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Yacht sailing holidays & skippered tours in the North Sea

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.

  • Sailing Holidays
  • North Sea

FLEXIBLE CANCELLATION.

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

  • almost
    confirmed

    Sail west coast of Norway and discover the fjords

    from 6 May - 6 nights
    Norway North Sea
    1 person
    is on board
    795 742€ Per person
  • almost
    confirmed

    In the footpath of the Vikings - Bergen - Shetland - Orkney Islands

    from 4 July - 7 nights
    Great Britain North Sea
    Join in on this experience!
    848 795€ Per person
  • almost
    confirmed

    In the footpath of the Vikings - Orkney Islands - Hebrides - Scotland

    from 12 July - 7 nights
    Great Britain North Sea
    Join in on this experience!
    848 795€ Per person
  • 4 reviews
    almost
    confirmed

    Islands at the edge of the world

    from 10 August - 8 nights
    Norway North Sea
    3 people interested
    in this holiday
    997€ Per person
  • 47 reviews

    Group trip to Norway with WWF GUIDE - Adventure with killer whales

    from 27 November - 6 nights
    Norway North Sea
    Join in on this experience!
    1.785€ Per person
  • 47 reviews

    Group trip to Norway with WWF GUIDE - Adventure with killer whales

    from 4 December - 6 nights
    Norway North Sea
    Join in on this experience!
    1.785€ Per person
  • 47 reviews

    Group trip to Norway with WWF GUIDE - Adventure with killer whales

    from 1 January - 6 nights
    Norway North Sea
    Join in on this experience!
    1.785€ Per person

Why you should book a holiday with Sailsquare?

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25,000+ happy travellers, and 10,000+ holidays in 110 destinations worldwide.

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Get onboard solo, with your family, or your friends

Reserve a single spot, a cabin, or a whole boat just for you and your friends or family.

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Discover who’s already onboard

Introduce yourselves online, get to know each other onboard, and go home with a bunch of new friends.

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Sailing holidays that suit all budgets

Rumour has it that sailing holidays are only for the rich or well-connected. With Sailsquare, that's no longer true. Come and discover a world you never thought was accessible!

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

12 reviews
18 / 10
Massimiliano  P.

Massimiliano P.

review about Nordic Adventure - Stage 1: from Tromsø to Bodø (ALL INCLUSIVE) June 2022

10 / 10
Good morning, the premise of this holiday for me was to visit places unknown to me and pristine and I must say that I got the result. Nanni has proved to be a person with very high competence and great culture. Hearing him talk about his travels was fascinating. The only negative note I found in the boat, not for the seniority but for the hygienic conditions that left something to be desired, in addition to the persistent smell of diesel. However, I was overwhelmed by the experience I was preparing to have and the fact that I was the only passenger.
Oscar C.

Oscar C.

review about Discover Lofoten August 2018

10 / 10
I did with Marco the tour of Lofoten in August. Punctual, very helpful and precise for the pre-rociera agreements. Great skipper, from safety. Excellent cook, knows how to enhance what is available on site (fish). The boat is comfortable - only 2 cabins with very comfortable berths. The boat has its years but it is a real pleasure to lead it and gives a lot of security even with sustained winds. Little electronic but very reactive and fast., for those who like to feel the wind and observe the sails. gives a lot of satisfaction. Consiglato from all points of view.
Jean-Noel O.

Jean-Noel O.

review about Iceland - Discovery of the Northwestern wild coast June 2018

10 / 10
Very nice week in the Westfords, an experienced and vigilant captain, a very comfortable and maneuverable boat, an excellent international atmosphere. A weather sometimes capricious, but this navigation on the wild coast offers magnificent landscapes with very beautiful lights in function of the hour and beautiful hikes.
Luc D.

Luc D.

review about Viking Cruise in the Norway's Fjords April 2018

6 / 10
Paul is a character! who knows the Stavanger region (Islands and Fjords) well. His boat is very comfortable and safe. Good atmosphere on board with the 2 Swiss teammates Hugo and Florian with the surprise of Elizée Joy Montana made it a very nice cruise. The boat lacked preparation, we lost a good day, the storage is not Paul's fort. Paul needs to improve his skipper skills for other sailing and weather conditions.
Ann R.

Ann R.

review about Sailing from Lofoten to Alesund, One way August 2017

10 / 10
Guy and the whole crew made this a very enjoyable and memorable trip. He was confident and friendly in all areas. He made the trip relaxing and fun. I would highly recommend the boat and crew to family and friends.
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Can't find the perfect holiday for you?

Use our free holiday concierge tool - and let us find your dream sailing experience for you!

Let's find it together!

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: next departures

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North Sea: best travel ideas

  • Whole boat with skipper (6)
  • Adventure (4)
  • Monohull (4)
  • WWF Sailing Cruises (3)

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