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 →

Prepare a dinner with the Florentine Countess in her Villa: cooking class

Constanza is a true Florentine lady of noble birth. She lives in 1600 dwelling with husband Giambruno and beautiful daughter Sofia. As she is a …More

Florence, Italy

5.0 (1)

Prepare a dinner with the Florentine Countess in her Villa: cooking class

Constanza is a true Florentine lady of noble birth. She lives in 1600 dwelling with husband Giambruno and beautiful daughter Sofia. As she is a...

4 hours Free Cancellation

5.0 (1)

from
$216

Private Tour to Pisa and Lucca from Livorno cruise port

Discover this 2 wonderful Tuscan cities with a local driver/guide and enjoy the beautiful sights of these unique cities. Pisa it is the most famous …More

Livorno, Italy

5.0 (2)

Private Tour to Pisa and Lucca from Livorno cruise port

Discover this 2 wonderful Tuscan cities with a local driver/guide and enjoy the beautiful sights of these unique cities. Pisa it is the most famous...

8 hours Free Cancellation

5.0 (2)

from
$216

Private Tour Pisa, countryside with wine tasting

The winetasting is included in the price. Exclusivity: exclusive service in top-of-the-range Mercedes-Benz Business Van. This type of excursion is ONLY present in our catalog …More

Livorno, Italy

5.0 (1)

Private Tour Pisa, countryside with wine tasting

The winetasting is included in the price. Exclusivity: exclusive service in top-of-the-range Mercedes-Benz Business Van. This type of excursion is ONLY present in our catalog...

8 hours Free Cancellation

5.0 (1)

from
$216

Florence to Cinque Terre Private Transfer: Stop in Pisa

Turn your transfer from Florence to the Cinque Terre into a visit to Pisa, in a comfortable private Mercedes van. • Pick-up at your hotel, …More

Florence, Italy

5.0 (1)

Florence to Cinque Terre Private Transfer: Stop in Pisa

Turn your transfer from Florence to the Cinque Terre into a visit to Pisa, in a comfortable private Mercedes van. • Pick-up at your hotel,...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$216

Private Tuscany & San Gimignano by Exclusive Vintage Fiat 500

Experience a unique day tour through the Tuscan hills in a vintage Fiat 500. What sets this apart? We cruise fo real through the heart …More

Florence, Italy

5.0 (8)

Private Tuscany & San Gimignano by Exclusive Vintage Fiat 500

Experience a unique day tour through the Tuscan hills in a vintage Fiat 500. What sets this apart? We cruise fo real through the heart...

7 hours Free Cancellation

5.0 (8)

from
$216

This is a perfect introduction to the city on the day of your arrival and especially if you don't have a lot of time in …More

Florence, Italy

5.0 (5)

2 hours sunset walking tour

This is a perfect introduction to the city on the day of your arrival and especially if you don't have a lot of time in...

2 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$216

The Tuscany Countryside from Livorno Port. Lunch and wine in the farm included!

Volterra is a three thousand year-old small town nested on the top of a hill more than 500 m high (1650 feet) on the sea …More

San Gimignano, Italy

5.0 (1)

The Tuscany Countryside from Livorno Port. Lunch and wine in the farm included!

Volterra is a three thousand year-old small town nested on the top of a hill more than 500 m high (1650 feet) on the sea...

9 hours

5.0 (1)

from
$215

Horseback Riding Tour with Tuscan Picnic in Val d'Orcia and Valdichiana

A horseback riding to slowly explore, in the open air, the most beautiful and scenic places in the area: a guided horseback riding through the …More

Montepulciano, Italy

4.8 (20)

Horseback Riding Tour with Tuscan Picnic in Val d'Orcia and Valdichiana

A horseback riding to slowly explore, in the open air, the most beautiful and scenic places in the area: a guided horseback riding through the...

120 to 150 minutes Free Cancellation

4.8 (20)

from
$214

From Florence Assisi and Carlo Acutis and Orvieto Day Trip

Escape Florence for a full day private journey into the heart of Umbria, a land of vineyards, olive groves, and charming hilltop villages. Explore Assisi, …More

Florence, Italy

4.9 (10)

From Florence Assisi and Carlo Acutis and Orvieto Day Trip

Escape Florence for a full day private journey into the heart of Umbria, a land of vineyards, olive groves, and charming hilltop villages. Explore Assisi,...

10 hours Free Cancellation

4.9 (10)

from
$213

Exclusive Livorno Shore Excursion: Leaning Tower of Pisa and Florence Day Trip

From the port of Livorno this is a private shore excursion to Pisa and Florence. In Pisa you will be dropped by the main square …More

Livorno, Italy

5.0 (1)

Exclusive Livorno Shore Excursion: Leaning Tower of Pisa and Florence Day Trip

From the port of Livorno this is a private shore excursion to Pisa and Florence. In Pisa you will be dropped by the main square...

8 hours Free Cancellation

5.0 (1)

from
$210

From Florence: Private Minivan Excursion to Pisa and Vinci

Experience an unforgettable day exploring two iconic Tuscan cities in the comfort of an air-conditioned minivan during this 8-hour excursion. Begin in Pisa, where a …More

Florence, Italy

5.0 (1)

From Florence: Private Minivan Excursion to Pisa and Vinci

Experience an unforgettable day exploring two iconic Tuscan cities in the comfort of an air-conditioned minivan during this 8-hour excursion. Begin in Pisa, where a...

8 hours Free Cancellation

5.0 (1)

from
$210

From Florence: Day Trip to Pisa Half Day Private Tour with Driver

Meet your Private driver in Florence and start your geographical and cultural immersion into the heart of Italy, as you discover Pisa and its famous …More

Florence, Italy

5.0 (1)

From Florence: Day Trip to Pisa Half Day Private Tour with Driver

Meet your Private driver in Florence and start your geographical and cultural immersion into the heart of Italy, as you discover Pisa and its famous...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$210

Uffizi Gallery & Accademia: Private Full-Day Walking Tour

Begin your day in the impressive Uffizi Gallery, one of the largest museums in the Western world, holding over 3,000 works of notable artists. The …More

Florence, Italy

5.0 (1)

Uffizi Gallery & Accademia: Private Full-Day Walking Tour

Begin your day in the impressive Uffizi Gallery, one of the largest museums in the Western world, holding over 3,000 works of notable artists. The...

6 hours

5.0 (1)

from
$210

Private Chianti and SuperTuscan Tour 2 wineries with Light Lunch from Livorno

Take part in this beautiful wine experience with lunch in a Tuscan farm. This tour has an itinerary dedicated to wine lovers in the famous …More

Livorno, Italy

4.6 (5)

Private Chianti and SuperTuscan Tour 2 wineries with Light Lunch from Livorno

Take part in this beautiful wine experience with lunch in a Tuscan farm. This tour has an itinerary dedicated to wine lovers in the famous...

7 hours Free Cancellation

4.6 (5)

from
$209

Private Day-Trip to Siena and San Gimignano

Escape from the city for a day-trip out in the countryside and immerse yourself in nature and medieval architecture! …More

Florence, Italy

4.8 (4)

Private Day-Trip to Siena and San Gimignano

Escape from the city for a day-trip out in the countryside and immerse yourself in nature and medieval architecture!...

6 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$209

Private Tour from Florence to Pisa and Cinque Terre

Experience 2 of the most iconic places in the Tuscany: Pisa with is amazing Leaning Tower and the 5 Terre, five villages suspended between sea …More

Florence, Italy

4.0 (3)

Private Tour from Florence to Pisa and Cinque Terre

Experience 2 of the most iconic places in the Tuscany: Pisa with is amazing Leaning Tower and the 5 Terre, five villages suspended between sea...

13 hours Hotel pickup offered Free Cancellation

4.0 (3)

from
$209

There is no better way than learning having fun. Kids and adults will enjoy this treasure hunt in Florence customized for families with young children age 6 …More

Florence, Italy

4.3 (3)

Treasure Hunt in Florence for Families

There is no better way than learning having fun. Kids and adults will enjoy this treasure hunt in Florence customized for families with young children age 6...

2 hours Free Cancellation

4.3 (3)

from
$206

Florence Private Ferrari Tour with Tastings

Personalized experience: Our tours are private, offering a fully tailored and intimate experience, focused entirely on your interests. Expert local guides: We collaborate with knowledgeable …More

Florence, Italy

5.0 (3)

Florence Private Ferrari Tour with Tastings

Personalized experience: Our tours are private, offering a fully tailored and intimate experience, focused entirely on your interests. Expert local guides: We collaborate with knowledgeable...

9 to 10 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$205

Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour

When your cruise ship docks in Livorno and you have only a single day to see the Tuscan countryside, you’ll need a privately guided, fully …More

Chianti, Italy

5.0 (91)

Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour

When your cruise ship docks in Livorno and you have only a single day to see the Tuscan countryside, you’ll need a privately guided, fully...

9 hours Free Cancellation

5.0 (91)

from
$205

From Florence: Private Cinque Terre & Porto Venere Day Tour

Discover Portovenere and the Cinque Terre in one day. The Cinque Terre and Portovenere are considered the most beautiful coastal villages in Italy. The Cinque …More

Florence, Italy

5.0 (1)

From Florence: Private Cinque Terre & Porto Venere Day Tour

Discover Portovenere and the Cinque Terre in one day. The Cinque Terre and Portovenere are considered the most beautiful coastal villages in Italy. The Cinque...

12 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$205

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?