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: Panoramic Florence by Boat with Wine Florence and Pisa with Wine Experience Private Tour Pisa and Wine Tasting in Tuscany from Livorno Private Tasting of Organic Wines in the Cellar in Mugliano Tuscany and Wine Tasting Private Tour from Livorno

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 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
$212

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

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

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

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

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

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: Guided Hike in Tuscany with Transport from Siena

Explore Tuscany's picturesque rolling hills on a private, full-day hiking and sight-seeing tour with transport from Siena. Enjoy a scenic, full-day adventure with your expert …More

Siena, Italy

5.0 (7)

Private Tour: Guided Hike in Tuscany with Transport from Siena

Explore Tuscany's picturesque rolling hills on a private, full-day hiking and sight-seeing tour with transport from Siena. Enjoy a scenic, full-day adventure with your expert...

7 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$217

Half day e-bike tour in the land of Brunello starting from the medieval town of Montalcino. The e-bike tour is set on the southern part …More

Chianti, Italy

5.0 (8)

Brunello E-Bike Tour

Half day e-bike tour in the land of Brunello starting from the medieval town of Montalcino. The e-bike tour is set on the southern part...

5 to 6 hours Free Cancellation

5.0 (8)

from
$217

Chianti e-bike tour from Florence with wine tasting

Bike tour to discover the hills around Florence, the beautiful area of Chianti Colli Fiorentini and Chianti Classico. The tour start from San Donato, small …More

San Gimignano, Italy

5.0 (3)

Chianti e-bike tour from Florence with wine tasting

Bike tour to discover the hills around Florence, the beautiful area of Chianti Colli Fiorentini and Chianti Classico. The tour start from San Donato, small...

6 hours Free Cancellation

5.0 (3)

from
$217

Florence: Private Panoramic – Piazzale Michelangelo Viewpoint

Unlike standard sightseeing tours, this panoramic experience offers a relaxing drive by van through authentic Florentine streets that large buses can’t access. Guests enjoy a …More

Florence, Italy

5.0 (3)

Florence: Private Panoramic – Piazzale Michelangelo Viewpoint

Unlike standard sightseeing tours, this panoramic experience offers a relaxing drive by van through authentic Florentine streets that large buses can’t access. Guests enjoy a...

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$217

Super Tasty Full-day Guided Tour of Florence Food Wine Art Top Sites & Eateries

Enjoy this 5.5-hours full day tour experience in Florence. A one of a kind tour that combines breathtaking views, amazing monuments and a gourmet promenade …More

Florence, Italy

4.7 (3)

Super Tasty Full-day Guided Tour of Florence Food Wine Art Top Sites & Eateries

Enjoy this 5.5-hours full day tour experience in Florence. A one of a kind tour that combines breathtaking views, amazing monuments and a gourmet promenade...

5 hours 30 minutes Free Cancellation

4.7 (3)

from
$217

Private Day Trip to Cinque Terre Villages from Florence

Begin your day with private pickup from your hotel in Florence by a friendly English-speaking driver in a comfortable, air-conditioned vehicle. Enjoy a scenic ride …More

Florence, Italy

5.0 (1)

Private Day Trip to Cinque Terre Villages from Florence

Begin your day with private pickup from your hotel in Florence by a friendly English-speaking driver in a comfortable, air-conditioned vehicle. Enjoy a scenic ride...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$220

Tour of San Gimignano and Private Wine Experience in Chianti

Visit one of the most famous Italian wine areas, San Gimignano, with your private group followed by a wine tasting at a family-owned winery in …More

Florence, Italy

5.0 (2)

Tour of San Gimignano and Private Wine Experience in Chianti

Visit one of the most famous Italian wine areas, San Gimignano, with your private group followed by a wine tasting at a family-owned winery in...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$221

Private 4-Hour Tour of Florence with private driver and guide with Hotel pick-up

Florence is one of the most beautiful cities in the world and it has so many wonderful sights that you can enjoy. With an official …More

Florence, Italy

5.0 (2)

Private 4-Hour Tour of Florence with private driver and guide with Hotel pick-up

Florence is one of the most beautiful cities in the world and it has so many wonderful sights that you can enjoy. With an official...

4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$221

Private Tour to Pisa, San Gimignano and Siena from Florence

Visit this three wonderful Italian towns with a local experienced driver/guide, who will be at your entire disposition during the total duration of the tour. …More

Florence, Italy

5.0 (1)

Private Tour to Pisa, San Gimignano and Siena from Florence

Visit this three wonderful Italian towns with a local experienced driver/guide, who will be at your entire disposition during the total duration of the tour....

12 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$222

Art, Medicis and Renaissance. Explore Florence with Vincenzo

Discover the best of Florence on this small-group walking tour led by an expert local guide. Explore Florence's most iconic squares including Piazza Santa Maria …More

Florence, Italy

4.8 (4)

Art, Medicis and Renaissance. Explore Florence with Vincenzo

Discover the best of Florence on this small-group walking tour led by an expert local guide. Explore Florence's most iconic squares including Piazza Santa Maria...

105 to 120 minutes Hotel pickup offered Free Cancellation

4.8 (4)

from
$223

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?