Top Italy Sailing Trips

Q: What are the best options for Italy Sailing Trips?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Italy Sailing Trips are: Catania: Boat Trip with Aperitif, Prosecco and Snorkeling Unmissable sailing tour in the exclusive Devil's Saddle Dolphin Watching & Conservation - Dolphins in the Gulf of Catania Private Boat Tour Portofino, Golfo Paradiso and Tigullio Daily Egadi Tour: Favignana and Levanzo in Rubber Dinghy

Q: What are the best kid-friendly options for Italy Sailing Trips Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Italy Sailing Trips are: Cagliari boat tour: 4 swim stops, snorkeling & Sardinian aperitif Half-Day Sailing Excursion Sailing Boat Tour Locations in the Gulf of Cagliari Aperitif at sunset on a sailboat Day trips to the Egadi Islands: Favignana and Levanzo View all kid-friendly Tours →

Q: Which Italy Sailing Trips have Instant Confirmation?

Italy Sailing Trips with Instant Confirmation include: Private Gondola Tour Cagliari boat tour: 4 swim stops, snorkeling & Sardinian aperitif Plemmirio Sailing Tour from Ortigia with Snorkeling Sailing Boat Tour Locations in the Gulf of Cagliari Aperitif at sunset on a sailboat View all Tours with Instant Confirmation →

Q: Which Italy Sailing Trips have Free Cancellation?

Italy Sailing Trips with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include: Private Gondola Tour Cagliari boat tour: 4 swim stops, snorkeling & Sardinian aperitif Half-Day Sailing Excursion Plemmirio Sailing Tour from Ortigia with Snorkeling Sailing Boat Tour Locations in the Gulf of Cagliari View all Tours with Free Cancellation →

Q: I need a ride! Which Italy Sailing Trips have Hotel Pickup?

No problem. These Italy Sailing Trips include Hotel Pickup: Boat tour of the Amalfi Coast with Aperitif Private Sailing Boat Tour to the Tonnara of Scopello Two Days Tour Including Boat-ride in Polignano Exclusive Private Sailboat Tour on the Amalfi Coast Private Sailing Boat Trip with Educational Wine Tasting 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 →

One day excursion on a sailing boat in the Gulf of Alghero

"Treat yourself to unforgettable moments in the marvelous setting of the Gulf of Alghero, admiring the coast and the cliffs with all their imposing beauty. …More

4.9 (106)

One day excursion on a sailing boat in the Gulf of Alghero

"Treat yourself to unforgettable moments in the marvelous setting of the Gulf of Alghero, admiring the coast and the cliffs with all their imposing beauty....

8 hours Free Cancellation

4.9 (106)

from
$132

Live the experience of sailing along the coasts of the splendid city of Palermo. A unique moment to share with your friends and the people …More

5.0 (3)

Sailing tour in Palermo with aperitif

Live the experience of sailing along the coasts of the splendid city of Palermo. A unique moment to share with your friends and the people...

4 hours Free Cancellation

5.0 (3)

from
$136

Sailing boat tour with lunch and swimming stops

Are you ready for an unforgettable adventure? Look no further, because we will make you live a unique and extraordinary experience that will leave you …More

Lecce, Italy

5.0 (6)

Sailing boat tour with lunch and swimming stops

Are you ready for an unforgettable adventure? Look no further, because we will make you live a unique and extraordinary experience that will leave you...

6 hours

5.0 (6)

from
$137

Tour to the islands of the La Maddalena Archipelago by sailing boat

We welcome you in the name of luxury and professionalism And, what our guests say. Try to believe it! Our passion, which has now become …More

La Maddalena, Italy

4.9 (71)

Tour to the islands of the La Maddalena Archipelago by sailing boat

We welcome you in the name of luxury and professionalism And, what our guests say. Try to believe it! Our passion, which has now become...

7 hours Free Cancellation

4.9 (71)

from
$143

Daily sailing trip in the La Maddalena Archipelago

In the course of a single day you will visit all the most evocative areas of the La Maddalena Natural Park, aboard our sailing boats …More

4.9 (180)

Daily sailing trip in the La Maddalena Archipelago

In the course of a single day you will visit all the most evocative areas of the La Maddalena Natural Park, aboard our sailing boats...

7 hours

4.9 (180)

from
$148

Boat Day in Carloforte with Snorkeling and typical lunch.

Our tour touches the most beautiful and wildest part of the island of San Pietro, in Sardinia. We will see beaches, cliffs, caves, and an …More

5.0 (117)

Boat Day in Carloforte with Snorkeling and typical lunch.

Our tour touches the most beautiful and wildest part of the island of San Pietro, in Sardinia. We will see beaches, cliffs, caves, and an...

7 hours Free Cancellation

5.0 (117)

from
$149

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
$149

15m sailing boat excursion with Lunch included in Alghero

Discover the magic of Alghero's coast with an exclusive 15-meter sailing excursion! On board you will find an experienced local skipper who will take you …More

4.4 (8)

15m sailing boat excursion with Lunch included in Alghero

Discover the magic of Alghero's coast with an exclusive 15-meter sailing excursion! On board you will find an experienced local skipper who will take you...

7 hours 30 minutes Free Cancellation

4.4 (8)

from
$149

Alghero - Sailboat trip with lunch on board,

Our Tour is dedicated to all people and children, we will have the pleasure of sailing on a sailing boat in full respect of the …More

Alghero, Italy

5.0 (51)

Alghero - Sailboat trip with lunch on board,

Our Tour is dedicated to all people and children, we will have the pleasure of sailing on a sailing boat in full respect of the...

7 hours 30 minutes Free Cancellation

5.0 (51)

from
$153

Sailing Experience to Capo Caccia from Alghero

Our tour along the north-west coast of Sardinia offers a unique and unforgettable experience, exploring hidden gems such as Capo Galera, Cala Dragunara and Punta …More

Alghero, Italy

5.0 (10)

Sailing Experience to Capo Caccia from Alghero

Our tour along the north-west coast of Sardinia offers a unique and unforgettable experience, exploring hidden gems such as Capo Galera, Cala Dragunara and Punta...

7 hours 30 minutes Free Cancellation

5.0 (10)

from
$154

Private Daily Tour on a Sailing Boat on the Conero Riviera

We will sail aboard a comfortable sailing boat with a maximum of five participants. We are committed to offering an experience of relief and character …More

Ancona, Italy

5.0 (2)

Private Daily Tour on a Sailing Boat on the Conero Riviera

We will sail aboard a comfortable sailing boat with a maximum of five participants. We are committed to offering an experience of relief and character...

8 hours Free Cancellation

5.0 (2)

from
$154

Dragged by the wind, from Torre Annunziata, where the boat is moored, we will head along Sorrento coast., swim, lunch on board. We will then …More

Pompeii, Italy

5.0 (2)

Sailing Sorrento Coast Therapy

Dragged by the wind, from Torre Annunziata, where the boat is moored, we will head along Sorrento coast., swim, lunch on board. We will then...

6 hours Free Cancellation

5.0 (2)

from
$155

Private Tour by Modern Sailboat Lake Como with Aperitif

Discover Lake Como aboard BOWIE, our 42-foot sailboat with classic lines that combines speed and comfort. This private tour is not just a scenic tour, …More

Lake Como, Italy

5.0 (14)

Private Tour by Modern Sailboat Lake Como with Aperitif

Discover Lake Como aboard BOWIE, our 42-foot sailboat with classic lines that combines speed and comfort. This private tour is not just a scenic tour,...

2 to 7 hours Free Cancellation

5.0 (14)

from
$159

Boat tour of the Amalfi Coast with Aperitif

A tour dedicated to the sea, fun and relaxation! to switch off and enjoy a day of total relaxation, forgetting crowded and noisy beaches, road …More

Salerno, Italy

5.0 (165)

Boat tour of the Amalfi Coast with Aperitif

A tour dedicated to the sea, fun and relaxation! to switch off and enjoy a day of total relaxation, forgetting crowded and noisy beaches, road...

8 hours Hotel pickup offered Free Cancellation

5.0 (165)

from
$160

Premium Sailing Trip in La Maddalena Archipelago | Max 8 Guests

Don’t miss the opportunity to sail through the breathtaking La Maddalena Archipelago with an experienced, certified captain aboard a 12-meter, robust and comfortable American-built sailing …More

Palau, Italy

4.8 (72)

Premium Sailing Trip in La Maddalena Archipelago | Max 8 Guests

Don’t miss the opportunity to sail through the breathtaking La Maddalena Archipelago with an experienced, certified captain aboard a 12-meter, robust and comfortable American-built sailing...

7 hours 30 minutes Free Cancellation

4.8 (72)

from
$177

Sailing tour in the Archipelago of La Maddalena

A unique experience sailing and discovering with us the Archipelago of La Maddalena.What do you have to do? Nothing, bring with you the necessary, sunscreen, …More

4.9 (25)

Sailing tour in the Archipelago of La Maddalena

A unique experience sailing and discovering with us the Archipelago of La Maddalena.What do you have to do? Nothing, bring with you the necessary, sunscreen,...

7 hours Free Cancellation

4.9 (25)

from
$183

Arbatax: Full-Day Sailing Tour of the Gulf of Orosei

Visit to the most beautiful coves in the world, between crystal clear waters and unspoilt nature. We offer you an unforgettable day trip to discover …More

4.9 (30)

Arbatax: Full-Day Sailing Tour of the Gulf of Orosei

Visit to the most beautiful coves in the world, between crystal clear waters and unspoilt nature. We offer you an unforgettable day trip to discover...

8 hours Free Cancellation

4.9 (30)

from
$194

Private Sailing Boat Tour to the Tonnara of Scopello

Enjoy a splendid immersion in the pristine coasts near Castellammare del Golfo in front of the Tonnara di Scopello during this half-day small-group sailing tour …More

5.0 (2)

Private Sailing Boat Tour to the Tonnara of Scopello

Enjoy a splendid immersion in the pristine coasts near Castellammare del Golfo in front of the Tonnara di Scopello during this half-day small-group sailing tour...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$194

Private Sailing Boat Tour Classic Lake Como with Aperitif

Discover Lake Como aboard EAGLE, our 44-foot sailboat with classic lines that combines elegance and comfort. This private tour is not just a scenic tour, …More

Lake Como, Italy

5.0 (18)

Private Sailing Boat Tour Classic Lake Como with Aperitif

Discover Lake Como aboard EAGLE, our 44-foot sailboat with classic lines that combines elegance and comfort. This private tour is not just a scenic tour,...

2 to 7 hours Free Cancellation

5.0 (18)

from
$204

Sailing tour with PAG (AUDIOGUIDE) and typical Sardinian cuisine

If you choose us for your sailing tour, you will find yourself immersed in an unforgettable adventure along the Coral Riviera of Alghero, an experience …More

Alghero, Italy

5.0 (39)

Sailing tour with PAG (AUDIOGUIDE) and typical Sardinian cuisine

If you choose us for your sailing tour, you will find yourself immersed in an unforgettable adventure along the Coral Riviera of Alghero, an experience...

7 hours Free Cancellation

5.0 (39)

from
$216