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Offshore sailing adventures & skippered holidays

Offshore sailing adventures & skippered holidays

If what you're looking for is the adrenaline rush of sailing long miles on a sailing boat, then deep-sea sailing and crossings, even oceanic ones, are what you need. oceanic crossings, are what you need. Crossing the Atlantic Atlantic Ocean or simply sailing the Mediterranean is a unique experience for those who love the sea.

  • Sailing Holidays
  • Offshore

FLEXIBLE CANCELLATION.

Stress-free booking: you can cancel up to 24 hours before departure!

  • 15 reviews
    confirmed

    Week in North / West Sardinia with skipper and hostess included

    from 17 June - 7 nights
    Northern Sardinia Italy
    1 person interested
    in this holiday
    795€ Per person
  • 29 reviews
    confirmed

    Cruise in the Cyclades: from Milos to Mykonos

    from 17 June - 7 nights
    Cyclades Greece
    4 people
    are onboard
    676€ Per person
  • 26 reviews
    2 discounted
    spots

    Discover Mallorca and Ibiza

    from 24 June - 7 nights
    The Balearic Islands Spain
    1 person interested
    in this holiday
    626 573€ Per person
  • 48 reviews
    confirmed

    From Skiathos to Samos with a magnificent 15m boat - sailing the Southern Sporades

    from 24 June - 7 nights
    Sporades Greece
    2 people
    are onboard
    742€ Per person
  • 15 reviews
    confirmed

    Week on the West coast of Sardinia with skipper and hostess included

    from 24 June - 7 nights
    Southern Sardinia Italy
    3 people interested
    in this holiday
    795€ Per person
  • 29 reviews
    confirmed

    Long cruise around the Peloponnese: from Mykonos to Kefalonia

    from 24 June - 11 nights
    Peloponnese Greece
    Join in on this experience!
    976€ Per person
  • 26 reviews
    confirmed

    Dream trip between Ibiza and Formentera

    from 1 July - 7 nights
    The Balearic Islands Spain
    2 people interested
    in this holiday
    732€ Per person
  • 48 reviews
    almost
    confirmed

    From Samos to Kalymnos sailing the North Dodecanese with a magnificent 15 meter boat

    from 1 July - 7 nights
    Dodecanese Greece
    Join in on this experience!
    1.060€ Per person
  • 15 reviews
    confirmed

    Week in South Sardinia with skipper and hostess included - from Carloforte to Cagliari

    from 1 July - 7 nights
    Southern Sardinia Italy
    4 people
    are onboard
    944€ Per person
  • 13 reviews
    almost
    confirmed

    Offshore navigation in the heart of the Mediterranean: San Vito Lo Capo - Lampedusa One-way

    from 1 July - 7 nights
    Pantelleria and Lampedusa Italy
    Join in on this experience!
    848€ Per person
  • 17 reviews

    Transfer from Rome to Lefkada in Ionian Greece

    from 3 July - 6 nights
    Ionian Islands Greece
    Join in on this experience!
    630€ Per person
  • 29 reviews
    confirmed

    The of the sea, sailing in the Ionian: Zante Kefalonia, Ithaca, Lefkada ... and the smaller islands

    from 5 July - 10 nights
    Ionian Islands Greece
    2 people
    are onboard
    895€ Per person
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Reviews - Offshore sailing adventures & skippered holidays

500 reviews
20 / 10
Lucie D.

Lucie D.

review about Crossing the Atlantic on a catamaran November 2022

10 / 10
Crossing the Atlantic was a dream i had for a long time and Dominikus and Patricia made this dream come true in the best way ! Dominikus is a skipper you always feel safe with, he is also a captain who likes to share how things work on the boat and about the wind, sailing and the ocean. And more than this he always put good energy and fun in the crew ! Regarding Patricia, she also is the best. Very attentive of what you may need or how you feel, she cooked everyday (21days) some amazing fresh food, she takes very good care of the boat and make this trip a Luxury adventure ! If anyone dream of crossing the Atlantic or just want to spend time on spanish islands i recommand you join the Genia crew!!
Antonella S.

Antonella S.

review about cruise / navigation course July 2022

10 / 10
To the motto of "Belin! The wind is free!!" Edoardo put me back at the winch and the wheel of the rudder after years, when I thought I was no longer able. The one-way Marina di Pisa - Cagliari was an exciting experience, a real sailing course with the alternation of maneuvers and the wheel of the rudder, all punctuated by the exhortations, the beats and the "tips" that Edoardo gave us to make the turn in the right way. The travel companions were great, so much so that we even saw each other again once we returned to the city. The Porthos is an agile, performing boat that with a mid-July wind slime I managed to bring to 8.5 knots. So many tips to go sailing all together and concentrated, difficult to assimilate only once, so I will not be able not to return!
Attilio S.

Attilio S.

review about LAST MINUTE: Aeolian Sailing Express by Sailboat August 2022

10 / 10
It's my second holiday with Marianna and I must say that this year did not disappoint me. Perfect boat. Fabio a fantastic skipper, prepared and always kind. Interesting and nice people on board.
Gianfranco P.

Gianfranco P.

review about Elba and Liguria Last of August? August 2022

10 / 10
An unforgettable holiday Claudio is an extraordinary skiper both for the perfect maneuvers in the moorings and in the best choices of bays where to make anchor. He knows how to create a great harmony in the crew I will certainly make another experience with this gentle and superprerated Skiper also his ability to maneuver the boat is easily transmitted to the crew.
Carolina V.

Carolina V.

review about From Rhodes to Kos. The fantastic South Dodecanese August 2022

10 / 10
It was an exciting experience to visit the south of the Dodecanese with Alexander. He was a great chef, a fantastic skipper and a great travel companion. He knew how to best consider all our requests (from specific islands and bays to wild bays) and knew how to be flexible and caring with the itinerary when we ran into thunderstorms and bad weather. Thank you Alessandro for your simple but delicious rosemary risotto, for your stories, for using sailing, for getting help in the ports and during the trip, for giving us advice and making us fall in love with Nisyros. We felt like we were in the family. We hope to see you again in other marine adventures!
Bianca F.

Bianca F.

review about Aeolian and Egadi Islands - 2 weeks with embarkation and disembarkation in Naples August 2022

10 / 10
After a night of crossing in complete tranquility and safety, accompanied by the stars, even shooting! (but, of desires, at the time, there were very few ... after all, on the boat, in good company and in the middle of the sea, what more could you want?) we arrived in front of the powerful Iddu, also known as Stromboli. From here, the beauty of the Aeolian Islands has done its good job, among landscapes, bays, water, food, wine and much more. In short, an itinerary that I recommend to anyone! As always, found very well with the crew and skippers, who are reconfirmed in their availability, professionalism and beautiful company (and also courage!). ?????????? The fun and emotions always assured!!!
Alessia V.

Alessia V.

review about The holiday sailing from Punta Ala to Santa Teresa di Gallura passing through south-east Corsica August 2022

10 / 10
Ivo is a skipper, as well as a travel companion, exceptional! He is engaging, manages to create the right atmosphere in the group, and is attentive to everyone's needs. I always felt safe and in very good hands. Excellent cuisine, even with fish caught in navigation. Beautiful holiday
Francesco G.

Francesco G.

review about Corfu and Diapontie starting from Santa Maria di Leuca August 2022

10 / 10
Skipper from 10 and praise, very prepared, nice and helpful. Fun holiday, we visited beautiful and characteristic places. Spectacular crew. As soon as you get on board you immediately notice the professionalism and deep knowledge of the navigation area of The commander Fra! Skipper and holiday highly recommended!!! Hello and to the next adventure commander Fra!
Elena T.

Elena T.

review about Greece Cyclades and Microcyclades - From Lavrion to Ios August 2022

10 / 10
Marco is definitely a skipper who manages to put the entire crew at ease. His decades of experience and his calm temperament in the ways but determined in racing makes you live the sea in all its conditions with extreme naturalness.
Giovanni  A.

Giovanni A.

review about Olbia - East Sardinia - Cagliari (One Way) August 2022

10 / 10
Unforgettable holiday! Professional skippers, very good and very kind and a fantastic crew. Super recommended! Beautiful and comfortable boat. We experienced the sea at 360 degrees and saw wonderful places. In addition, we also learned some very interesting basics about navigation. Experience absolutely to be redone.
Alexandra B.

Alexandra B.

review about Come and sail with us from St Florent to Ajaccio August 2022

10 / 10
We had a wonderful week with Christopher and his girlfriend. Christopher is an excellent skipper with very precise maneuvers. He taught us some practices and we crossed out too. He made our trip a unique moment adapted to our desire to hike by choosing anchorages that lent themselves to it. All 2 of them have a great sense of humor and hospitality. Thank you for a perfect cruise!
Marco C.

Marco C.

review about Discovering Northern Sicily from Milazzo to Marsala - Hostess on board July 2022

10 / 10
The places visited were wonderful, the company on board excellent. Thanks to the high experience and professionalism of Massimo (and Martina) the holiday was beautiful and will be unforgettable. Quiet navigation, stops without problems, excellent cuisine (I will always remember the dishes prepared - spaghetti mussels and clams, pasta with sardines, zucchini oil and pecorino cheese and many others). The welcome on board was impeccable.
Matteo P.

Matteo P.

review about Offshore sailing from Civitavecchia to the archipelago of La Maddalena, via Giglio and southern Corsica July 2022

10 / 10
Pietro is a Captain of great experience at sea and is a person, able to teach, create a team in the crew, entertain and appreciate the best of the sea to those who sail. His boat is cared for in every detail for comfort and safety at sea. He became a great friend!
Massimo C.

Massimo C.

review about Sardinia mon amour - from Rosignano to Olbia July 2022

10 / 10
The trip from Rossignano, Elba Island, Corsica and Sardinia was fabulous, we were able to admire many bays and beautiful waters and landscapes. Roberto, the skipper was impeccable in the management of the sailboat in the most particular places, showing great professionalism, experience and flexibility to all our needs, and proved to be a nice and pleasant person. Very pleasant company on board. The boat very comfortable, with sails unfurled spectacular. Dr. Caprinozzi Massimo
Laura Z.

Laura Z.

review about Crossing from Malta to the Egadi islands, flights still cost a little 150NM July 2022

10 / 10
Paolo was extremely helpful, personable and also a great cook! He knows Malta very well and really knows how to make everyone enjoy a holiday, creating a group. His boat is very comfortable. I hope I have said it all!
Giorgio T.

Giorgio T.

review about From Split to Dubrovnik through the most beautiful islands of Croatia June 2022

10 / 10
Truly a super holiday!! Andrea and his partner Niki were fantastic from all points of view, I recommend everyone a holiday with them, they were 10 wonderful days!
Paolo F.

Paolo F.

review about ONE WAY Between the islands - from Tuscany to Sardinia - 2 boats June 2022

8 / 10
The one way tour of Corsica and Sardinia took place in good company and partly conditioned by the initial weather not really favorable. A few more sailing boards I wouldn't have minded. Paolo, a good and nice skipper.
Sara T.

Sara T.

review about One way from the Cyclades to the Dodecanese on a magnificent 15 meter boat June 2022

10 / 10
Fabio was a fantastic skipper and made us live an unforgettable holiday! He has a lot of experience and is a great connoisseur of the islands also from a cultural point of view. He will also recommend the best places to try the real traditional Greek cuisine. I will miss his sympathy and hope to have the opportunity to take more holidays with him in the future!
Giulia E.

Giulia E.

review about Sailing and catamaran trekking between Pantelleria, Linosa and Lampedusa June 2022

10 / 10
I couldn't find better! Beautiful experience! In addition to the landscapes and trekking done and the bays of Pantelleria, Linosa and Lampedusa, postcard places, the experience was perfect thanks to the company of the people with whom I was traveling and in particular to Fulvio, skipper, owner and sailor of his boat. An exquisite person, full of stories to tell, very good cook, sunny and with a big heart. We visited the islands on land, snorkelled, taught me how to do freediving and many other things about sailing at sea. For those who are open to know new things, to experience a new way of traveling in harmony with nature and its times ... I highly recommend Fulvio and his boat :)
Emanuele C.

Emanuele C.

review about Offshore navigation 370 nm. Sicily / Sardinia Nautical Education Vacation May 2022

10 / 10
Unique experience and amazing people! A trip full of emotions and that I will never forget, Marco and Valentina welcomed me on the boat, and immediately made me feel at home. During the three days of travel I had the pleasure of getting to know them better. Marco is a calm and kind person, a super competent and professional skipper. Always willing to teach his crew how to fix the course and sails, regardless of the level of experience. Master of sailing and unique life. Valentina, also very kind, is a bomb of energy and happiness, always ready to entertain and spoil the crew with aperitifs and delicious dishes. I will never forget the crossing of the Tyrrhenian Sea. Between naps tickled by the waves of the sea, aperitifs with traditional food and white wine, and shifts at the command during which to learn to manage the boat. And finally, three days of pure relaxation and fun in Sardinia immersed in unique coves with emerald water.
Francy M.

Francy M.

review about One way offshore sailing course from Neptune to Sardinia May 2022

8 / 10
The idea of the Tyrrhenian crossing was fascinating: not seeing lands emerged for a long journey and witnessing the changing colors of sky and sea will remain dear to me! Skipper Alberto was helpful and attentive to the needs of his crew and other travel companions. really a discovery! Fantastic experience!!
Andrea M.

Andrea M.

review about 10 days from Athens to Santorini via Milos and Folegandros October 2021

10 / 10
THE BEST SKIPPER IN THE WORLD. We had a wonderful 10 days. Super professional and prudent but above all he knows the sea very well. We will come back to visit you!
Rafael G.

Rafael G.

review about Sardinia, from Barcelona: high altitude crossing and well-deserved relaxation September 2021

10 / 10
Alfons and Gonzalo on the boat and Inma on land form a great and compact team, the trip has been an experience, the crossing from Bcn to Alguero is a mini challenge for those who are thinking about being on the high seas without having to cross the Atlantic.... ;) Sardinia keeps multiple secrets, the visits we did very well but the island gives of itself to return again Thanks for the expedition
Sébastien R.

Sébastien R.

review about One way Cyclades with experienced captain and amazing food :) September 2021

10 / 10
A week spent aborad the ZORBA with Captain Greg & Aga... and what a week ! :-) A warm welcome, a cruise oriented customer satisfaction while being responsive to the weather forecast while ensuring safety, a professionalism to explain the conditions of navigation, guides to discover the best spots of the Cyclades and typical local restaurants. But especially two people TOP! Two apathic people, playful, plaisant, patient and who take the time for each one. A week with 10 polish people who have all made the effort to speak english to integrate me in their discussions and create a real exchange on board. I can only recommend Greg & Aga! :-)
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6 reasons to take part in a sea crossing or deep-sea sailing

  • Learn to sail in the company of professional skippers who will pass on their passion for the open sea.
  • Experience the magic of night sailing: sailing accompanied by silence and the stars is an unparalleled experience.
  • Experience the magic of real sailing: discover routes that are less common and far from mass tourism to experience a unique adventure!
Be aware of the magic of real sailing: discover routes that are less common and far from mass tourism to experience a unique adventure!
  • Test yourself sailing long distances in the open sea.
  • Sail in the company of dolphins and whales: starting from Liguria and from South of France, cross the Cetacean Sanctuary to reach Corsica.
  • Experience the feeling of absolute freedom . The days will be free of any haste and the times will be marked by alternating between the sun and starry skies.

The best itineraries for sailing on the open sea

Are you interested in sailing away from the coast, surrounded only by the open sea? Embarking in the company of a passionate skipper for a crossing, including ocean, is the ideal experience for those who love long voyages and for those who want to experience a unique adventure by enriching their nautical knowledge.

From Liguria to Corsica: crossing the Mediterranean on a sailing boat

One of the most fascinating routes for offshore sailing is right behind the house: the Mediterranean triangle enclosed between the Liguria , the Côte d'Azur , the Tuscany and the Corsica is known as the Cetacean Sanctuary . It is a marine protected area where you can sail in the open sea in the company of dolphins and whales. The departure is generally from one of the ports of west of the Ligurian Riviera or from the French Riviera.

Some skippers choose to set sail in the evening, carry out a night navigation with shifts and land on the coasts of Corsica at dawn. Another possibility is to leave Liguria or the south of France at dawn to fully enjoy offshore sailing during the day. In this way your skipper can pass on his seafaring knowledge and you can test yourself at the helm or adjusting the sails. During the day someone will be able to practice trolling, to have lunch with fresh fish.

For those who are just starting out with offshore navigation, we suggest the route departing from Tuscany, which often sees an intermediate stop in Capraia, before reaching the mythical rock of Giraglia in Corsica. The Giraglia is famous for being one of the stops of sailing regattas in the Mediterranean, including the Giraglia Rolex Cup , departing from Saint Tropez, and the 151 Miles departing from Livorno.
Are you a group of friends? This route is perfect for you, whether you want to try your hand at sailing, or experience a long weekend on a sailing boat in company: rent a whole boat with skipper to live an exciting experience starting from the comfortable ports of Tuscan coast .

Atlantic crossing on a sailing boat

The crossing of the Atlantic Ocean to reach the turquoise Caribbean seas is the best known ocean route. This long experience on a sailing boat consists of two sections. The first route lasts a week, departing from Balearic Islands or from south of Spain to reach Tenerife or Gran Canaria < / a>, passing through Gibraltar. Once you have landed in the Canary Islands it is time to wait for the ideal weather window to head to the Caribbean . When the winds are favorable your unforgettable adventure in the blue of the Atlantic will begin!

Generally the crossing of the Atlantic Ocean by sailing boat lasts at least 20 days ; the stages and the navigation rhythms depend on the winds and the weather. On board a sailboat, everyone always has a specific role, but in this case it is even more important that each crew member respects the sailing shifts and is always vigilant. For this reason, most skippers require their travel companions to have a minimum of experience in offshore sailing.

After the long Atlantic voyage you wish to relax for a week in the crystal clear waters of the Caribbean Sea, soaking up the sun aboard a catamaran or of a sailing boat ? You are in the right place and you will be spoiled for choice: Martinique , Guadelupa , St. Vincent and the Grenadines and St. Lucia await you!

Offshore navigation in the North Sea

Cold? I'm not afraid of you! When we talk about offshore sailing, we must also think of routes less traveled by mass tourism . Starting from the coasts of the Basque Country in Spain, sailing in the Bay of Biscay, or Bay of Biscay, is the ideal experience for those who want to learn the fundamentals of offshore navigation and have a period of less than 2 weeks.

For the more adventurous, Iceland and the great north are certainly a essential destination ; we suggest the departure from the port of Reykjavik with a stop at the Faroe Islands, characterized by steep cliffs and home to sea birds. Once you have landed on the coast of Scotland, you can reward yourself with an excellent glass of scotch like a real sea dog!

If you are looking for breathtaking landscapes and unspoiled nature, you absolutely cannot miss the magic of the midnight sun , sailing through the waters of a Norwegian fjord . Stop among the fishing villages that populate the Lofoten islands in Norway is a unique adventure.
On the opposite side of the Atlantic ocean , in Canada , you will instead admire the green of the coniferous forests that is reflected on the blue of the sea. Along the canal that will take you to Québec-City you can take part in a sailing course with professional skippers.

Crossing the English Channel on a sailboat

The north fascinates you but you still don't feel ready for such a challenging navigation? Crossing the Manche is the perfect adventure to get closer to offshore sailing in small doses.
Setting sail from one of the ports of Brittany near Calais, in a few hours you will find yourself enjoying an excellent Fish & Chips in the Southern England . Do you think this is a less adventurous sailing experience? Far from it! The English Channel is known for the strongest tides and currents in Europe, which is why after this 3-day adventure you will be ready to tackle even the most demanding voyages.

Crossing the Pacific Ocean: from Panama to the Hawaiian Islands to Alaska

If your dream is to spend as much time as possible on board a sailboat sailing the Pacific Ocean, we suggest the longest route ever : from Panama Canal to Honolulu Your adventure will last at least 4 weeks and you will sail for almost 5000 miles : a long journey during which you will have the opportunity to deepen your seafaring knowledge and discover all the secrets of life on board during a ocean crossing.

Another less traveled route suitable for lovers of the sea and nature is certainly the one to the north: starting from Hawaiian Islands awaits you one of the most exciting crossings passing through different climates, until you reach the coasts of Alaska .

Everything you need to know to go deep-sea sailing or a crossing

When is the best time to sail across the Mediterranean?

In addition to being an excellent experience to enrich your seafaring knowledge, sailing in the sea triangle between Liguria , Corse and Côte d'Azur is the perfect opportunity to spot whales. The best time for sightings is between mid-April and late October . On the way back, always keep an eye on the bow: it will be easy to see a group of dolphins playing in the waves created by your sailing boat.

What is the best time to sail across the Atlantic?

Most skippers organize the crossing from east to west between October and November and sail back to the Mediterranean between April and May. If you want to escape from the cold of winter, we advise you to leave during the autumn to enjoy the best weather conditions while sailing and the tropical climate once you reach the Caribbean.

What experience do you need to participate in offshore sailing?

No nautical license is required to book an offshore sailing experience. Depending on the duration of the crossing and its difficulty, the skippers will be able to ask you a minimum of experience at sea in order to guarantee shifts during navigation. If you want to experience the adrenaline of sailing in the open sea for the first time, we recommend that you always ask the skipper for the level of difficulty of the chosen route.

How long does it take to have an offshore sailing experience?

It depends on the course you choose and the winds blowing on your sails. A long weekend is enough to sail from Liguria to Corsica, with return, or to cross the English Channel.
Generally the Atlantic crossing from east to west lasts a total of 3 weeks : a week to sail from the south of Spain to the Canary Islands, while the second leg from Gran Canaria to the French Antilles two weeks. The Pacific Ocean crossing will certainly be longer, lasting an average of 4 weeks.

How much does an offshore sailing cost?

The prices of a sailing trip vary according to the duration and the route of the trip. In general, prices start from € 500 per week for offshore navigation routes in the Mediterranean up to € 1,000 per week to cross the Atlantic or the Pacific. A offshore weekend in the English Channel offers very affordable prices, starting from € 200 per person .

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Top Destinations

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  • Guadeloupe
  • Corsica
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