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: Colosseum, Roman Forum and Palatine Hill Private Tour Rome Highlights by Golf Cart Private Tour Private Rome By Golf Cart: Beyond the Landmarks 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 →

Pompeii & Wine Tasting : Private Day Trip from Naples

Do you love culture and can't wait to visit Pompeii? This trip is ideal for you. Discover the beauty of the city submerged by lava …More

Naples, Italy

5.0 (7)

Pompeii & Wine Tasting : Private Day Trip from Naples

Do you love culture and can't wait to visit Pompeii? This trip is ideal for you. Discover the beauty of the city submerged by lava...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$63

Puglia's White Gems: Private Alberobello & Martina Franca

Immerse yourself in the fairy-tale atmosphere of the Itria Valley, where unique architecture meets ancient olive groves. This is a private, bespoke journey uniting three …More

Bari, Italy

5.0 (2)

Puglia's White Gems: Private Alberobello & Martina Franca

Immerse yourself in the fairy-tale atmosphere of the Itria Valley, where unique architecture meets ancient olive groves. This is a private, bespoke journey uniting three...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$341

GPS tour with E-Bike on cycleroute of acqueduct Pugliese with wine tasting directly in vineyards

Self-guided excursion with the use of a GPS with preloaded track, ideal for couples and families and groups of friends who want to have a …More

Alberobello & Locorotondo, Italy

4.6 (18)

GPS tour with E-Bike on cycleroute of acqueduct Pugliese with wine tasting directly in vineyards

Self-guided excursion with the use of a GPS with preloaded track, ideal for couples and families and groups of friends who want to have a...

3 to 4 hours

4.6 (18)

from
$63

Lake Como & Wine Tour in Valtellina Valley - Full day

Valtellina is one of the hidden gems of northern Italy just two hours drive north of Milan. If you are a wine lover, this is …More

Lake Como, Italy

5.0 (1)

Lake Como & Wine Tour in Valtellina Valley - Full day

Valtellina is one of the hidden gems of northern Italy just two hours drive north of Milan. If you are a wine lover, this is...

10 hours Free Cancellation

5.0 (1)

from
$325

Amalfi Coast Private Tour with Wine Tasting up the Hill

Do not waste your time searching how to reach the main attractions of the Amalfi Coast or how to taste the delicacies and wines of …More

Salerno, Italy

5.0 (3)

Amalfi Coast Private Tour with Wine Tasting up the Hill

Do not waste your time searching how to reach the main attractions of the Amalfi Coast or how to taste the delicacies and wines of...

8 hours Free Cancellation

5.0 (3)

from
$203

Organic Wine Tasting & Lunch on Vesuvius with Transfer from Pompeii

This is an exclusive wine tasting of Lacryma Christi DOP Organic Wines which is paired with a typical lunch of Mount Vesuvius area. Cantina del …More

Pompeii, Italy

4.5 (2)

Organic Wine Tasting & Lunch on Vesuvius with Transfer from Pompeii

This is an exclusive wine tasting of Lacryma Christi DOP Organic Wines which is paired with a typical lunch of Mount Vesuvius area. Cantina del...

3 hours Hotel pickup offered Free Cancellation

4.5 (2)

from
$57

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one …More

Florence, Italy

5.0 (5)

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one...

8 hours

5.0 (5)

from
$1,022

Etna by E-Bike and Wine Taste Experience

For those who want to enjoy a pleasant day on the highest active volcano in Europe , among lava flows , lava caves and pristine …More

Taormina, Italy

5.0 (8)

Etna by E-Bike and Wine Taste Experience

For those who want to enjoy a pleasant day on the highest active volcano in Europe , among lava flows , lava caves and pristine...

6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$327

This tour combines the travel on an ancient and unique public service railway, the visit of a volcanic winery (wine and food tasting, visit to …More

5.0 (6)

Etna Wine Tasting and Train Tour

This tour combines the travel on an ancient and unique public service railway, the visit of a volcanic winery (wine and food tasting, visit to...

6 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$300

Private Langhe and Barolo Wine Tour from Milan

Leave Milan behind and reach the Langhe wine region of Piedmont on a full-day tour. Explore the Langhe, the area where Barolo (“the king of …More

Milan, Italy

4.8 (5)

Private Langhe and Barolo Wine Tour from Milan

Leave Milan behind and reach the Langhe wine region of Piedmont on a full-day tour. Explore the Langhe, the area where Barolo (“the king of...

9 hours Free Cancellation

4.8 (5)

from
$559

Taormina Rooftop & High End Cocktail Bar Walking Tour

Step into an evening of refined elegance with a local Taormina expert, where you'll embark on a journey through the exquisite beauty of this enchanting …More

5.0 (6)

Taormina Rooftop & High End Cocktail Bar Walking Tour

Step into an evening of refined elegance with a local Taormina expert, where you'll embark on a journey through the exquisite beauty of this enchanting...

4 hours

5.0 (6)

from
$285

Guided tour of the vineyards, the centuries-old olive grove and the cellar. During the tour the history of the area, its traditions and all the …More

4.7 (15)

Wine Tasting & Tour Premium

Guided tour of the vineyards, the centuries-old olive grove and the cellar. During the tour the history of the area, its traditions and all the...

1 to 2 hours Free Cancellation

4.7 (15)

from
$59

Pompeii Ruins & Wine Tasting with Lunch on Vesuvius with Private Transfer

Visit Pompeii and experience Lacryma Christi Wines from Vesuvius with a typical local lunch in a Winery. An English speaking driver will pick you up …More

Salerno, Italy

4.9 (9)

Pompeii Ruins & Wine Tasting with Lunch on Vesuvius with Private Transfer

Visit Pompeii and experience Lacryma Christi Wines from Vesuvius with a typical local lunch in a Winery. An English speaking driver will pick you up...

7 to 9 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$193

Bari Street food with Wine & food Taster

I make your tour unique by customizing it according to your preferences. I am a CERTIFIED tour guide in Puglia and Basilicata, a III level …More

Bari, Italy

5.0 (9)

Bari Street food with Wine & food Taster

I make your tour unique by customizing it according to your preferences. I am a CERTIFIED tour guide in Puglia and Basilicata, a III level...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$115

The Essence of Tuscany: Private Chianti & Estate Winery Lunch

Join our highest-rated private escape into the Tuscan countryside. Discover the charm of a medieval hilltop town of your choice and enjoy a legendary, family-style …More

Florence, Italy

4.9 (8)

The Essence of Tuscany: Private Chianti & Estate Winery Lunch

Join our highest-rated private escape into the Tuscan countryside. Discover the charm of a medieval hilltop town of your choice and enjoy a legendary, family-style...

5 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$372

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

Pompeii Ruins & Mt.Vesuvius with Lunch & Wine Tasting from Rome

Take a day out of your Rome vacation to visit the amazing Ruins of Pompeii, Mount Vesuvius Gran Cono and enjoy a Wine Tasting experience …More

Rome, Italy

5.0 (1)

Pompeii Ruins & Mt.Vesuvius with Lunch & Wine Tasting from Rome

Take a day out of your Rome vacation to visit the amazing Ruins of Pompeii, Mount Vesuvius Gran Cono and enjoy a Wine Tasting experience...

10 to 11 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$312

Embark on a memorable journey through Florence that combines the timeless charm of its old wooden boats with the delight of sipping exquisite wine. As …More

Florence, Italy

5.0 (7)

Panoramic Florence by Boat with Wine

Embark on a memorable journey through Florence that combines the timeless charm of its old wooden boats with the delight of sipping exquisite wine. As...

1 hour

5.0 (7)

from
$75

Wine and Food tasting PRIVATE Guided Tour

Book your PRIVATE Wine and Food tasting guided tour. Avoid large groups. Be accompanied by a professional Driver Guide and experts in the winery. Enjoy …More

Lake Como, Italy

4.8 (5)

Wine and Food tasting PRIVATE Guided Tour

Book your PRIVATE Wine and Food tasting guided tour. Avoid large groups. Be accompanied by a professional Driver Guide and experts in the winery. Enjoy...

6 to 8 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$796

Florence and Pisa with Wine Experience Private Tour

This is a complete day package where you don't have to worry about anything as we have included everything you might want or need in …More

Livorno, Italy

4.6 (10)

Florence and Pisa with Wine Experience Private Tour

This is a complete day package where you don't have to worry about anything as we have included everything you might want or need in...

9 hours Free Cancellation

4.6 (10)

from
$234

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?