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 →

Capri Private Boat Tour On 36ft Italian Boat from Sorrento

Cruise to this island of Capri on a private boat (up to 4 people). You will sail around the island with your English-speaking captain, who …More

Capri, Italy

5.0 (8)

Capri Private Boat Tour On 36ft Italian Boat from Sorrento

Cruise to this island of Capri on a private boat (up to 4 people). You will sail around the island with your English-speaking captain, who...

7 hours Free Cancellation

5.0 (8)

from
$1,801

Private Boat Tour of the Portofino Riviera 4 hours

Choose your favourite boat from : Corvette 24 ( 7 people) Sandy Gozzo ( 6 people) Choosing our Private Tour, you will have a high-level …More

Portofino, Italy

5.0 (8)

Private Boat Tour of the Portofino Riviera 4 hours

Choose your favourite boat from : Corvette 24 ( 7 people) Sandy Gozzo ( 6 people) Choosing our Private Tour, you will have a high-level...

4 hours Free Cancellation

5.0 (8)

from
$133

Experience one of the most romantic moments of your life at sea. Celebrate love in a truly unforgettable way! As the sun sets over the …More

Sorrento, Italy

5.0 (5)

Sunset Proposal Package

Experience one of the most romantic moments of your life at sea. Celebrate love in a truly unforgettable way! As the sun sets over the...

120 to 160 minutes Free Cancellation

5.0 (5)

from
$616

Enchanted sunset on the Sorrento Coast: an unforgettable experience Be enchanted by the magic of the sunset on the Sorrento Coast aboard a comfortable boat. …More

Sorrento, Italy

5.0 (5)

Sunset Sorrento Coast

Enchanted sunset on the Sorrento Coast: an unforgettable experience Be enchanted by the magic of the sunset on the Sorrento Coast aboard a comfortable boat....

2 to 4 hours Free Cancellation

5.0 (5)

from
$673

Murano Glass Art Tour Where the WOW Factor Is Real

I am a traveler just like you — I love discovering hidden places, authentic stories, and experiences that create real emotion. As a Venetian, it …More

Venice, Italy

5.0 (3)

Murano Glass Art Tour Where the WOW Factor Is Real

I am a traveler just like you — I love discovering hidden places, authentic stories, and experiences that create real emotion. As a Venetian, it...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$517

Departing from Tropea, the tour includes a visit to the enchanting White Grotto, then continue past Formicoli and the beautiful Bay of Riaci, before reaching …More

Tropea, Italy

5.0 (6)

Private tour on sailing boat

Departing from Tropea, the tour includes a visit to the enchanting White Grotto, then continue past Formicoli and the beautiful Bay of Riaci, before reaching...

4 hours Free Cancellation

5.0 (6)

from
$1,378

Private Amalfi Coast Full Day Tour with a Positano 32ft

- Exclusive swim stops in the most beautiful and secluded spots along the coast. - Close-up views of iconic landmarks like Positano, Amalfi, and the …More

Isola d'Ischia, Italy

5.0 (5)

Private Amalfi Coast Full Day Tour with a Positano 32ft

- Exclusive swim stops in the most beautiful and secluded spots along the coast. - Close-up views of iconic landmarks like Positano, Amalfi, and the...

6 to 8 hours

5.0 (5)

from
$1,607

Venice in 2 days tour including Gondola Ride and Islands Tour by Private Boat

A private 2-day tour to fully experience the City of Bridges, discovering its secrets and exploring it from every corner with a professional local guide, …More

Venice, Italy

5.0 (1)

Venice in 2 days tour including Gondola Ride and Islands Tour by Private Boat

A private 2-day tour to fully experience the City of Bridges, discovering its secrets and exploring it from every corner with a professional local guide,...

2 days Free Cancellation

5.0 (1)

from
$245

Capri, Blue Grotto & Positano Full Day Private Tour from Naples

Discover the allure of two world-famous destinations in a single day while in Naples, whether arriving via cruise or on vacation: Capri and Positano! Embark …More

Naples, Italy

5.0 (3)

Capri, Blue Grotto & Positano Full Day Private Tour from Naples

Discover the allure of two world-famous destinations in a single day while in Naples, whether arriving via cruise or on vacation: Capri and Positano! Embark...

9 hours Free Cancellation

5.0 (3)

from
$375

Capri Island, Blue Grotto and Positano Day Tour from Naples

Two of the main attractions of the Naples area, are Capri in the Bay of Naples and Positano in the Amalfi Coast. They are easily …More

Naples, Italy

4.7 (7)

Capri Island, Blue Grotto and Positano Day Tour from Naples

Two of the main attractions of the Naples area, are Capri in the Bay of Naples and Positano in the Amalfi Coast. They are easily...

8 hours Free Cancellation

4.7 (7)

from
$389

One Day Private Tour of the Amalfi Coast by Boat

Amalfi has always been one of the most popular destinations for travelers. UNESCO has declared the Amalfi Coast, a World Heritage Site, thanks to its …More

Sorrento, Italy

5.0 (6)

One Day Private Tour of the Amalfi Coast by Boat

Amalfi has always been one of the most popular destinations for travelers. UNESCO has declared the Amalfi Coast, a World Heritage Site, thanks to its...

8 hours Free Cancellation

5.0 (6)

from
$2,239

Private Guided Sailing Boat Tour on Lake Como with Aperitif

Sailing aboard a one-hundred-year-old boat in the romantic and stunning scenery of Lake Como. They both have a story to tell. The ideal situation for …More

Lake Como, Italy

5.0 (5)

Private Guided Sailing Boat Tour on Lake Como with Aperitif

Sailing aboard a one-hundred-year-old boat in the romantic and stunning scenery of Lake Como. They both have a story to tell. The ideal situation for...

2 hours Free Cancellation

5.0 (5)

from
$856

This tour is a complete Full day (ca. 8hr) journey around Capri's stunning coastline. We will discover hidden caves, swim in crystal-clear waters, and visit …More

Capri, Italy

5.0 (6)

Private Full Day Island of Capri Tour

This tour is a complete Full day (ca. 8hr) journey around Capri's stunning coastline. We will discover hidden caves, swim in crystal-clear waters, and visit...

8 hours Free Cancellation

5.0 (6)

from
$856

Book this tour to have a perfect day on the sea, we will make this boat tour to be one of the highlights of your …More

Sorrento, Italy

5.0 (7)

Full Day Tour from Sorrento to Capri

Book this tour to have a perfect day on the sea, we will make this boat tour to be one of the highlights of your...

8 hours Free Cancellation

5.0 (7)

from
$165

Capri Secret Gems Semi Private Boat Tour with Local Skipper

Experience the magic of Capri as you cruise around the entire island, discovering up to 14 breathtaking landmarks and hidden gems. Snap stunning photos of …More

Capri, Italy

4.8 (9)

Capri Secret Gems Semi Private Boat Tour with Local Skipper

Experience the magic of Capri as you cruise around the entire island, discovering up to 14 breathtaking landmarks and hidden gems. Snap stunning photos of...

3 hours Free Cancellation

4.8 (9)

from
$165

Bellagio from Como 3H Private Speedboat Tour with Captain

- Experienced captain - Tour of legendary villas - Safe, Private, Relax & Fun A private, fun, and safe cruise experience. Explore the stunning beauty …More

Lake Como, Italy

5.0 (8)

Bellagio from Como 3H Private Speedboat Tour with Captain

- Experienced captain - Tour of legendary villas - Safe, Private, Relax & Fun A private, fun, and safe cruise experience. Explore the stunning beauty...

3 hours Free Cancellation

5.0 (8)

from
$1,100

Bellagio and Varenna from Como 4H Private Boat Tour with Captain

- Experienced captain - Tour of legendary villas - Safe, Private, Relax & Fun A private, fun, and safe cruise experience. Explore the stunning beauty …More

Lake Como, Italy

5.0 (7)

Bellagio and Varenna from Como 4H Private Boat Tour with Captain

- Experienced captain - Tour of legendary villas - Safe, Private, Relax & Fun A private, fun, and safe cruise experience. Explore the stunning beauty...

4 hours Free Cancellation

5.0 (7)

from
$1,316

Venice San Giorgio's Bell Tower and Grand Canal on a Private Boat

Experience Venice like never before on this private boat tour that sets itself apart with an intimate exploration of the city’s hidden treasures. Glide along …More

Venice, Italy

5.0 (1)

Venice San Giorgio's Bell Tower and Grand Canal on a Private Boat

Experience Venice like never before on this private boat tour that sets itself apart with an intimate exploration of the city’s hidden treasures. Glide along...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$199

Sorrento Sunset Private Boat Tour - Explorer 20ft Boat

Experience the magic of the Sorrento Coast at sunset aboard a private 20ft explorer boat departing directly from the historic fishing village of Marina Grande …More

Sorrento, Italy

5.0 (6)

Sorrento Sunset Private Boat Tour - Explorer 20ft Boat

Experience the magic of the Sorrento Coast at sunset aboard a private 20ft explorer boat departing directly from the historic fishing village of Marina Grande...

1 hour

5.0 (6)

from
$80

Capri Island Private Boat Tour with Skipper

A private boat, a breathtaking island, and an unforgettable day at sea! Our Full-Day Private Capri Boat Tour is the ultimate way to explore Capri …More

Sorrento, Italy

5.0 (6)

Capri Island Private Boat Tour with Skipper

A private boat, a breathtaking island, and an unforgettable day at sea! Our Full-Day Private Capri Boat Tour is the ultimate way to explore Capri...

7 hours

5.0 (6)

from
$628

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?