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Top Italy Sailing Trips

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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

Likely to Sell Out
Likely to Sell Out
4.9 (104)

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 (104)
from
$134
Sunset Jazz Catamaran Cruise with Aperitivo and Live Saxophone

Every evening our luxury catamaran turns into a jazz boat. Enjoy the most magical sunset with a live saxophonist and a true Venetian Aperitivo. Pure …More

Likely to Sell Out
Likely to Sell Out
Venice, Italy
4.9 (278)

Sunset Jazz Catamaran Cruise with Aperitivo and Live Saxophone

Every evening our luxury catamaran turns into a jazz boat. Enjoy the most magical sunset with a live saxophonist and a true Venetian Aperitivo. Pure...

1 hour 30 minutes • Free Cancellation
4.9 (278)
from
$93
Magdalene Archipelago Sailing Tour | From Santa Teresa

Our tour, on board an elegant and comfortable sailboat, represents the most exclusive, sporty and comfortable way, respecting the environment, to fully enjoy the beauty …More

Olbia, Italy
5.0 (542)

Magdalene Archipelago Sailing Tour | From Santa Teresa

Our tour, on board an elegant and comfortable sailboat, represents the most exclusive, sporty and comfortable way, respecting the environment, to fully enjoy the beauty...

7 to 8 hours • Free Cancellation
5.0 (542)
from
$126
4h Tour on Lake Como - Small Groups Catamaran Tour from Tremezzo

Hop aboard the first catamaran on Lake Como and enjoy an unforgettable experience! Once on board, enjoy the living area at the stern and a …More

Lake Como, Italy
4.9 (107)

4h Tour on Lake Como - Small Groups Catamaran Tour from Tremezzo

Hop aboard the first catamaran on Lake Como and enjoy an unforgettable experience! Once on board, enjoy the living area at the stern and a...

4 hours • Free Cancellation
4.9 (107)
from
$232
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
$145
Magdalene Archipelago Tour from Porto Rafael - Luxury Catamaran 1

The most exclusive and in contact with nature way to fully enjoy the beauty of Sardinia and its islands is undoubtedly on board a luxurious …More

Likely to Sell Out
Likely to Sell Out
5.0 (662)

Magdalene Archipelago Tour from Porto Rafael - Luxury Catamaran 1

The most exclusive and in contact with nature way to fully enjoy the beauty of Sardinia and its islands is undoubtedly on board a luxurious...

7 to 8 hours • Free Cancellation
5.0 (662)
from
$150
Tour to La Maddalena Archipelago - Catamaran Sport 2

A fantastic experience : a catamaran tour to admire the natural wonders of northern Sardinia. An excursion that starts from Palau to visit the other …More

5.0 (590)

Tour to La Maddalena Archipelago - Catamaran Sport 2

A fantastic experience : a catamaran tour to admire the natural wonders of northern Sardinia. An excursion that starts from Palau to visit the other...

8 hours • Free Cancellation
5.0 (590)
from
$115
Sailing tour Archipelago of La Maddalena from Palau

Board an elegant and comfortable sailboat to live an experience in contact with the nature of the Archipelago of La Maddalena. A special excursion, departing …More

5.0 (725)

Sailing tour Archipelago of La Maddalena from Palau

Board an elegant and comfortable sailboat to live an experience in contact with the nature of the Archipelago of La Maddalena. A special excursion, departing...

7 to 8 hours • Free Cancellation
5.0 (725)
from
$115
Cagliari : Gozzo Tour with 3 Swim Stops, Snorkeling & Local Food

Discover the coast of Cagliari from the sea aboard a traditional gozzo boat, designed to offer comfort and relaxation, with a awning on board. During …More

Likely to Sell Out
Likely to Sell Out
4.9 (132)

Cagliari : Gozzo Tour with 3 Swim Stops, Snorkeling & Local Food

Discover the coast of Cagliari from the sea aboard a traditional gozzo boat, designed to offer comfort and relaxation, with a awning on board. During...

3 hours 30 minutes • Free Cancellation
4.9 (132)
from
$58
Magdalene Archipelago Tour from Cannigione - Comfort 2 Catamaran

A fantastic experience: a tour in a luxurious catamaran to admire the natural wonders of northern Sardinia. An excursion to visit the islands of the …More

5.0 (425)

Magdalene Archipelago Tour from Cannigione - Comfort 2 Catamaran

A fantastic experience: a tour in a luxurious catamaran to admire the natural wonders of northern Sardinia. An excursion to visit the islands of the...

8 hours • Free Cancellation
5.0 (425)
from
$126
Cagliari boat tour : 5 swim stops, snorkeling & Sardinian aperitif

Discover the Gulf of Cagliari from a unique perspective! Set sail with us on board an authentic wooden gozzo and live an unforgettable experience between …More

Cagliari, Italy
4.9 (366)

Cagliari boat tour : 5 swim stops, snorkeling & Sardinian aperitif

Discover the Gulf of Cagliari from a unique perspective! Set sail with us on board an authentic wooden gozzo and live an unforgettable experience between...

3 hours • Free Cancellation
4.9 (366)
from
$56
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 (163)

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 (163)
from
$138
Sailing boat tour in the Maddalena Archipelago

You will ride in a group of 12-14 people with a super experienced captain (he has travelled in the seas of almost all the world, …More

La Maddalena, Italy
4.8 (128)

Sailing boat tour in the Maddalena Archipelago

You will ride in a group of 12-14 people with a super experienced captain (he has travelled in the seas of almost all the world,...

6 hours 30 minutes • Free Cancellation
4.8 (128)
from
$151
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 (142)

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 (142)
from
$134
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 (170)

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 (170)
from
$151
La Maddalena Archipelago Sailing Tour with Lunch from Palau

The best itinerary. This is real sail trip. If you are interested in sailing experience we can give you the opportunity to learn the basic. …More

Palau, Italy
4.8 (132)

La Maddalena Archipelago Sailing Tour with Lunch from Palau

The best itinerary. This is real sail trip. If you are interested in sailing experience we can give you the opportunity to learn the basic....

7 hours • Free Cancellation
4.8 (132)
from
$105
Sailing Experience on Lake Como with Private Skipper

The lake center of Lake Como is unique for its natural beauty and for the sumptuous ancient villas that overlook it, observing all this from …More

Lake Como, Italy
4.9 (96)

Sailing Experience on Lake Como with Private Skipper

The lake center of Lake Como is unique for its natural beauty and for the sumptuous ancient villas that overlook it, observing all this from...

3 hours • Free Cancellation
4.9 (96)
from
$867
Sunset Sailing Lake Como with Private Skipper

Experience lake Como from a new perspective! Visit the most amazing coves, villas and towns of Lake Como on board of a 38ft sailing yacht. …More

Lake Como, Italy
4.9 (84)

Sunset Sailing Lake Como with Private Skipper

Experience lake Como from a new perspective! Visit the most amazing coves, villas and towns of Lake Como on board of a 38ft sailing yacht....

2 hours • Free Cancellation
4.9 (84)
from
$684
Sailing Cruise in Maddalena Archipelago from Maddalena

The best itinerary. Multi-Language crew (English, Spanish, Italian, Dutch, French, German). This is real sail trip. Between stop point we go under sails. If you …More

La Maddalena, Italy
4.8 (87)

Sailing Cruise in Maddalena Archipelago from Maddalena

The best itinerary. Multi-Language crew (English, Spanish, Italian, Dutch, French, German). This is real sail trip. Between stop point we go under sails. If you...

7 hours • Free Cancellation
4.8 (87)
from
$105
4 Hours Catamaran Tour to the Scala dei Turchi

Our activity is eco-friendly (weather and sea conditions permitting we will sail). Possibility to swim, snorkel and stand up paddle. Our skippers are licensed and …More

Likely to Sell Out
Likely to Sell Out
5.0 (33)

4 Hours Catamaran Tour to the Scala dei Turchi

Our activity is eco-friendly (weather and sea conditions permitting we will sail). Possibility to swim, snorkel and stand up paddle. Our skippers are licensed and...

4 hours • Free Cancellation
5.0 (33)
from
$75

Frequently Asked Questions

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

Recent tour reviews
Finished our break in Venice perfectly!
New York City
Sunset Jazz Catamaran Cruise with Aperitivo and Live Saxophone
Andrew_G, Sep 2026
Finished our break in Venice perfectly!
This was our last night in Venice before heading to Milan and can honestly say it was a magnificent way to finish our time in Venice! The crew were warm friendly and welcoming making sure everyone was comfortable with their chosen seats! The jazz player was brilliant and really set the mood for the trip! With a welcoming drink and plate of cincetti each it was an amazing evening! Bring cash as bar is cash only!
Read more
Catamaran tour
New York City
Magdalene Archipelago Tour from Porto Rafael – Luxury Catamaran 1
668collinp, Sep 2026
Catamaran tour
Fantastic day on the water. Everything was done well. Great stops and great food. Tremendous hosts.
Read more
Incredible trip!
New York City
Magdalene Archipelago Tour from Porto Rafael – Luxury Catamaran 1
maeveo846, Sep 2026
Incredible trip!
Katje and the captain were fabulous! They went out of their way to make our honeymoon special. The stops and food were incredible!
Read more
Archipelago Catamaran tour
New York City
Tour to La Maddalena Archipelago – Catamaran Sport 2
kristincD975UP, Sep 2026
Archipelago Catamaran tour
Very Nice experience. Nina and Salvatore were great.
Read more
Amazing day trip!!
New York City
Magdalene Archipelago Tour from Cannigione – Comfort 2 Catamaran
X9200LTsophial, Sep 2026
Amazing day trip!!
Amazing day trip! Brought us to beautiful spots, great lunch and drinks, friendly staff!
Read more
Great trip
New York City
Cagliari boat tour : 5 swim stops, snorkeling & Sardinian aperitif
Stu_Hill_UK, Sep 2026
Great trip
Great afternoon spent sailing down the coast and swimming and snorkelling in crystal blue waters.
Read more
Super sailing trip
New York City
Sailing tour Archipelago of La Maddalena from Palau
mlm2007, Sep 2026
Super sailing trip
Absolutely brilliant day. Agu and Andrea were the best hosts, clear communication on where to meet, expert sailors, superb cooking and hospitality and just great fun. Our small group were all lovely and we had a fabulous time. Highly recommend this tour.
Read more
Very relaxing ride with a...
New York City
4h Tour on Lake Como – Small Groups Catamaran Tour from Tremezzo
Patrick_B, Sep 2026
Very relaxing ride with a...
Very relaxing ride with a very knowledgeable captain. We had a great time. Beautiful scenery very serene.
Read more
A must-do excursion!
New York City
La Maddalena Archipelago Sailing Tour with Lunch from Palau
Brenda_G, Sep 2026
A must-do excursion!
A spectacular trip! Leaves from Palau, and my advice is to arrive early, find parking on the street before you get near the dock, and have a caffe at Benthos which is the meeting point. The catamaran is great, and Samuel and Sophia were fabulous hosts. We sailed, explored, ate and drank! Surroundings are very level and so is this excursion!
Read more
Great relaxing catamaran trip
New York City
Magdalene Archipelago Tour from Cannigione – Comfort 2 Catamaran
hano242, Sep 2026
Great relaxing catamaran trip
We had a great catamaran trip with Francesco, Stephanie and our Dutch American group. Nice swimming and snorkling stops and great food, drinks and laughing🥂
Read more
Fantastic
New York City
Cagliari boat tour : 5 swim stops, snorkeling & Sardinian aperitif
Vivian_P, Sep 2026
Fantastic
The guide was fantastic. He explained what we saw and was so very congenial. We were supplied with whatever we wanted from water and goggles and snorkels to water chairs to life jackets. The afternoon snack and wine were delicious. Could not have been better.
Read more
Beautiful day around La Maddalena
New York City
Sailing tour Archipelago of La Maddalena from Palau
MartinF3969, Sep 2026
Beautiful day around La Maddalena
We had a great time on this boat tour across La Maddalena. We made three stops where we could swim and snorkel. The crew was attentive and made sure the experience was safe for everyone. The food and drinks were all good. It was a great way to spend a day around La Maddalena. We would recommend.
Read more
A very good experience in Venice
New York City
Sunset Jazz Catamaran Cruise with Aperitivo and Live Saxophone
rastadrian, Sep 2026
A very good experience in Venice
The staff is quite friendly, the Timeslot at 18:00 (In September) is great, you truly get the full sunset.The music is also great!
Read more
Fabulous
New York City
Tour to La Maddalena Archipelago – Catamaran Sport 2
claudiodB8344TA, Sep 2026
Fabulous
Captain and guide very kind and professional, but the thing that surprised me was the treatment.. quality aperitif with local products in the mid-morning, very good lunch and in the mid-afternoon fresh fruit and myrtle liqueur for everyone.. highly recommended
Read more
It’s a beautiful way to...
New York City
4h Tour on Lake Como – Small Groups Catamaran Tour from Tremezzo
Daniel_R, Sep 2026
It’s a beautiful way to...
It’s a beautiful way to see the cities of lake Como while relaxing on boat! The views were amazing and it was fun to get a little history lesson along the way. We got to jump in the water for a swim too! David was personable and provided great snacks and local wine.
Read more
Totally recommend it!!
New York City
Magdalene Archipelago Sailing Tour | From Santa Teresa
dol_af2017, Sep 2026
Totally recommend it!!
We had an amazing time with Luigi and Lorenzo, they took us to incredible beautiful places and we had plenty of time to swim, relax and enjoy the day. Totally recommend it!!!
Read more
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