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 →

Michelangelo Tour for Kids with Accademia Timed Entry

Enjoy a 2.5 hour engaging walking tour for families and kids through Florence’s artistic world famous masterpieces with an expert and top rated guide who …More

Florence, Italy

5.0 (5)

Michelangelo Tour for Kids with Accademia Timed Entry

Enjoy a 2.5 hour engaging walking tour for families and kids through Florence’s artistic world famous masterpieces with an expert and top rated guide who...

2 hours 30 minutes

5.0 (5)

from
$171

Private Tour from Livorno - Florence with Wine Tasting

Experience the best of Tuscany on this exclusive shore excursion from Livorno. Discover the beauty of Florence, enjoy free time to explore the city, and …More

Livorno, Italy

5.0 (3)

Private Tour from Livorno - Florence with Wine Tasting

Experience the best of Tuscany on this exclusive shore excursion from Livorno. Discover the beauty of Florence, enjoy free time to explore the city, and...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$171

Academia Gallery VIP Private Guided Tour with 5 Star EXPERT

Ensure your place on this exceptional tour by booking in advance.Our VIP Private guided tour spots are limited and in high demand.so secure your spot …More

Florence, Italy

5.0 (5)

Academia Gallery VIP Private Guided Tour with 5 Star EXPERT

Ensure your place on this exceptional tour by booking in advance.Our VIP Private guided tour spots are limited and in high demand.so secure your spot...

1 hour Free Cancellation

5.0 (5)

from
$171

Tuscany Tour: Montepulciano, Pienza & Montalcino

Embark on a captivating journey through the Tuscan Countryside, immersing yourself in the timeless beauty of this renowned region, celebrated for picturesque landscapes, historic towns, …More

Montepulciano, Italy

5.0 (1)

Tuscany Tour: Montepulciano, Pienza & Montalcino

Embark on a captivating journey through the Tuscan Countryside, immersing yourself in the timeless beauty of this renowned region, celebrated for picturesque landscapes, historic towns,...

12 hours Free Cancellation

5.0 (1)

from
$170

The Grand Wine Tour – 2 wineries with Chianti & SuperTuscan

You will discover Tuscany with its nuances, walking through the wines with our Sommelier, happy to introducing you the reality of the wine that distinguishes …More

Pisa, Italy

5.0 (9)

The Grand Wine Tour – 2 wineries with Chianti & SuperTuscan

You will discover Tuscany with its nuances, walking through the wines with our Sommelier, happy to introducing you the reality of the wine that distinguishes...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$170

From Florence: Private Day Trip to Leonardo's Birthplace & Lunch

Discover the genius of great Leonardo da Vinci through this 5-hour tour by an air-conditioned 7-seat van. You will leave from Florence and cross the …More

Florence, Italy

4.8 (12)

From Florence: Private Day Trip to Leonardo's Birthplace & Lunch

Discover the genius of great Leonardo da Vinci through this 5-hour tour by an air-conditioned 7-seat van. You will leave from Florence and cross the...

6 hours Hotel pickup offered Free Cancellation

4.8 (12)

from
$170

Chianti & Supertuscan Private Tour 2 Wineries with light lunch

Live as a Tuscan is out way to say. Don't loose the oportunity to visit places where Tuscan are usually to spend time. If you …More

Versilia, Italy

5.0 (8)

Chianti & Supertuscan Private Tour 2 Wineries with light lunch

Live as a Tuscan is out way to say. Don't loose the oportunity to visit places where Tuscan are usually to spend time. If you...

7 hours Free Cancellation

5.0 (8)

from
$170

Private Day Trip Pisa and Lucca Guided Tour from Florence

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • (guided tour in Pisa) This GUIDED tour will take you to the two most important historical cities …More

Florence, Italy

4.9 (7)

Private Day Trip Pisa and Lucca Guided Tour from Florence

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • (guided tour in Pisa) This GUIDED tour will take you to the two most important historical cities...

9 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$169

Private Historic Florence Walking Tour of Renaissance Legends

Skip the crowds—this is a private tour for your group only Discover the beauty and rich history of Florence on this two-hour walking tour. Stroll …More

Florence, Italy

5.0 (1)

Private Historic Florence Walking Tour of Renaissance Legends

Skip the crowds—this is a private tour for your group only Discover the beauty and rich history of Florence on this two-hour walking tour. Stroll...

2 hours Free Cancellation

5.0 (1)

from
$169

DeepWine Half Day 2 Wineries & Lunch or Dinner in Tuscan Hills

Private DeepWine Chianti – A Taste of Tuscany Like No Other Join us for an unforgettable journey through the rolling hills of Chianti, just outside …More

Florence, Italy

5.0 (21)

DeepWine Half Day 2 Wineries & Lunch or Dinner in Tuscan Hills

Private DeepWine Chianti – A Taste of Tuscany Like No Other Join us for an unforgettable journey through the rolling hills of Chianti, just outside...

4 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (21)

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

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

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 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
$165

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

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

Cinque Terre and Pisa Private tour from Montecatini Terme

Discover the five picturesque villages scattered along a beautiful stretch of the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village …More

Montecatini Terme, Italy

5.0 (19)

Cinque Terre and Pisa Private tour from Montecatini Terme

Discover the five picturesque villages scattered along a beautiful stretch of the Mediterranean coast, a UNESCO World Heritage Site. We will reach the first village...

9 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$163

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?

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?