14 days - 15 nights
Be the first one to book!
7 days - 8 nights
15 days - 14 nights
Patagonia - Ushuaïa
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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 - Adventure & Activity sailing holidays & skippered tours
Sail west and south coast of Norway and discover the fjords and archipeligo
Islands at the edge of the world
In the footpath of the Vikings - Bergen - Shetland - Orkney Islands
Landing in Monte Cristo! Unique and exclusive experience with a visit to the island
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You don't have to be an old sea dog to achieve incredible sailing adventure holidays. Crossing the Atlantic, polar expeditions, exploring fjords and glaciers, discovering deserted atolls, whale safaris... Here you will find adventure cruises in sailing boats organised by professional skippers all over the world. You will find here cruises in wide open spaces, sport cruises, and long duration cruises.
Every time is a good time to satisfy a thirst for adventure. There are some in all the seas of the world, so it is possible for you to go in winter as well as in summer!
Adventure trips are often one-week or longer trips, naturally the longer the trip the more expensive it will be. Exceptional places are also more expensive. However you can find exceptional adventures from as little as €800.
There are adventures for all profiles. If you are looking for a trip that is out of the ordinary, whether you are a family, a group of friends, a couple or a solo traveller, you will find an experience that suits you!
There are adventures all over the world, to suit all budgets and tastes: