimignano and Siena from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to the enchanting exploration of the three best-preserved medieval cities in the world (UNESCO World...

9 to 10 hours Hotel pickup offered Free Cancellation

5.0 (31)

from
$162

Discover the secrets of the most authentic Tuscan Maremma, guided by expert Maremmagica personnel, immersed in the uncontaminated nature of the Diaccia Botrona Regional Nature …More

Siena, Italy

5.0 (1)

Walking tour in Diaccia Botrona

Discover the secrets of the most authentic Tuscan Maremma, guided by expert Maremmagica personnel, immersed in the uncontaminated nature of the Diaccia Botrona Regional Nature...

2 to 3 hours Free Cancellation

5.0 (1)

from
$163

Private day trip from Florence to Montepulciano, Siena and back

Embark on an enchanting private tour with your private driver, an expert long-distance driver, immersing yourself in breathtaking vistas, cultural treasures, and natural wonders. This …More

Florence, Italy

4.7 (3)

Private day trip from Florence to Montepulciano, Siena and back

Embark on an enchanting private tour with your private driver, an expert long-distance driver, immersing yourself in breathtaking vistas, cultural treasures, and natural wonders. This...

7 to 8 hours Hotel pickup offered Free Cancellation

4.7 (3)

from
$165

Private Accademia Gallery Guided Tour in Florence

TOUR HIGHLIGHTS • Accademia Gallery Timed Entry Ticket, don't waste your time queuing for the whole day! • The home of Michelangelo's original sculpture David …More

Florence, Italy

4.8 (4)

Private Accademia Gallery Guided Tour in Florence

TOUR HIGHLIGHTS • Accademia Gallery Timed Entry Ticket, don't waste your time queuing for the whole day! • The home of Michelangelo's original sculpture David...

1 hour Free Cancellation

4.8 (4)

from
$164

Private 8 hours Tour to Siena and San Gimignano from Florence

Siena is the biggest and most known hill town of Tuscany. The city was founded by the romans in the years 62 b.C, it is …More

Florence, Italy

5.0 (1)

Private 8 hours Tour to Siena and San Gimignano from Florence

Siena is the biggest and most known hill town of Tuscany. The city was founded by the romans in the years 62 b.C, it is...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$165

Private Tour: Medieval Val d'Orcia by Minivan from Florence

Leaving from Florence, this 9-hours tour by air-conditioned minivan will let you dive into the breathtaking and delicate Val d'Orcia. In this valley you will …More

Florence, Italy

4.9 (10)

Private Tour: Medieval Val d'Orcia by Minivan from Florence

Leaving from Florence, this 9-hours tour by air-conditioned minivan will let you dive into the breathtaking and delicate Val d'Orcia. In this valley you will...

9 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$166

Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

Experience the heart of Tuscany on a private journey through Val d’Orcia, chauffeured by your personal driver. Relax and enjoy the ride through rolling hills, …More

Florence, Italy

4.9 (38)

Val d'Orcia private tour: Montalcino, Pienza and Montepulciano

Experience the heart of Tuscany on a private journey through Val d’Orcia, chauffeured by your personal driver. Relax and enjoy the ride through rolling hills,...

10 hours Hotel pickup offered Free Cancellation

4.9 (38)

from
$167

The pearls in the gulf of poets: Cinque Terre private tour

An authentic earthly paradise just around the corner. A place suspended in time, 5 villages hanging between sea and land, one of the most amazing …More

Florence, Italy

3.4 (9)

The pearls in the gulf of poets: Cinque Terre private tour

An authentic earthly paradise just around the corner. A place suspended in time, 5 villages hanging between sea and land, one of the most amazing...

10 hours Hotel pickup offered Free Cancellation

3.4 (9)

from
$166

Private EASY Cinque Terre Accessible Tour from Livorno

Want to visit the Cinque Terre but have limited mobility or stamina? With the private Easy Cinque Terre excursion you can! Plus: KIDS 12 AND …More

Livorno, Italy

4.4 (7)

Private EASY Cinque Terre Accessible Tour from Livorno

Want to visit the Cinque Terre but have limited mobility or stamina? With the private Easy Cinque Terre excursion you can! Plus: KIDS 12 AND...

8 to 9 hours Free Cancellation

4.4 (7)

from
$168

Private Full-Day Tour of Assisi and Cortona from Florence

Relax on this private, full-day tour of Assisi and Cortona. Enjoy the personalized attention of your private driver and discover the place where St. Francis …More

Florence, Italy

4.8 (22)

Private Full-Day Tour of Assisi and Cortona from Florence

Relax on this private, full-day tour of Assisi and Cortona. Enjoy the personalized attention of your private driver and discover the place where St. Francis...

10 hours Hotel pickup offered Free Cancellation

4.8 (22)

from
$168

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?