Adventure & Activity sailing holidays & skippered tours
Unusual adventures at sea on board an exceptional cruise on the sailing boat or catamaran of a passionate skipper. Enjoy the sensations and come back with a lot of memories!
4
experiences
4
experiences
5.0
Duration:
10 days - 10 nights
Pacific Ocean:
Fiji Islands
Give this experience a try!
€1,590
Per person
Duration:
7 days - 7 nights
North Sea:
Norway
10 travellers
€990
Per person
5.0
Duration:
15 days - 14 nights
South America:
Patagonia - Ushuaïa
4 travellers
€3,950
Per person
4.9
Super!
Duration:
8 days - 7 nights
North Sea:
Norway
Give this experience a try!
€1,200
Per person
Why book a holiday with Sailsquare?
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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
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 more about the skipper and travellers who have already booked the holiday, to find out more about the
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
44 reviews
Sailing adventure in Norway: chasing the Northern Lights
11/16/2024
Susan B.
-
Ireland
Sailing adventure in Norway: chasing the Northern Lights
11/5/2024
Francesca S.
-
Italy
Sailing adventure in Norway: chasing the Northern Lights
11/3/2024
Elisa M.
-
Italy
Cape Horn and Patagonian glaciers cruise 15 days / 14 nights
04/2/2024
Sandro S.
-
Italy
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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:
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