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

Full-Day Private Shore Excursion: Tivoli Gardens with Wine Tasting from Civitavecchia

From Porto di Civitavecchia, this 9-hour guided tour will visit the magnificent gardens of Villa d'Este, a renaissance villa with over 1,000 fountains, with a …More

Lake Bracciano, Italy

5.0 (3)

Full-Day Private Shore Excursion: Tivoli Gardens with Wine Tasting from Civitavecchia

From Porto di Civitavecchia, this 9-hour guided tour will visit the magnificent gardens of Villa d'Este, a renaissance villa with over 1,000 fountains, with a...

9 hours Free Cancellation

5.0 (3)

from
$350

A full day in the Bolgheri DOC area, one of the most famous wine regions in our country. Today we will visit 2 wineries and …More

Livorno, Italy

5.0 (2)

Bolgheri Wine Tour from Livorno

A full day in the Bolgheri DOC area, one of the most famous wine regions in our country. Today we will visit 2 wineries and...

7 to 8 hours Free Cancellation

5.0 (2)

from
$1,004

Food Valley Tour: Parmigiano, Balsamic, Wine, lunch, transport

An exclusive journey dedicated to the finest flavors of Italy's Food Valley. The "delicious" adventure begins with the legendary Parmigiano Reggiano, where you will see …More

Bologna, Italy

4.8 (4)

Food Valley Tour: Parmigiano, Balsamic, Wine, lunch, transport

An exclusive journey dedicated to the finest flavors of Italy's Food Valley. The "delicious" adventure begins with the legendary Parmigiano Reggiano, where you will see...

6 to 7 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$221

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english …More

Florence, Italy

5.0 (3)

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$917

Brunello di Montalcino wine experience with a sommelier

This private tour is designed to offer an authentic experience with maximum comfort and local insight. It starts directly from your hotel in a fully …More

Siena, Italy

5.0 (3)

Brunello di Montalcino wine experience with a sommelier

This private tour is designed to offer an authentic experience with maximum comfort and local insight. It starts directly from your hotel in a fully...

5 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$228

Amalfi Coast vintage tour with cheese and wine tastings

On board a characteristic vintage car you will live a unique experience, admiring breathtaking views along the Amalfi Coast. The departure is scheduled from Amalfi …More

Amalfi, Italy

5.0 (3)

Amalfi Coast vintage tour with cheese and wine tastings

On board a characteristic vintage car you will live a unique experience, admiring breathtaking views along the Amalfi Coast. The departure is scheduled from Amalfi...

4 hours 30 minutes

5.0 (3)

from
$241

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

Day Trip to Roman Castles Nemi Lake and Frascati Wine Tasting

Explore the areas surrounding Rome and discover their landscapes, lakes and beautiful panorama on this private day trip to the Castelli Romani. An English speaking …More

Rome, Italy

5.0 (2)

Day Trip to Roman Castles Nemi Lake and Frascati Wine Tasting

Explore the areas surrounding Rome and discover their landscapes, lakes and beautiful panorama on this private day trip to the Castelli Romani. An English speaking...

6 hours Hotel pickup offered

5.0 (2)

from
$358

Wine and Cheese Tastings Southern Tuscany ShoreExcursion from Civitavecchia Port

Experience this great Shore Excursion from Civitavecchia cruise Port exploring the Southern Tuscany towns and countryside and see: • Montepulciano • Pienza Included: - Wine …More

Lake Bracciano, Italy

5.0 (2)

Wine and Cheese Tastings Southern Tuscany ShoreExcursion from Civitavecchia Port

Experience this great Shore Excursion from Civitavecchia cruise Port exploring the Southern Tuscany towns and countryside and see: • Montepulciano • Pienza Included: - Wine...

10 hours Free Cancellation

5.0 (2)

from
$310

Today we will take you to the famous Wine Region of Bolgheri where some of the best wines in the World are produced. We will …More

Lucca, Italy

5.0 (2)

Bolgheri Wine Tour from Lucca

Today we will take you to the famous Wine Region of Bolgheri where some of the best wines in the World are produced. We will...

8 hours Hotel pickup offered

5.0 (2)

from
$1,004

Bagnoregio, Orvieto & Montepulciano Private Wine Tour from Rome

Want to visit Italy, but looking to see more than just the tourist cities? Orvieto is your answer and is perfect for a day trip …More

Rome, Italy

5.0 (4)

Bagnoregio, Orvieto & Montepulciano Private Wine Tour from Rome

Want to visit Italy, but looking to see more than just the tourist cities? Orvieto is your answer and is perfect for a day trip...

10 to 11 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$625

Best Winery Tour in Mini Cooper Classic Cabrio wine testing&lunch

Departure from your hotel in Rome to higlights Ancient tour of Rome First, we’ll head to the Capitoline Hill—where Rome was born—offering a stunning view …More

Rome, Italy

5.0 (2)

Best Winery Tour in Mini Cooper Classic Cabrio wine testing&lunch

Departure from your hotel in Rome to higlights Ancient tour of Rome First, we’ll head to the Capitoline Hill—where Rome was born—offering a stunning view...

5 hours

5.0 (2)

from
$297

Montepulciano Vineyards & Wine Tasting Tour from Rome

A visit to this Cellar is a voyage in time and history: here is the essence of the sweet Tuscan earth, the wine, that they …More

Rome, Italy

5.0 (2)

Montepulciano Vineyards & Wine Tasting Tour from Rome

A visit to this Cellar is a voyage in time and history: here is the essence of the sweet Tuscan earth, the wine, that they...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$569

Private Tuscany Wine Tour from Rome Montepulciano and Pienza

Leave the bustle of Rome behind and enjoy an elegant private journey into the heart of Tuscany. Travel through the scenic Crete Senesi and the …More

Rome, Italy

4.2 (6)

Private Tuscany Wine Tour from Rome Montepulciano and Pienza

Leave the bustle of Rome behind and enjoy an elegant private journey into the heart of Tuscany. Travel through the scenic Crete Senesi and the...

10 hours Hotel pickup offered Free Cancellation

4.2 (6)

from
$167

Montalcino and Brunello Wine Private Tour

- Very knowledgeable drivers with explanation about wine, food and general history of the area. - Visit the picturesque town of Montalcino in the Val …More

Florence, Italy

5.0 (2)

Montalcino and Brunello Wine Private Tour

- Very knowledgeable drivers with explanation about wine, food and general history of the area. - Visit the picturesque town of Montalcino in the Val...

9 hours Free Cancellation

5.0 (2)

from
$1,022

A magical experience through some of the most characteristic cities of southern Italy, with expert guides who will show you monuments and cities with great …More

Naples, Italy

5.0 (3)

Wine & Food Tour at the Vesuvius Winery

A magical experience through some of the most characteristic cities of southern Italy, with expert guides who will show you monuments and cities with great...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$91

Private Barolo Wine Tour with Winemaker from Turin

This private tour with Winemaker is completely dedicated to Piedmont wines and their secrets. The winemaker will lead you to the details of the Terroir …More

Turin, Italy

5.0 (3)

Private Barolo Wine Tour with Winemaker from Turin

This private tour with Winemaker is completely dedicated to Piedmont wines and their secrets. The winemaker will lead you to the details of the Terroir...

10 hours Free Cancellation

5.0 (3)

from
$568

Private Irpinia Wine Tour with Pizza Cooking Class from SORRENTO

Pizza maker just for one day? It's possible! Enjoy our private wine tour with pizza cooking class. Our driver is also a professional sommelier. Visit the …More

Sorrento, Italy

5.0 (2)

Private Irpinia Wine Tour with Pizza Cooking Class from SORRENTO

Pizza maker just for one day? It's possible! Enjoy our private wine tour with pizza cooking class. Our driver is also a professional sommelier. Visit the...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$324

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
$744

Rome Wine Tour with a Local: 100% Personalized & Private

You’ll join one of our local Rome hosts to explore Italy’s diverse wine regions, without ever setting foot outside of Rome. Wander through the cobbled …More

Rome, Italy

5.0 (2)

Rome Wine Tour with a Local: 100% Personalized & Private

You’ll join one of our local Rome hosts to explore Italy’s diverse wine regions, without ever setting foot outside of Rome. Wander through the cobbled...

3 hours Free Cancellation

5.0 (2)

from
$108

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?