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 →

Private Carrara Marble Experience from Florence

The world of marble is not just about extraction and craftsmanship—it is the story of a land and its people, whose identity has long been …More

Florence, Italy

5.0 (4)

Private Carrara Marble Experience from Florence

The world of marble is not just about extraction and craftsmanship—it is the story of a land and its people, whose identity has long been...

10 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$799

Private Pisa & Lucca Day Experience from Florence

Explore the heart of beautiful Tuscany visiting two of Italy’s most cherished towns—Pisa and Lucca. One town is renowned for its medieval walls and stunning …More

Florence, Italy

5.0 (8)

Private Pisa & Lucca Day Experience from Florence

Explore the heart of beautiful Tuscany visiting two of Italy’s most cherished towns—Pisa and Lucca. One town is renowned for its medieval walls and stunning...

9 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$799

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

Taste Tuscany's delicious cheeses and the great Brunello di Montalcino red wines on a full-day private guided tour. See the beautiful Val d'Orcia and receive …More

Siena, Italy

5.0 (41)

Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

Taste Tuscany's delicious cheeses and the great Brunello di Montalcino red wines on a full-day private guided tour. See the beautiful Val d'Orcia and receive...

8 hours Hotel pickup offered Free Cancellation

5.0 (41)

from
$795

- Very knowledgeable drivers with explanation about wine, food and general history of Tuscany. - Private visit to Pisa will include the Piazza dei Miracoli …More

Florence, Italy

4.7 (3)

Pisa - Lucca Private Day Trip

- Very knowledgeable drivers with explanation about wine, food and general history of Tuscany. - Private visit to Pisa will include the Piazza dei Miracoli...

8 hours Free Cancellation

4.7 (3)

from
$795

Florence walking guided tour with Uffizi & Accademia

This is a private cultural experience through the colorful maze of streets where you will learn the history of the city, participate in the local …More

Florence, Italy

4.9 (15)

Florence walking guided tour with Uffizi & Accademia

This is a private cultural experience through the colorful maze of streets where you will learn the history of the city, participate in the local...

7 hours Hotel pickup offered Free Cancellation

4.9 (15)

from
$778

Limousine Service from Florence The Mall Outlet private driver

A professional expert driver English-speaking with a comfortable Mercedes Van will be on your disposal for the best shopping outlet of Italy, on this area …More

Florence, Italy

5.0 (2)

Limousine Service from Florence The Mall Outlet private driver

A professional expert driver English-speaking with a comfortable Mercedes Van will be on your disposal for the best shopping outlet of Italy, on this area...

4 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$758

Private Suvereto Wines Experience: Land of Elisa Bonaparte

Get an introduction into Suvereto’s wine scene! Expand your palate with wines from Southern Tuscany, a region that charms travelers with its medieval architecture and …More

Florence, Italy

5.0 (4)

Private Suvereto Wines Experience: Land of Elisa Bonaparte

Get an introduction into Suvereto’s wine scene! Expand your palate with wines from Southern Tuscany, a region that charms travelers with its medieval architecture and...

12 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$757

Private Bolgheri Experience: Land of the Super Tuscan

Our exclusive Bolgheri wine tour is a curated experience that allows visitors to explore the renowned wine region of Bolgheri in Tuscany. This tour includes …More

Florence, Italy

5.0 (4)

Private Bolgheri Experience: Land of the Super Tuscan

Our exclusive Bolgheri wine tour is a curated experience that allows visitors to explore the renowned wine region of Bolgheri in Tuscany. This tour includes...

10 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (4)

from
$754

Private Assisi & Sagrantino Wines Experience from Florence

True travelers are always driven by a desire to discover new places. This same curiosity inspires those who visit the birthplace of the famous Saint …More

Florence, Italy

5.0 (2)

Private Assisi & Sagrantino Wines Experience from Florence

True travelers are always driven by a desire to discover new places. This same curiosity inspires those who visit the birthplace of the famous Saint...

13 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$748

A beautiful tour to discover Chianti Classico and its secrets with the only electric mini moke in Tuscany, you will have the opportunity to admire …More

Florence, Italy

5.0 (2)

"Dolce Vita" in Chiantishire

A beautiful tour to discover Chianti Classico and its secrets with the only electric mini moke in Tuscany, you will have the opportunity to admire...

5 to 6 hours

5.0 (2)

from
$746

Pisa, Lucca & Winery Private Tour from Livorno port

TDC - Drivers for Shore Excursions & Bike Tours provides professional drivers for private shore excursions from Livorno port. Our drivers will be pleased to …More

Livorno, Italy

5.0 (2)

Pisa, Lucca & Winery Private Tour from Livorno port

TDC - Drivers for Shore Excursions & Bike Tours provides professional drivers for private shore excursions from Livorno port. Our drivers will be pleased to...

8 hours Free Cancellation

5.0 (2)

from
$746

Private Tour of Chianti Siena and San Gimignano by Minivan

It will be your special day. The driver will be at your disposal and will discuss with you all the possible solutions, so he will …More

Florence, Italy

4.8 (68)

Private Tour of Chianti Siena and San Gimignano by Minivan

It will be your special day. The driver will be at your disposal and will discuss with you all the possible solutions, so he will...

8 to 9 hours Hotel pickup offered Free Cancellation

4.8 (68)

from
$743

Private Day Tour from Florence to Pisa, Chianti and San Gimignano

Explore the beautiful Tuscan countryside with a private driver and customize your itinerary to visit Pisa, San Gimignano, Chianti and Piazzale Michelangelo. History, art, culture …More

Florence, Italy

5.0 (47)

Private Day Tour from Florence to Pisa, Chianti and San Gimignano

Explore the beautiful Tuscan countryside with a private driver and customize your itinerary to visit Pisa, San Gimignano, Chianti and Piazzale Michelangelo. History, art, culture...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (47)

from
$743

Architectural Florence: Private Tour with a Local Expert

Join a Local Expert for a two-hour exclusive journey through Florence's architecture, a can't-miss experience where historic heritage meets modern design, and every building tells …More

Florence, Italy

5.0 (3)

Architectural Florence: Private Tour with a Local Expert

Join a Local Expert for a two-hour exclusive journey through Florence's architecture, a can't-miss experience where historic heritage meets modern design, and every building tells...

2 hours Free Cancellation

5.0 (3)

from
$742

Pisa Tour and Wine Tasting on the Pisan Hills

Our transport option stands out for the rare occasion to visit unique yet undiscovered places - the scenic vineyards of the Pisa hills, the secrets …More

Livorno, Italy

5.0 (2)

Pisa Tour and Wine Tasting on the Pisan Hills

Our transport option stands out for the rare occasion to visit unique yet undiscovered places - the scenic vineyards of the Pisa hills, the secrets...

2 to 8 hours Free Cancellation

5.0 (2)

from
$742

Exclusivity: exclusive service in a top-of-the-range Mercedes-Benz Business Van. Local: English speaking driver, with deep knowledge of the area. Our strong point: maximum punctuality and …More

Livorno, Italy

5.0 (1)

Private One Day Tour to Pisa and Lucca

Exclusivity: exclusive service in a top-of-the-range Mercedes-Benz Business Van. Local: English speaking driver, with deep knowledge of the area. Our strong point: maximum punctuality and...

6 to 7 hours

5.0 (1)

from
$741

When you get off the ship, your driver will be waiting for you at the port of Livorno and you will immediately leave for Florence, …More

From Livorno: Private day trip to Florence with transfer included

When you get off the ship, your driver will be waiting for you at the port of Livorno and you will immediately leave for Florence,...

9 hours Free Cancellation

from
$738

Siena and Chianti Castle with Lunch&WineTasting from Florence

Enjoy this unforgettable High Level Tour and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: …More

Florence, Italy

Siena and Chianti Castle with Lunch&WineTasting from Florence

Enjoy this unforgettable High Level Tour and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer:...

9 hours Hotel pickup offered

from
$738

Private Day Trip to Chianti from Florence

We will spend an entire day crossing the most characteristic and beautiful part of the Tuscan countryside: the Chianti. Here we will visit small villages …More

Florence, Italy

5.0 (5)

Private Day Trip to Chianti from Florence

We will spend an entire day crossing the most characteristic and beautiful part of the Tuscan countryside: the Chianti. Here we will visit small villages...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$715

Hire a driver for The Mall Outlet - Limousine Service Florence

The number of hours available for go with a Mercedes vehicle and a professional driver English speaking, stay at The Mall OUTLET and return in …More

Florence, Italy

5.0 (11)

Hire a driver for The Mall Outlet - Limousine Service Florence

The number of hours available for go with a Mercedes vehicle and a professional driver English speaking, stay at The Mall OUTLET and return in...

1 to 11 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$712

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?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Private Sightseeing Tours are:

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?