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 →

Slow boat tour for small groups with appetizer on Lake Maggiore

Cool, slow and delicious appetize on Lake Maggiore with fantastic and unique panorama for small groups …More

Lake Maggiore, Italy

5.0 (10)

Slow boat tour for small groups with appetizer on Lake Maggiore

Cool, slow and delicious appetize on Lake Maggiore with fantastic and unique panorama for small groups...

3 hours Free Cancellation

5.0 (10)

from
$107

Lake Como Private Classic Speedboat Tour

Explore Lake Como on board your private wooden speed-boat. Meet your friendly captain and enjoy an amazing trip in the most fascinating part of the …More

Lake Como, Italy

4.9 (39)

Lake Como Private Classic Speedboat Tour

Explore Lake Como on board your private wooden speed-boat. Meet your friendly captain and enjoy an amazing trip in the most fascinating part of the...

2 hours Free Cancellation

4.9 (39)

from
$394

Cruise to this island jewel on a private boat, with no more than 10 people on board. You will sail around the island with your …More

Capri, Italy

4.9 (50)

Capri Island Private Tour

Cruise to this island jewel on a private boat, with no more than 10 people on board. You will sail around the island with your...

8 hours Free Cancellation

4.9 (50)

from
$1,410

Private Boat Tour to Positano and Amalfi

TOUR DETAILS: • Pick up from your hotel and transfer to the port of Massa Lubrense • Departure following Sorrento coastline, stop at the little …More

Sorrento, Italy

5.0 (1)

Private Boat Tour to Positano and Amalfi

TOUR DETAILS: • Pick up from your hotel and transfer to the port of Massa Lubrense • Departure following Sorrento coastline, stop at the little...

7 hours Free Cancellation

5.0 (1)

from
$2,536

Cavalluccio kayak excursion in Fossacesia

In addition to the suggestiveness of the landscape that we are going to explore, characterized by the presence of the famous Trabocchi and small coves …More

4.9 (41)

Cavalluccio kayak excursion in Fossacesia

In addition to the suggestiveness of the landscape that we are going to explore, characterized by the presence of the famous Trabocchi and small coves...

3 hours Free Cancellation

4.9 (41)

from
$51

Explore the most picturesque places in Venice with our local guides. A full immersion of history, traditions and peculiarities that'll leave you breathless! Moving on …More

Venice, Italy

3.8 (62)

Walking Tour of Venice with Mini Cruise

Explore the most picturesque places in Venice with our local guides. A full immersion of history, traditions and peculiarities that'll leave you breathless! Moving on...

1 hour 30 minutes Free Cancellation

3.8 (62)

from
$34

Tropea, Exclusive Sailing Cruise. 4h with Aperitif. MiRo’

A dream sailing experience on a 15m Grand Large boat between Tropea and Capo Vaticano! Set sail with us for a half-day adventure to discover …More

Tropea, Italy

5.0 (42)

Tropea, Exclusive Sailing Cruise. 4h with Aperitif. MiRo’

A dream sailing experience on a 15m Grand Large boat between Tropea and Capo Vaticano! Set sail with us for a half-day adventure to discover...

4 hours

5.0 (42)

from
$1,015

VIP Private Luxury Boat Tour - Riva Aquariva Yacht Venice

Live Venice as a unique and exclusive experience! Escape the crowds of the city and take a time of fun and relax discovering the magic …More

Venice, Italy

5.0 (29)

VIP Private Luxury Boat Tour - Riva Aquariva Yacht Venice

Live Venice as a unique and exclusive experience! Escape the crowds of the city and take a time of fun and relax discovering the magic...

4 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$2,131

Skip-the-Line Venice Private Tour Including St Mark Doges Palace & Gondola Ride

Enjoy an exclusive 6-hour private walking tour of Venice, complete with an unforgettable ride on one of the city’s iconic gondolas. With skip-the-line access to …More

Venice, Italy

5.0 (18)

Skip-the-Line Venice Private Tour Including St Mark Doges Palace & Gondola Ride

Enjoy an exclusive 6-hour private walking tour of Venice, complete with an unforgettable ride on one of the city’s iconic gondolas. With skip-the-line access to...

6 hours Free Cancellation

5.0 (18)

from
$209

Shared Five Star Cruise Relax SailYacht La Maddalena Islands

Discover the marine paradise of the archipelago of La Maddalena on a sailing boat with the convenient departure from the port of Cannigione. Hop aboard …More

La Maddalena, Italy

5.0 (56)

Shared Five Star Cruise Relax SailYacht La Maddalena Islands

Discover the marine paradise of the archipelago of La Maddalena on a sailing boat with the convenient departure from the port of Cannigione. Hop aboard...

8 hours

5.0 (56)

from
$395

The Secrets of the Grand Canal - Special Private Boat Tour

The most exclusive and unique tour of the Grand Canal, discovering its stories, legends and mysteries. A true Venetian will guide you in this fascinating …More

Venice, Italy

4.8 (59)

The Secrets of the Grand Canal - Special Private Boat Tour

The most exclusive and unique tour of the Grand Canal, discovering its stories, legends and mysteries. A true Venetian will guide you in this fascinating...

1 hour Hotel pickup offered Free Cancellation

4.8 (59)

from
$78

Passenger transfer service from Torre Faro (Messina) to Scilla round trip

Passenger transfer from Torre Faro (Messina) to Scilla port Duration approx. 20 minutes. The departure for the return from Scilla to Torre Faro is at …More

5.0 (1)

Passenger transfer service from Torre Faro (Messina) to Scilla round trip

Passenger transfer from Torre Faro (Messina) to Scilla port Duration approx. 20 minutes. The departure for the return from Scilla to Torre Faro is at...

10 hours Free Cancellation

5.0 (1)

from
$34

Como Bellagio Lugano & Exclusive Cruise from Milan

Discover the best of Lake Como, Bellagio and Lugano on this full-day tour from Milan. Start with a guided walk in the historic center of …More

Milan, Italy

4.2 (75)

Como Bellagio Lugano & Exclusive Cruise from Milan

Discover the best of Lake Como, Bellagio and Lugano on this full-day tour from Milan. Start with a guided walk in the historic center of...

11 hours Free Cancellation

4.2 (75)

from
$92

Sailing experience Magdalene Archipelago only Small Groups

Discover the Archipelago of La Maddalena aboard a small group sailboat. Starting from Cannigione, we will sail between spectacular bays and crystal clear waters, with …More

4.9 (48)

Sailing experience Magdalene Archipelago only Small Groups

Discover the Archipelago of La Maddalena aboard a small group sailboat. Starting from Cannigione, we will sail between spectacular bays and crystal clear waters, with...

8 hours Free Cancellation

4.9 (48)

from
$147

Venice Wheelchair-Accessible Private Tour

If you are a visitor with physical, sensorial or cognitive disabilities, a parent with children or simply you do not feel to walk and cross …More

Venice, Italy

5.0 (3)

Venice Wheelchair-Accessible Private Tour

If you are a visitor with physical, sensorial or cognitive disabilities, a parent with children or simply you do not feel to walk and cross...

2 to 8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$35

1-Hour Sea Caves and Boat Tour in Ortigia Syracuse

Join us for an unforgettable boat tour that will take you to explore the enchanting sea caves and the historic island of Ortigia, the beating …More

4.9 (13)

1-Hour Sea Caves and Boat Tour in Ortigia Syracuse

Join us for an unforgettable boat tour that will take you to explore the enchanting sea caves and the historic island of Ortigia, the beating...

1 hour Free Cancellation

4.9 (13)

from
$23

Exclusive 2,5-Hour Private Boat Tour in Monopoli

Discover the breathtaking beauty of Monopoli and Polignano a Mare with our exclusive Cave Tour! Our experienced guides will take you through stunning sea caves, …More

Alberobello & Locorotondo, Italy

5.0 (1)

Exclusive 2,5-Hour Private Boat Tour in Monopoli

Discover the breathtaking beauty of Monopoli and Polignano a Mare with our exclusive Cave Tour! Our experienced guides will take you through stunning sea caves,...

2 hours 30 minutes Free Cancellation

5.0 (1)

from
$507

Two Days Tour Including Boat-ride in Polignano

hello!! this tour is FANTASTIC.. includes: pick up drop off, accomodation 1 night, sightseeing tour of Polignano a Mare and BOAT-ride tour !! ENJOY!! (please …More

Bari, Italy

5.0 (2)

Two Days Tour Including Boat-ride in Polignano

hello!! this tour is FANTASTIC.. includes: pick up drop off, accomodation 1 night, sightseeing tour of Polignano a Mare and BOAT-ride tour !! ENJOY!! (please...

2 days Hotel pickup offered Free Cancellation

5.0 (2)

from
$248

Exclusive 6 - Hour Boat Party in Polignano a Mare

Embark on an exclusive boat party in Polignano a Mare and experience a luxurious maritime adventure along the Adriatic coast. Sail aboard our elegant motoryacht, …More

Bari, Italy

5.0 (1)

Exclusive 6 - Hour Boat Party in Polignano a Mare

Embark on an exclusive boat party in Polignano a Mare and experience a luxurious maritime adventure along the Adriatic coast. Sail aboard our elegant motoryacht,...

6 hours Free Cancellation

5.0 (1)

from
$1,691

Full Day Capri Tour from Pompeii by Small Ferry Boat

Escape the chaos and set off on a relaxing trip to Capri! We will take you on an incredible adventure that begins with a comfortable …More

Pompeii, Italy

4.5 (6)

Full Day Capri Tour from Pompeii by Small Ferry Boat

Escape the chaos and set off on a relaxing trip to Capri! We will take you on an incredible adventure that begins with a comfortable...

10 hours Free Cancellation

4.5 (6)

from
$130

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?