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 →

Suvereto Wine Experience PRIVATE TOUR from SIENA

* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experiences * …More

Siena, Italy

5.0 (2)

Suvereto Wine Experience PRIVATE TOUR from SIENA

* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experiences *...

10 hours Hotel pickup offered

5.0 (2)

from
$272

The Complete Wine Tour Brunello, Nobile, Chianti wine experience

Get a personalized tour of Montalcino, Montepulciano, and the Chianti region during this 10-hour private excursion from Florence. Enjoy 2 or 3 different regional varieties: …More

Florence, Italy

4.0 (7)

The Complete Wine Tour Brunello, Nobile, Chianti wine experience

Get a personalized tour of Montalcino, Montepulciano, and the Chianti region during this 10-hour private excursion from Florence. Enjoy 2 or 3 different regional varieties:...

10 hours Free Cancellation

4.0 (7)

from
$272

Day Trip to Pisa & Lucca from Florence with Leaning Tower Access

Take a day trip from Florence to experience the beautiful towns of Pisa and Lucca. First stop is Pisa where you head for the main …More

Florence, Italy

3.0 (1)

Day Trip to Pisa & Lucca from Florence with Leaning Tower Access

Take a day trip from Florence to experience the beautiful towns of Pisa and Lucca. First stop is Pisa where you head for the main...

5 to 6 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$272

Pisa and Lucca Tour from Florence with the Leaning Tower access

Enjoy the Italian jewels of Pisa and Lucca on a day trip leaving from Florence. Make a beeline for Pisa first, appreciating the great square …More

Florence, Italy

5.0 (2)

Pisa and Lucca Tour from Florence with the Leaning Tower access

Enjoy the Italian jewels of Pisa and Lucca on a day trip leaving from Florence. Make a beeline for Pisa first, appreciating the great square...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$271

Cortona E-Bike Scenic Ride - Private Medieval Countryside tour

This is not simply an e-bike tour — it is a curated private experience for travelers who value authenticity, comfort, and true local elegance. Set …More

Arezzo, Italy

5.0 (12)

Cortona E-Bike Scenic Ride - Private Medieval Countryside tour

This is not simply an e-bike tour — it is a curated private experience for travelers who value authenticity, comfort, and true local elegance. Set...

3 to 4 hours Free Cancellation

5.0 (12)

from
$317

Fascinating walk to discover Siena, the most famous monuments and the least known and most precious places. We will walk through alleys and medieval streets, …More

Siena, Italy

5.0 (7)

Siena private guided tour for families

Fascinating walk to discover Siena, the most famous monuments and the least known and most precious places. We will walk through alleys and medieval streets,...

2 hours Free Cancellation

5.0 (7)

from
$264

Uffizi and Palazzo Vecchio Combo Private Tour

A combo tour including two 'must see' museums of Florence: the Uffizi Gallery and Palazzo Vecchio. The Uffizi is the most visited museum in Italy …More

Florence, Italy

5.0 (4)

Uffizi and Palazzo Vecchio Combo Private Tour

A combo tour including two 'must see' museums of Florence: the Uffizi Gallery and Palazzo Vecchio. The Uffizi is the most visited museum in Italy...

3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$264

A fantastic way to see two wonderful cities in a single day. This full-day private tour (no more than 8 people) will have an English-speaking …More

La Spezia, Italy

5.0 (13)

Private Full-Day Shore Excursion

A fantastic way to see two wonderful cities in a single day. This full-day private tour (no more than 8 people) will have an English-speaking...

8 to 9 hours Free Cancellation

5.0 (13)

from
$263

Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location …More

Arezzo, Italy

4.9 (8)

Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location...

8 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$262

From Siena: Private Brunello & Nobile Wine Tour with Lunch

A private wine day from Siena to the Val d'Orcia, home of two of the greatest Italian red wines: Vino Nobile di Montepulciano and Brunello …More

Siena, Italy

5.0 (3)

From Siena: Private Brunello & Nobile Wine Tour with Lunch

A private wine day from Siena to the Val d'Orcia, home of two of the greatest Italian red wines: Vino Nobile di Montepulciano and Brunello...

9 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$262

From Florence: Private Cortona & Montepulciano with Wine Lunch

Follow the footsteps of the film "Under the Tuscan Sun" on a private day trip from Florence. Travel through the Tuscan countryside, among vineyards, art …More

Florence, Italy

5.0 (1)

From Florence: Private Cortona & Montepulciano with Wine Lunch

Follow the footsteps of the film "Under the Tuscan Sun" on a private day trip from Florence. Travel through the Tuscan countryside, among vineyards, art...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$262

Discover with me the unknown and most fascinating Siena with this unique and unusual tour. SECRET SIENA WALKING TOUR, is my favorite to discover history, …More

Siena, Italy

4.8 (9)

Secret Siena Walking Tour

Discover with me the unknown and most fascinating Siena with this unique and unusual tour. SECRET SIENA WALKING TOUR, is my favorite to discover history,...

2 hours Free Cancellation

4.8 (9)

from
$258

The Tuscan hills hide real treasures, and we will guide you on an unforgettable tour through the Chianti woods. Discover the secrets of truffles, their …More

Siena, Italy

5.0 (5)

Private Truffle Hunting in Chianti

The Tuscan hills hide real treasures, and we will guide you on an unforgettable tour through the Chianti woods. Discover the secrets of truffles, their...

5 hours Free Cancellation

5.0 (5)

from
$257

Private Uffizi Gallery and Florence City Walking Tour

Join a combined tour of Florence’s must-see attractions. Follow a guided tour to the world-famous museum, Uffizi Gallery in which the world’s finest collection of …More

Florence, Italy

5.0 (1)

Private Uffizi Gallery and Florence City Walking Tour

Join a combined tour of Florence’s must-see attractions. Follow a guided tour to the world-famous museum, Uffizi Gallery in which the world’s finest collection of...

3 hours Free Cancellation

5.0 (1)

from
$257

Florence to Rome Private Transfer: Orvieto & Civita Bagnoregio

Turn your transfer from Florence to Rome into a day between Umbria and Lazio, in a comfortable private Mercedes van. • Pick-up at your hotel, …More

Florence, Italy

5.0 (1)

Florence to Rome Private Transfer: Orvieto & Civita Bagnoregio

Turn your transfer from Florence to Rome into a day between Umbria and Lazio, in a comfortable private Mercedes van. • Pick-up at your hotel,...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$256

Brunello Wine Tour and Val D'Orcia Landscape

I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where …More

Arezzo, Italy

5.0 (100)

Brunello Wine Tour and Val D'Orcia Landscape

I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where...

4 hours Free Cancellation

5.0 (100)

from
$253

Florence to Cinque Terre Private Trip by Ferry or Train

Discover the colourful seaside towns of Cinque Terre on a full-day tour from Florence. Travel by private car and take the ferry to the remote …More

Florence, Italy

Florence to Cinque Terre Private Trip by Ferry or Train

Discover the colourful seaside towns of Cinque Terre on a full-day tour from Florence. Travel by private car and take the ferry to the remote...

13 to 14 hours Hotel pickup offered Free Cancellation

from
$253

1-Hour Carriage Tour – Historic Center and Renaissance Walls

Discover Lucca with the intermediate tour, designed for those who want to experience the historic center and travel half of the famous Renaissance walls. This …More

Lucca, Italy

5.0 (40)

1-Hour Carriage Tour – Historic Center and Renaissance Walls

Discover Lucca with the intermediate tour, designed for those who want to experience the historic center and travel half of the famous Renaissance walls. This...

1 hour Free Cancellation

5.0 (40)

from
$253

Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany

Start from Piazza Adua in Florence and travel through the Tuscan countryside to Montalcino, home of Brunello di Montalcino. Enjoy a guided walk in the …More

Florence, Italy

5.0 (6)

Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany

Start from Piazza Adua in Florence and travel through the Tuscan countryside to Montalcino, home of Brunello di Montalcino. Enjoy a guided walk in the...

9 hours Free Cancellation

5.0 (6)

from
$253

Let's discover Siena with a fascinating historical tour. Not only the most famous buildings like the church of San Domenico, the Salimbeni palace, the Chigi …More

Siena, Italy

5.0 (1)

Siena Private walking tour

Let's discover Siena with a fascinating historical tour. Not only the most famous buildings like the church of San Domenico, the Salimbeni palace, the Chigi...

2 hours Free Cancellation

5.0 (1)

from
$253

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?