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 →

Discover the most beautiful places of Pisa together with our professional photographer and our companion who will take wonderful photos in front of the Leaning …More

Pisa, Italy

5.0 (6)

Pisa walking tour with private shooting

Discover the most beautiful places of Pisa together with our professional photographer and our companion who will take wonderful photos in front of the Leaning...

2 to 3 hours Free Cancellation

5.0 (6)

from
$126

Skip the Line Vatican and Sistine Chapel Private Night Tour

No queuing and an opportunity to see the magnificence of the Vatican in a totally different atmosphere. This magical 2.5-hour evening tour of the Vatican …More

Rome, Italy

5.0 (5)

Skip the Line Vatican and Sistine Chapel Private Night Tour

No queuing and an opportunity to see the magnificence of the Vatican in a totally different atmosphere. This magical 2.5-hour evening tour of the Vatican...

2 hours 30 minutes

5.0 (5)

from
$147

Rome was not built in a day of course, but one day is sufficient to have a nice view of this marvelous City! we offer for …More

Rome, Italy

5.0 (6)

Rome city tour

Rome was not built in a day of course, but one day is sufficient to have a nice view of this marvelous City! we offer for...

6 hours Free Cancellation

5.0 (6)

from
$160

Wine & Food tasting in Venice with a Sommelier

Ciao , my name is CHIARA and I am a LICENCED Tour Leader and WSET SOMMELIER. I will introduce you to Venice and the hidden …More

Venice, Italy

5.0 (9)

Wine & Food tasting in Venice with a Sommelier

Ciao , my name is CHIARA and I am a LICENCED Tour Leader and WSET SOMMELIER. I will introduce you to Venice and the hidden...

2 hours Free Cancellation

5.0 (9)

from
$681

Capri & Monte Solaro Private Tour from Rome (Full Day)

Fantastic grottoes, soaring conical peaks, caverns great and small, plus villas of Emperors and thousands of legends, brush Capri with an air of whispered mystery. …More

Rome, Italy

5.0 (6)

Capri & Monte Solaro Private Tour from Rome (Full Day)

Fantastic grottoes, soaring conical peaks, caverns great and small, plus villas of Emperors and thousands of legends, brush Capri with an air of whispered mystery....

13 to 14 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$652

Enjoy with our professional licensed tour guide the history of the most important gothic cathedral in Italy, the Duomo of Milan. you will be surprised …More

Milan, Italy

4.4 (13)

Duomo Cathedral Guided Tour

Enjoy with our professional licensed tour guide the history of the most important gothic cathedral in Italy, the Duomo of Milan. you will be surprised...

60 to 90 minutes Free Cancellation

4.4 (13)

from
$172

Skip the Traffic: High-Speed Private Yacht Charter to Capri!

Avoid the traffic and long transfers along the Sorrento and Amalfi Coast with our High-Speed Private Luxury Yacht Charter: the fastest and most exclusive way …More

Sorrento, Italy

5.0 (6)

Skip the Traffic: High-Speed Private Yacht Charter to Capri!

Avoid the traffic and long transfers along the Sorrento and Amalfi Coast with our High-Speed Private Luxury Yacht Charter: the fastest and most exclusive way...

1 to 2 hours

5.0 (6)

from
$1,029

From Messina Cruise Terminal: Etna -Taormina-Godfather with food

Private full day tour of the most important and beautiful Sicilian sites - Mount Etna Volcano , Taormina, the most important tourist resort in Europe, …More

Messina, Italy

4.9 (9)

From Messina Cruise Terminal: Etna -Taormina-Godfather with food

Private full day tour of the most important and beautiful Sicilian sites - Mount Etna Volcano , Taormina, the most important tourist resort in Europe,...

7 to 8 hours Hotel pickup offered Free Cancellation

4.9 (9)

from
$367

Excursion to VOLCANO LIPARI SCIARA DEL FUOCO from Tropea

We love punctuality. That's why our customers' travel time is programmed until the last second of your adventure The Aeolian Islands are incomparable at first …More

Tropea, Italy

3.9 (34)

Excursion to VOLCANO LIPARI SCIARA DEL FUOCO from Tropea

We love punctuality. That's why our customers' travel time is programmed until the last second of your adventure The Aeolian Islands are incomparable at first...

11 hours 30 minutes Free Cancellation

3.9 (34)

from
$74

Saga the Mysteries of Naples: the Tomb of Dracula

The complex, founded by the Angevins (1279), encloses in its walls with a centuries-old history, a true treasure trove of history, art and religiosity. It …More

Naples, Italy

5.0 (1)

Saga the Mysteries of Naples: the Tomb of Dracula

The complex, founded by the Angevins (1279), encloses in its walls with a centuries-old history, a true treasure trove of history, art and religiosity. It...

2 hours Free Cancellation

5.0 (1)

from
$282

Wine tasting in Roman Countryside: 3-hour tour from Rome

Exclusive Wine Tasting Tour in Rome’s Countryside Discover the rich tradition of winemaking in the serene Roman countryside with our carefully curated wine-tasting experience. Perfect …More

Rome, Italy

5.0 (8)

Wine tasting in Roman Countryside: 3-hour tour from Rome

Exclusive Wine Tasting Tour in Rome’s Countryside Discover the rich tradition of winemaking in the serene Roman countryside with our carefully curated wine-tasting experience. Perfect...

3 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$142

Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

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

Livorno, Italy

5.0 (5)

Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

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 (5)

from
$96

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the …More

Livorno, Italy

4.8 (5)

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the...

9 hours

4.8 (5)

from
$125

Wine Tour Bolgheri Half day Shore Excursion from Piombino Port

Relax and enjoy the beauty of Tuscany on this 6-hour tour from Piombino to the countryside of Bolgheri. Your English-speaking driver/guide will take you from …More

Livorno, Italy

5.0 (3)

Wine Tour Bolgheri Half day Shore Excursion from Piombino Port

Relax and enjoy the beauty of Tuscany on this 6-hour tour from Piombino to the countryside of Bolgheri. Your English-speaking driver/guide will take you from...

6 hours Free Cancellation

5.0 (3)

from
$857

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years …More

Florence, Italy

5.0 (7)

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years...

5 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$375

Valpolicella Wine and Olive Oil Tasting with Lunch from Verona

Discover the heart of Valpolicella wine country on this immersive private tour from Verona. Taste world-famous Amarone and other local wines, explore the traditions of …More

Verona, Italy

5.0 (2)

Valpolicella Wine and Olive Oil Tasting with Lunch from Verona

Discover the heart of Valpolicella wine country on this immersive private tour from Verona. Taste world-famous Amarone and other local wines, explore the traditions of...

6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$307

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

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in …More

Siena, Italy

5.0 (7)

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in...

8 hours Hotel pickup offered

5.0 (7)

from
$193

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Florence

* Private, Exclusive, Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Florence * 8 hours in a luxury Mercedes …More

Florence, Italy

5.0 (8)

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Florence

* Private, Exclusive, Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Florence * 8 hours in a luxury Mercedes...

8 hours Hotel pickup offered

5.0 (8)

from
$195

Rome Vineyards Wine tasting Private Day Tour

Dear Guests, this excursion is designed for travelers who want to visit and explore the vineyards of Rome and its beautiful countryside, and enjoy a …More

Rome, Italy

5.0 (6)

Rome Vineyards Wine tasting Private Day Tour

Dear Guests, this excursion is designed for travelers who want to visit and explore the vineyards of Rome and its beautiful countryside, and enjoy a...

8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$206

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?

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?