Top Italy Sailing Trips

Q: Which Italy Sailing Trips have Instant Confirmation?

Italy Sailing Trips with Instant Confirmation include: A private day on a sailing boat in the archipelago of La Maddalena Capri Island Private Boat Tour Experience Boat Tour to Amalfi Coast, Capri, Ischia & Procida Daily Sailing Tour in Palermo with lunch. Private Boat 4h Scopello and Gypsy from Castellammare del Golfo View all Tours with Instant Confirmation →

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

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

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

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

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

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

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

Egadi Sail Boat Tour to Favignana and Levanzo from Trapani

Our skipper will guide you to discover the Egadi Islands, following the wind’s breath. Live a unique experience between secret caves, inaccessible bays and uncountable …More

4.9 (143)

Egadi Sail Boat Tour to Favignana and Levanzo from Trapani

Our skipper will guide you to discover the Egadi Islands, following the wind’s breath. Live a unique experience between secret caves, inaccessible bays and uncountable...

8 hours Free Cancellation

4.9 (143)

from
$131

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
$131

Daily Egadi Tour: Favignana and Levanzo in Rubber Dinghy

The Tour is a unique experience that gives the opportunity to visit the most beautiful coves of the island of Favignana and Levanzo. Live to …More

5.0 (59)

Daily Egadi Tour: Favignana and Levanzo in Rubber Dinghy

The Tour is a unique experience that gives the opportunity to visit the most beautiful coves of the island of Favignana and Levanzo. Live to...

8 hours Free Cancellation

5.0 (59)

from
$126

Bari sailing cruise in search of dolphins

It is not the usual tour but a riot of emotions. Those who wish can participate in the maneuvers on board and in driving the …More

Bari, Italy

4.8 (20)

Bari sailing cruise in search of dolphins

It is not the usual tour but a riot of emotions. Those who wish can participate in the maneuvers on board and in driving the...

3 hours 30 minutes Free Cancellation

4.8 (20)

from
$126

Magdalene Archipelago Sailing Tour | From Santa Teresa

Spend a whole day discovering the magnificent La Maddalena Archipelago aboard an elegant 16-meter Beneteau Cyclades 50.5 sailboat, departing from Santa Teresa di Gallura at …More

Olbia, Italy

5.0 (565)

Magdalene Archipelago Sailing Tour | From Santa Teresa

Spend a whole day discovering the magnificent La Maddalena Archipelago aboard an elegant 16-meter Beneteau Cyclades 50.5 sailboat, departing from Santa Teresa di Gallura at...

7 to 8 hours Free Cancellation

5.0 (565)

from
$125

Sailing boat tour to Tavolara and Dolphins from Gulf of Aranci

Discover the Tavolara and Molara Marine Protected Area with a 7-8 hour sailing excursion, departing daily from the port of Golfo Aranci. You will navigate …More

5.0 (7)

Sailing boat tour to Tavolara and Dolphins from Gulf of Aranci

Discover the Tavolara and Molara Marine Protected Area with a 7-8 hour sailing excursion, departing daily from the port of Golfo Aranci. You will navigate...

7 hours 30 minutes Free Cancellation

5.0 (7)

from
$125

Catamaran Tour from La Caletta near Olbia – Experience Sardinia’s Coast

Sailing from La Caletta : Relax away from mass tourism Experience the breathtaking east coast of Sardinia around La Caletta and Berchida. Discover freedom on …More

5.0 (38)

Catamaran Tour from La Caletta near Olbia – Experience Sardinia’s Coast

Sailing from La Caletta : Relax away from mass tourism Experience the breathtaking east coast of Sardinia around La Caletta and Berchida. Discover freedom on...

8 hours Free Cancellation

5.0 (38)

from
$124

Monomaran Tour to La Maddalena Archipelago from Palau

Every day we leave aboard a spacious and comfortable 16 meter sailing unit, called “Monomarano” for its exceptional characteristics of liveability and comfort on board …More

5.0 (188)

Monomaran Tour to La Maddalena Archipelago from Palau

Every day we leave aboard a spacious and comfortable 16 meter sailing unit, called “Monomarano” for its exceptional characteristics of liveability and comfort on board...

7 hours 30 minutes Free Cancellation

5.0 (188)

from
$124

Catamaran excursions in the Asinara island National park

The excursion and mainly marine of about 8 hours in the Asinara National Park is based on the visit of bays where you can swim …More

4.9 (143)

Catamaran excursions in the Asinara island National park

The excursion and mainly marine of about 8 hours in the Asinara National Park is based on the visit of bays where you can swim...

8 hours Free Cancellation

4.9 (143)

from
$115

Sailing excursion in the Asinara National Park

Spend an unforgettable day aboard a sailing boat along the coasts of the Asinara National Park in northwestern Sardinia. An experience of absolute relaxation and …More

4.9 (16)

Sailing excursion in the Asinara National Park

Spend an unforgettable day aboard a sailing boat along the coasts of the Asinara National Park in northwestern Sardinia. An experience of absolute relaxation and...

7 hours 30 minutes

4.9 (16)

from
$114

Asinara: Sailing trip in the park of Asinara

Asinara sailing school - Excursions Asinara is an operator authorized by the Asinara national park. departure at 9.30am return at 5.00pm During the day there …More

5.0 (38)

Asinara: Sailing trip in the park of Asinara

Asinara sailing school - Excursions Asinara is an operator authorized by the Asinara national park. departure at 9.30am return at 5.00pm During the day there...

8 hours Free Cancellation

5.0 (38)

from
$114

Sailing tour Archipelago of La Maddalena from Palau

Spend a whole day on a sailboat discovering the La Maddalena Archipelago, departing from Palau, accompanied by an expert skipper, you will sail among pristine …More

5.0 (728)

Sailing tour Archipelago of La Maddalena from Palau

Spend a whole day on a sailboat discovering the La Maddalena Archipelago, departing from Palau, accompanied by an expert skipper, you will sail among pristine...

7 to 8 hours Free Cancellation

5.0 (728)

from
$112

An elegant Bavaria 33 Cruiser for sailing excursions (day trips, sunset aperitifs) and customized boat events (dinners, team building, birthday parties) based in Gallipoli. We …More

Lecce, Italy

4.6 (14)

Sailing boat excursion in Salento

An elegant Bavaria 33 Cruiser for sailing excursions (day trips, sunset aperitifs) and customized boat events (dinners, team building, birthday parties) based in Gallipoli. We...

7 hours Free Cancellation

4.6 (14)

from
$108