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 →

Half Day Chianti Wine Tour with Private Luxury Van

• Experience for your private group. Visit some of the most famous vineyards, see their wine cellars and taste excellent wines on this 5-hour tour. …More

Florence, Italy

5.0 (20)

Half Day Chianti Wine Tour with Private Luxury Van

• Experience for your private group. Visit some of the most famous vineyards, see their wine cellars and taste excellent wines on this 5-hour tour....

5 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$677

Bocelli Essence of Wine and Volterra Tour from Rome

This is a very special day for fans of Maestro Bocelli! Even if you're staying in Rome, with our comfortable vehicles and professional driver you'll …More

Rome, Italy

4.8 (21)

Bocelli Essence of Wine and Volterra Tour from Rome

This is a very special day for fans of Maestro Bocelli! Even if you're staying in Rome, with our comfortable vehicles and professional driver you'll...

12 hours Hotel pickup offered Free Cancellation

4.8 (21)

from
$505

Montecatini Terme cycle and wine tasting visit

A relaxing experience cycling on secondary roads through very flat route countryside, with a visit to the hilltop village of Montecarlo (the only short climb …More

Montecatini Terme, Italy

5.0 (24)

Montecatini Terme cycle and wine tasting visit

A relaxing experience cycling on secondary roads through very flat route countryside, with a visit to the hilltop village of Montecarlo (the only short climb...

5 hours Free Cancellation

5.0 (24)

from
$193

Hire your Local Wine Guide in Bolgheri for private tastings

We are Francesca & Margarethe, both WSET Level 3 Award recipients, living in the picturesque wine region of Bolgheri, located along the stunning Tuscan coast. …More

Livorno, Italy

5.0 (23)

Hire your Local Wine Guide in Bolgheri for private tastings

We are Francesca & Margarethe, both WSET Level 3 Award recipients, living in the picturesque wine region of Bolgheri, located along the stunning Tuscan coast....

6 hours Free Cancellation

5.0 (23)

from
$144

Private tour from Livorno port to Chianti Wine Region

This private tour will make you discover and enjoy the essence of this land known for its breathtaking landscapes that for centuries has been giving …More

Livorno, Italy

5.0 (5)

Private tour from Livorno port to Chianti Wine Region

This private tour will make you discover and enjoy the essence of this land known for its breathtaking landscapes that for centuries has been giving...

9 hours Free Cancellation

5.0 (5)

from
$250

Private Chianti Rufina Half Day Tour with Lunch from Florence

Chianti Rufina, the smallest and highest-elevation sub-region in Chianti, is celebrated for its high-altitude vineyards that add unique tannic structure to its wines. Located northeast …More

Florence, Italy

5.0 (2)

Private Chianti Rufina Half Day Tour with Lunch from Florence

Chianti Rufina, the smallest and highest-elevation sub-region in Chianti, is celebrated for its high-altitude vineyards that add unique tannic structure to its wines. Located northeast...

7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$433

Tuscany Wine Tour from Rome with Private Driver

This day trip is designed for those who wish to enjoy the highlights of the region of TUSCANY and its renowned WINERIES. …More

Rome, Italy

4.9 (14)

Tuscany Wine Tour from Rome with Private Driver

This day trip is designed for those who wish to enjoy the highlights of the region of TUSCANY and its renowned WINERIES....

10 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$263

Private Irpinia Wine Tour from NAPLES with sommelier

Explore the vineyards of the Irpinia wine region on a private full-day tour from Naples. Accompanied by a qualified sommelier, drive out among the lush …More

Naples, Italy

5.0 (11)

Private Irpinia Wine Tour from NAPLES with sommelier

Explore the vineyards of the Irpinia wine region on a private full-day tour from Naples. Accompanied by a qualified sommelier, drive out among the lush...

8 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$254

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

Langhe-Roero and Monferrato, Italy

5.0 (25)

Private Barolo Wine Tour with Winemaker

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...

8 hours Hotel pickup offered Free Cancellation

5.0 (25)

from
$459

Our tour is dedicated to those who want to discover the tradition of a family-run winery in full relaxation and comfort. Ideal for those looking …More

Verona, Italy

4.9 (16)

Amarone Wine Tour

Our tour is dedicated to those who want to discover the tradition of a family-run winery in full relaxation and comfort. Ideal for those looking...

1 hour 30 minutes Free Cancellation

4.9 (16)

from
$37

Our driver will bring you from Naples or Sorrento along the most spectacular tour of Europe: The Amalfi Coast. During this full-day excursion (about 8 …More

Sorrento, Italy

5.0 (23)

Private Amalfi drive 8 hours

Our driver will bring you from Naples or Sorrento along the most spectacular tour of Europe: The Amalfi Coast. During this full-day excursion (about 8...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$134

Half-Day Private Trip from Cagliari to Barumini in Su Nuraxi

This will be a journey through Sardinian history and culture. A step back to the nuraghi time, to understand how these people lived. It's also …More

Cagliari, Italy

5.0 (13)

Half-Day Private Trip from Cagliari to Barumini in Su Nuraxi

This will be a journey through Sardinian history and culture. A step back to the nuraghi time, to understand how these people lived. It's also...

4 hours Hotel pickup offered Free Cancellation

5.0 (13)

from
$264

Explore five of Rome’s major basilicas with an option to visit the Catacombs ancient burial site, on this seven-hour private tour including transportation from your …More

Rome, Italy

5.0 (27)

Private Tour: Basilicas of Rome

Explore five of Rome’s major basilicas with an option to visit the Catacombs ancient burial site, on this seven-hour private tour including transportation from your...

7 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$150

Pompeii 360° - 4-hour tour with an expert Guide in archaeology

The eruption of Vesuvius in 79 AD.C., considered one of the greatest natural catastrophes that humanity has known, has returned to us almost intact an …More

Pompeii, Italy

5.0 (21)

Pompeii 360° - 4-hour tour with an expert Guide in archaeology

The eruption of Vesuvius in 79 AD.C., considered one of the greatest natural catastrophes that humanity has known, has returned to us almost intact an...

4 hours Free Cancellation

5.0 (21)

from
$80

A Private and Customizable Golf Cart tour of Rome. You can choose a tour with an English-speaking driver or a guided tour with a licensed …More

Rome, Italy

5.0 (7)

Exclusive Golf Cart tour of Rome (3hrs)

A Private and Customizable Golf Cart tour of Rome. You can choose a tour with an English-speaking driver or a guided tour with a licensed...

3 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$102

Private Guided Visit of Florence Santa Maria Novella Basilica and its Officina Profumo Farmaceutica

Uncover the timeless beauty of the Santa Maria Novella Basilica, one of Florence’s most captivating landmarks. Founded by Dominican friars in the early 13th century, …More

Florence, Italy

4.5 (8)

Private Guided Visit of Florence Santa Maria Novella Basilica and its Officina Profumo Farmaceutica

Uncover the timeless beauty of the Santa Maria Novella Basilica, one of Florence’s most captivating landmarks. Founded by Dominican friars in the early 13th century,...

1 hour 30 minutes Free Cancellation

4.5 (8)

from
$36

Roman Villa of Casale Luxury Private Tour : Sicily Unesco Mosaics

Discover the extraordinary Villa Romana del Casale with a local guide who is an authentic craftsman of experiences. On this private tour I will take …More

4.9 (34)

Roman Villa of Casale Luxury Private Tour : Sicily Unesco Mosaics

Discover the extraordinary Villa Romana del Casale with a local guide who is an authentic craftsman of experiences. On this private tour I will take...

60 to 90 minutes Free Cancellation

4.9 (34)

from
$207

Pompeii, Herculaneum & Mt. Vesuvius Guided Tour from Sorrento

This tour is perfect for those eager to explore the ancient wonders of Pompeii with a private, English-speaking licensed guide during a 2-hour visit. Next, …More

Sorrento, Italy

5.0 (23)

Pompeii, Herculaneum & Mt. Vesuvius Guided Tour from Sorrento

This tour is perfect for those eager to explore the ancient wonders of Pompeii with a private, English-speaking licensed guide during a 2-hour visit. Next,...

9 hours Hotel pickup offered Free Cancellation

5.0 (23)

from
$173

Live a memorable day discovering Capri, the island of love. Private luxury boat tour, lasting 8 hours, departing from a port of your choice on …More

Capri, Italy

4.8 (19)

Full Day Private Boat Tour of Capri

Live a memorable day discovering Capri, the island of love. Private luxury boat tour, lasting 8 hours, departing from a port of your choice on...

8 hours Free Cancellation

4.8 (19)

from
$2,066

Capri Private Boat Tour from Sorrento, Positano or Naples - Yacht Klase 50

The day is yours! We will make it perfect. An exclusive experience to be lived in total relax with no rush or scheduled time, far …More

Positano, Italy

5.0 (20)

Capri Private Boat Tour from Sorrento, Positano or Naples - Yacht Klase 50

The day is yours! We will make it perfect. An exclusive experience to be lived in total relax with no rush or scheduled time, far...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$353

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?