Live unique experiences, meet like-minded people,save moneyand, travelsafe.
Get on board and sail away: find travel mates on Sailsquare!
Find out in advance who will be on board with you
Browse among several holiday experiences and see who is already on board: name, age, interests, previous experience, all useful info to see who your next travel mates will be.
Get on board carefree: the crew builds up directly on the platform!
You don’t have to be a group to book the holiday of your dreams. With Sailsquare you can get on board and wait for others to join. Book the holiday you prefer and don’t worry about anything else.
Enjoy your holiday and go home with new friends!
There is nothing better than a sailing holiday with the right crew… or maybe there is: go home with new friends to share new wonderful adventures with.
Sailing holidays with Sailsquare: a brand-new experience
Sailing holidays to suit all budgets.
Rumor has it that sailing holidays are just for the rich. Don’t believe it, come and discover a world you’d never thought accessible!
Holiday experiences designed by local skippers.
Sit back and relax. They know their region like the back of their hand!
The adventures of your wildest dream.
Discover sailing, and explore places off the beaten track!
We carry out constant reliability checks, so that you can holiday with confidence.
Traveller feedback
Trust is the basic element of any form of community: for this reason, after each sailing experience we ask the members of the crew to write a review on the holiday and people who were on board, including the skipper… so that you can benefit from their experience.
Experienced skippers
All holidays are organized by experienced and qualified skippers. Also, each new holiday is checked and approved by our staff before being listed.
Join as skipperClear general terms and payment methods
- Book your holiday by paying via debit/credit card or wire transfer.
- If you are compelled to give up, find a substitute and you will not lose what you have paid.
- If a holiday doesn't reach the minimum number of participants, you'll be fully refunded.