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Yacht sailing holidays & skippered tours in the North Sea

Discover the magic of sailing holidays in northern Europe! Get onboard with a local skipper and live a unique adventure with your crew: learn to sail, explore incredible places, recharge your batteries and experience the local culture & gastronomy.



Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

The world's largest marketplace for sailing holidays

80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.

Get onboard solo, with your family or your friends

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

Sailing holidays that suit all budgets

On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.

Reviews - Yacht sailing holidays & skippered tours in the North Sea

16 reviews

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Sail west and south coast of Norway and discover the fjords and archipeligo


Jeannou B.



Sailing from Bergen to Oslo with Steinar was a great experience! Besides being a good cook, he has many stories to tell and likes sharing them :). He is also a man with a lot of sailing expertise and knows what he is doing. Would defenitely recommend sailing with him!
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Islands at the edge of the world


Enrico M.



Una vacanza semplicemente meravigliosa, guidata da uno skipper premuroso e squisito sotto ogni punto di vista, su una barca che fa rimpiangere la direzione presa dai cantieri nautici nei gli ultimi 30 anni, in un ambiente che spesso ci ha lasciato senza parole. Marco e Britta vivono a Vannoya, una di queste isole ai confini del mondo che abbiamo avuto la possibilità di visitare, e riescono a condividere con i loro ospiti tutto il loro entusiasmo per questi luoghi. Non riesco ad immaginare guide migliori! Un piccolo avvertimento per chi pensa di intraprendere questo viaggio: avrete voglia di ritornare a trovare nuovi amici, di rimettere le mani sulla ruota del timone di Cadeau, di visitare l’accogliente Haus of Books. Grazie ancora Britta e Marco, arrivederci a presto!
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In the footpath of the Vikings - Bergen - Shetland - Orkney Islands


paolo m.

Ottimo skipper e bravissima persona. Molto consigliato
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Sail west coast of Norway and discover the fjords


Andrea V.



Steinar è una persona meravigliosa, premurosa, cordiale e grande conoscitore del mare e della navigazione a vela, sempre in totale sicurezza. Si è sbattuto tantissimo per rendere questa vacanza indimenticabile, dalla scelta dell'itinerario, alle attività da svolgere a terra, al cibo, fino ai vari insegnamenti tecnici della vela e dell'imbarcazione. Non è stata la classica vacanza, ma la definierei più un'esperienza fantastica di quelle che difficilmente dimenticherai.

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6 reasons to choose the North Sea for your next sailboat cruise:

  • Hike among the glaciers, enjoy the many opportunities to hike through unique landscapes
  • Be amazed by the Northern Lights from the deck of your boat
  • Sail away from mass tourism, along unspoiled lands
  • Enjoying nature that is still untouched and wild, landscapes whose immensity makes you dizzy and fjords so deep that you get lost in them
  • Vivre une expérience atypique de croisière en voilier, réveiller l'explorateur qui sommeille en vous
  • Observe the rich animal life, including whales, puffins, seals, reindeer and more...

Carry out a sailboat cruise in the North Sea:

Original and unusual vacations? Head for the North Sea! Choose between Iceland, Norway, Greenland and Great Britain. For the history and nature buffs, drop anchor to visit the castles and alpine meadows that border the ocean. An unforgettable adventure cruise between wilderness, Nordic culture and ancient legends.

On your sailboat cruise around these islands with different personalities, admire the ocean, the aurora borealis and the high cliffs populated by rare species of birds and marine animals. Discover the wild coastline immersed in Celtic history and mythology on an incredible sailing cruise. Sail and contemplate the beautiful northern landscapes between waterfalls and active volcanoes.

The North Sea is perfectly suited for sailing. Indeed, most of the cities there are located on the coastline which gives the possibility of many stopovers. Likewise, the natural treasures offered by these countries can be visited from the ocean. Lands of legends and romance, the Celtic shores offer travelers a melancholic and wild beauty. Embark to discover itineraries punctuated with history, between peaceful plains and colorful villages, under the restless gaze of the Atlantic Ocean.

What you need to know for your next North Sea sailing vacation:

No doubt about it, the best time to visit Northern Europe is in summer. Indeed, if you go in June or July you will enjoy long days, sublime lights to visit cities and landscapes. Moreover, it is during this period that the climate is the most clement and that the sunshine rate is the highest. Unlike the Mediterranean, if you go to the North Sea in the summer, you will not be disturbed by the crowds and will be able to enjoy your vacation in peace. Finally, in these countries, much of the cultural programming takes place in the summer, both because of the good climate and the school vacation period.

North Sea: the most beautiful places to sail

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