Top Italy Private Sightseeing Tours

Q: Which Italy Private Sightseeing Tours have Instant Confirmation?

Italy Private Sightseeing Tours with Instant Confirmation include: Private Golf Cart Tour: Michelangelo & Florence Hills Pompeii Private Tour with an Archaeologist and Skip The Line - 3 hours Rome Highlights by Golf Cart Private Tour Private Rome By Golf Cart: Beyond the Landmarks Florence Exclusive PRIVATE Food Tour with 6 or 10 Tastings View all Tours with Instant Confirmation →

Q: I need a ride! Which Italy Private Sightseeing Tours have Hotel Pickup?

No problem. These Italy Private Sightseeing Tours include Hotel Pickup: Rome Highlights by Golf Cart Private Tour Private Rome By Golf Cart: Beyond the Landmarks Rome: Colosseum, Roman Forum and Palatine Hill Private Tour Private Golf Cart Tour in Florence Rome VIP Private Golf Cart Experience View all Tours with Hotel Pickup →

Q: Got any more Italy trip ideas?

We sure do. Check out our curated lists of hand-picked Italy Tours. Top 10 Italy 2026 Senior-friendly tours Italy The best tours and activities for culture lovers in Italy Top Day Trips from Italy Things to do in Italy this summer View all Italy Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Italy?

Based on our sales data over the past year, the most popular styles of tours and activities in Italy are: Italy Luxury & Special Occasions Italy Luxury Tours Italy Tours & Sightseeing Italy Cultural & Theme Tours Italy Walking & Biking Tours View all tour styles in Italy →

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

Private Tour of Gole Alcantara with Organic Lunch in "Trattoria"

Live this amazing adventure visiting the main national park of Sicily Gole Alcantara. This tour is private, made exclusively for your party. Minimum participants is 2 …More

Messina, Italy

4.9 (15)

Private Tour of Gole Alcantara with Organic Lunch in "Trattoria"

Live this amazing adventure visiting the main national park of Sicily Gole Alcantara. This tour is private, made exclusively for your party. Minimum participants is 2...

5 to 7 hours Hotel pickup offered Free Cancellation

4.9 (15)

from
$218

Private Pisa, Pasta and Chianti Lovers Wine Experience from La Spezia

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and …More

La Spezia, Italy

5.0 (4)

Private Pisa, Pasta and Chianti Lovers Wine Experience from La Spezia

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and...

7 hours Free Cancellation

5.0 (4)

from
$130

Excellent Wine experience in English, Español, Purtuguês

On this tour we will visit two of the most beautiful cities in Tuscany, important both for art and culture and of considerable historical importance. …More

Florence, Italy

5.0 (12)

Excellent Wine experience in English, Español, Purtuguês

On this tour we will visit two of the most beautiful cities in Tuscany, important both for art and culture and of considerable historical importance....

8 hours Hotel pickup offered

5.0 (12)

from
$861

Chianti from Florence:PRIVATE Wine, Olive Oil Tasting in the Tuscan countryside

“If you truly want to experience the Chianti region, this is the tour you’ve been looking for!” The Chianti region is celebrated worldwide for its …More

Florence, Italy

5.0 (4)

Chianti from Florence:PRIVATE Wine, Olive Oil Tasting in the Tuscan countryside

“If you truly want to experience the Chianti region, this is the tour you’ve been looking for!” The Chianti region is celebrated worldwide for its...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$279

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

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

* Private, Exclusive, Customizable, door-to-door tour of Pienza, Val d'Orcia, Montalcino, wine and food Tour from Florence * 8 hours in a luxury Mercedes sedan/minivan …More

Siena, Italy

5.0 (10)

Pienza, Montalcino, Brunello Wine and Pecorino Cheese PRIVATE TOUR from FLORENCE

* Private, Exclusive, Customizable, door-to-door tour of Pienza, Val d'Orcia, Montalcino, wine and food Tour from Florence * 8 hours in a luxury Mercedes sedan/minivan...

8 hours Hotel pickup offered

5.0 (10)

from
$227

Pisa and Florence Private Tour with Wine Tasting

Discover the Essence of Tuscany: Pisa, Florence & Chianti Wine Experience Immerse yourself in the timeless beauty of Pisa and Florence—two of Tuscany’s most iconic …More

Livorno, Italy

4.9 (10)

Pisa and Florence Private Tour with Wine Tasting

Discover the Essence of Tuscany: Pisa, Florence & Chianti Wine Experience Immerse yourself in the timeless beauty of Pisa and Florence—two of Tuscany’s most iconic...

9 hours

4.9 (10)

from
$1,255

Let yourself be overwhelmed by the aromas and flavors of the good DOC Tramonti - Costa D'Amalfi wine by visiting two wineries in our area. …More

Amalfi, Italy

5.0 (2)

Wine Tour (lunch included)

Let yourself be overwhelmed by the aromas and flavors of the good DOC Tramonti - Costa D'Amalfi wine by visiting two wineries in our area....

4 to 6 hours Free Cancellation

5.0 (2)

from
$355

Wine Tour in the Countryside of Lucca with Lunch - with Minivan

This tour is including a car at your disposal during the tour, transfer to a beautiful winery in Montecarlo where you can taste 4 different …More

Lucca, Italy

5.0 (11)

Wine Tour in the Countryside of Lucca with Lunch - with Minivan

This tour is including a car at your disposal during the tour, transfer to a beautiful winery in Montecarlo where you can taste 4 different...

5 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$195

Milan private art food and wine tasting tour

As Expert of History and History of art I am proud to claim that Italy starting from 1400 is the cradle of Renaissance, Renaissance was …More

Milan, Italy

4.5 (31)

Milan private art food and wine tasting tour

As Expert of History and History of art I am proud to claim that Italy starting from 1400 is the cradle of Renaissance, Renaissance was...

2 hours 30 minutes

4.5 (31)

from
$148

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

Castle, medieval village, Venetian baroque garden, wine tasting private tour

A private tour to discover the southern region of the Euganean Hills, in the Veneto region close to Venice. You will visit a medieval village, …More

Venice, Italy

5.0 (1)

Castle, medieval village, Venetian baroque garden, wine tasting private tour

A private tour to discover the southern region of the Euganean Hills, in the Veneto region close to Venice. You will visit a medieval village,...

8 to 9 hours

5.0 (1)

from
$434

Verona art city, Valpolicella wine tasting full day private tour

Full day excursion to visit Verona the town of Romeo and Juliet, and to taste the wines of the Valpolicella area including one of the …More

Venice, Italy

5.0 (1)

Verona art city, Valpolicella wine tasting full day private tour

Full day excursion to visit Verona the town of Romeo and Juliet, and to taste the wines of the Valpolicella area including one of the...

8 to 9 hours

5.0 (1)

from
$336

San Gimignano: Vineyard and Cellar Tour with Wine Tasting

This tour is not a simple wine tasting, but you will have the opportunity to be accompanied by the producer in the vineyards and in …More

San Gimignano, Italy

5.0 (2)

San Gimignano: Vineyard and Cellar Tour with Wine Tasting

This tour is not a simple wine tasting, but you will have the opportunity to be accompanied by the producer in the vineyards and in...

1 hour 30 minutes Free Cancellation

5.0 (2)

from
$51

Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is …More

Florence, Italy

5.0 (2)

Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is...

5 hours Free Cancellation

5.0 (2)

from
$333

Private Rome Night Craft Beer Walking Tour

Rome is a fast-becoming popular with craft beer lovers. The tastiest beer can be had now in the city and we invite you to join …More

Rome, Italy

5.0 (8)

Private Rome Night Craft Beer Walking Tour

Rome is a fast-becoming popular with craft beer lovers. The tastiest beer can be had now in the city and we invite you to join...

2 hours 15 minutes Free Cancellation

5.0 (8)

from
$69

Rome is a fast-becoming popular with craft beer lovers. The tastiest beer can be had now in the city and we invite you to join …More

Rome, Italy

5.0 (4)

Rome Pigneto Craft Beer Private Tour

Rome is a fast-becoming popular with craft beer lovers. The tastiest beer can be had now in the city and we invite you to join...

2 hours 15 minutes Free Cancellation

5.0 (4)

from
$69

Private Open Bar Tour with Luxury Boat on Lake Como 2H 4H

A crazy tour combined with the most beautiful sailing experience on Lake Como, a modern 33 foot boat, of great charm and power. The boat …More

Lake Como, Italy

5.0 (13)

Private Open Bar Tour with Luxury Boat on Lake Como 2H 4H

A crazy tour combined with the most beautiful sailing experience on Lake Como, a modern 33 foot boat, of great charm and power. The boat...

2 hours Free Cancellation

5.0 (13)

from
$827

Private Guided Tour of Montepulciano with wine tasting

The Montepulciano tour will allow you to discover one of the most fascinating towns of the area, the so-called “Renaissance pearl” sheltered inside Medieval city …More

Montepulciano, Italy

5.0 (15)

Private Guided Tour of Montepulciano with wine tasting

The Montepulciano tour will allow you to discover one of the most fascinating towns of the area, the so-called “Renaissance pearl” sheltered inside Medieval city...

2 hours Free Cancellation

5.0 (15)

from
$30

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Italy Private Sightseeing Tours?

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

What are the best kid-friendly options for Italy Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Italy Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Italy Private Sightseeing Tours have Instant Confirmation?

Which Italy Private Sightseeing Tours have Free Cancellation?

Italy 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 Italy Private Sightseeing Tours have Hotel Pickup?

Got any more Italy trip ideas?

What are the most popular styles of Tours and Activities in Italy?