Top Italy Cruises, Sailing & Water Tours

Q: I need a ride! Which Italy Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Italy Cruises, Sailing & Water Tours include Hotel Pickup: From Sorrento: Capri Boat Tour with Optional Blue Grotto Visit From Naples small group Sorrento Positano & Amalfi with boat tour Sorrento: Small Group Boat Day Excursion to the Amalfi Coast Private boat tour Amalfi Coast Small Group Boat Day Excursion to Capri Island from Sorrento 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 →

Enjoy a relaxing day on one of the most beautiful islands in the world, let our team guide you to discover Capri, Anacapri and its …More

Capri, Italy

5.0 (9)

Guided Tour of Capri and Anacapri

Enjoy a relaxing day on one of the most beautiful islands in the world, let our team guide you to discover Capri, Anacapri and its...

8 to 9 hours Free Cancellation

5.0 (9)

from
$68

One Day Private Boat Tour in the Cinque Terre

A special tour made by those who have been doing this job with passion for three generations. Find us in Portofino! Ready to leave for …More

Portofino, Italy

5.0 (5)

One Day Private Boat Tour in the Cinque Terre

A special tour made by those who have been doing this job with passion for three generations. Find us in Portofino! Ready to leave for...

7 hours Free Cancellation

5.0 (5)

from
$3,413

Naples Boat Tour Along the Posillipo Coast (2 Hours)

Meet your captain in the charming Borgo Marinari, just steps from the historic Castel dell’Ovo, and step aboard for a relaxing 2-hour cruise along the …More

Naples, Italy

5.0 (8)

Naples Boat Tour Along the Posillipo Coast (2 Hours)

Meet your captain in the charming Borgo Marinari, just steps from the historic Castel dell’Ovo, and step aboard for a relaxing 2-hour cruise along the...

2 hours Free Cancellation

5.0 (8)

from
$72

I Will Tell you all the history & legend of our Ancient land..and let you Swim in the most cristal blue water of the Syrens …More

Positano, Italy

4.7 (13)

Amalfi Coast by Boat

I Will Tell you all the history & legend of our Ancient land..and let you Swim in the most cristal blue water of the Syrens...

6 hours Free Cancellation

4.7 (13)

from
$1,033

Capri Private Tour with Island Boat Tour from Rome

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 (5)

Capri Private Tour with Island Boat Tour from Rome

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....

14 to 15 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$781

The short time generally allowed to cruise passengers to go ashore as their ship is in the harbor, would seem incompatible with the philosophy of …More

Venice, Italy

5.0 (2)

Venice Shore Excursion Private Tour

The short time generally allowed to cruise passengers to go ashore as their ship is in the harbor, would seem incompatible with the philosophy of...

3 hours 30 minutes Free Cancellation

5.0 (2)

from
$551

Private boat tour among the wonders of Capri and Positano

Fantastic private tour, you will have the opportunity to enjoy Positano and Capri on the same day. We will leave from the port of Sorrento, …More

Sorrento, Italy

5.0 (5)

Private boat tour among the wonders of Capri and Positano

Fantastic private tour, you will have the opportunity to enjoy Positano and Capri on the same day. We will leave from the port of Sorrento,...

8 to 9 hours Free Cancellation

5.0 (5)

from
$1,343

Tour privato in barca fra le meraviglie di Positano e della costiera Amalfitana

Let you be seduced by the beauty of my coast. I'm a young captain, born in Sorrento and grown on the sea. The Li Galli …More

Sorrento, Italy

5.0 (7)

Tour privato in barca fra le meraviglie di Positano e della costiera Amalfitana

Let you be seduced by the beauty of my coast. I'm a young captain, born in Sorrento and grown on the sea. The Li Galli...

8 to 9 hours Free Cancellation

5.0 (7)

from
$1,343

Capri Boat Tour, Blue Grotto and Anacapri from Rome

Take the fast train from Rome to Naples where you will meet your guide to experience an unforgettable day around the most beautiful island in …More

Naples, Italy

5.0 (2)

Capri Boat Tour, Blue Grotto and Anacapri from Rome

Take the fast train from Rome to Naples where you will meet your guide to experience an unforgettable day around the most beautiful island in...

8 hours Free Cancellation

5.0 (2)

from
$452

Ischia Food Tastings & Sightseeing: Private Day Trip from Naples Port

Embark on a captivating journey to Ischia, where relaxation and indulgence await. Meet your guide at Naples' Molo Beverello port and board a jetfoil to …More

Naples, Italy

5.0 (1)

Ischia Food Tastings & Sightseeing: Private Day Trip from Naples Port

Embark on a captivating journey to Ischia, where relaxation and indulgence await. Meet your guide at Naples' Molo Beverello port and board a jetfoil to...

8 hours Free Cancellation

5.0 (1)

from
$214

Luxury Private Boat Tour from Sorrento to Amalfi Coast– Shamal 40

The Amalfi Coast is truly unforgettable when seen from the sea. Picture pastel-colored houses stacked perfectly on the cliffs, cascading dramatically down to the sparkling …More

Sorrento, Italy

5.0 (3)

Luxury Private Boat Tour from Sorrento to Amalfi Coast– Shamal 40

The Amalfi Coast is truly unforgettable when seen from the sea. Picture pastel-colored houses stacked perfectly on the cliffs, cascading dramatically down to the sparkling...

7 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$3,185

Private Boat Tour from Sorrento to Positano!

This is the perfect cruise for those who would like a taste of both the Sorrento Coastline and the Amalfi Coastline up to Positano. Embark …More

Sorrento, Italy

5.0 (8)

Private Boat Tour from Sorrento to Positano!

This is the perfect cruise for those who would like a taste of both the Sorrento Coastline and the Amalfi Coastline up to Positano. Embark...

6 hours Free Cancellation

5.0 (8)

from
$1,712

Lipari & Vulcano Experience - from Milazzo

Boarding at 08 : 45 - departure at 09 : 15 Set sail from Milazzo to discover the Aeolian Islands! Skirting along the picturesque Mamertino …More

4.3 (16)

Lipari & Vulcano Experience - from Milazzo

Boarding at 08 : 45 - departure at 09 : 15 Set sail from Milazzo to discover the Aeolian Islands! Skirting along the picturesque Mamertino...

8 to 9 hours Free Cancellation

4.3 (16)

from
$54

Venice Luxury Private Day Tour with Gondola Ride from Rome

The romantic city of Venice, is located in the Veneto region of Italy — one of the gem in the North East corner of Italy. …More

Rome, Italy

5.0 (5)

Venice Luxury Private Day Tour with Gondola Ride from Rome

The romantic city of Venice, is located in the Veneto region of Italy — one of the gem in the North East corner of Italy....

15 to 16 hours Hotel pickup offered

5.0 (5)

from
$1,160

Capri pacchetto completo: Tour in Barca Condiviso,Bus e Seggiovia

Do you have only one day to visit the magic Capri island? Choose our CAPRI FULL PACK, and you will visit our island in one …More

Capri, Italy

4.7 (9)

Capri pacchetto completo: Tour in Barca Condiviso,Bus e Seggiovia

Do you have only one day to visit the magic Capri island? Choose our CAPRI FULL PACK, and you will visit our island in one...

6 hours Free Cancellation

4.7 (9)

from
$108

From Sorrento: Positano Private Boat VIP Tour

Our captain will guide you, with a comfortable 32/38Ft motor boat, on an exciting journey to one of the most beautiful and picturesque villages of …More

Sorrento, Italy

5.0 (5)

From Sorrento: Positano Private Boat VIP Tour

Our captain will guide you, with a comfortable 32/38Ft motor boat, on an exciting journey to one of the most beautiful and picturesque villages of...

7 to 8 hours Free Cancellation

5.0 (5)

from
$1,144

Capri Private Full-Day Boat Tour from Naples with Pickup

Explore Capri on an 8-hour private boat tour from Naples, with your own skipper and exclusive use of the boat for up to 8 guests. …More

Naples, Italy

5.0 (4)

Capri Private Full-Day Boat Tour from Naples with Pickup

Explore Capri on an 8-hour private boat tour from Naples, with your own skipper and exclusive use of the boat for up to 8 guests....

9 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$3,179

Capri Private tour in Azimut 43 with professional Chef

On board the Azimut 43 we will leave at 9.30 from Castellammare di Stabia for a tour that recalls the charm of the Dolce Vita, …More

Naples, Italy

5.0 (6)

Capri Private tour in Azimut 43 with professional Chef

On board the Azimut 43 we will leave at 9.30 from Castellammare di Stabia for a tour that recalls the charm of the Dolce Vita,...

7 to 9 hours Free Cancellation

5.0 (6)

from
$1,484

Private Ischia tour from Sorrento: full day trip

Experience an unforgettable day discovering the Green Island by boat. Ischia enchants you with its unspoiled beaches, renowned thermal springs, and authentic Mediterranean flavors. Sail …More

Sorrento, Italy

5.0 (7)

Private Ischia tour from Sorrento: full day trip

Experience an unforgettable day discovering the Green Island by boat. Ischia enchants you with its unspoiled beaches, renowned thermal springs, and authentic Mediterranean flavors. Sail...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$1,598

6 Hours Private Tour of Capri with Certified Guide

The island loved around the world as you've never seen it. Book your all-inclusive trip to discover the most sought-after destination for celebrities from all …More

Naples, Italy

5.0 (1)

6 Hours Private Tour of Capri with Certified Guide

The island loved around the world as you've never seen it. Book your all-inclusive trip to discover the most sought-after destination for celebrities from all...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,087

Frequently Asked Questions

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

What are the best options for Italy Cruises, Sailing & Water Tours?

What are the best kid-friendly options for Italy Cruises, Sailing & Water Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Italy Cruises, Sailing & Water Tours are:

View all kid-friendly Tours →

Which Italy Cruises, Sailing & Water Tours have Instant Confirmation?

Italy Cruises, Sailing & Water Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Italy Cruises, Sailing & Water Tours have Free Cancellation?

Italy Cruises, Sailing & Water 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 Cruises, Sailing & Water Tours have Hotel Pickup?

Got any more Italy trip ideas?

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