sailsquare connects local skippers with travellers keen to live an experience at sea. Through a peer-to-peer platform, people can take part in sailing experiences listed by skippers. Once registered on the platform, it's possible to apply as a yacht owning skipper. Other users can browse the proposals, filter them through a search engine and, eventually, book an experience by paying online. Sailsquare ensure the security of transactions by collecting the fees from participants and forwarding them to the owner once the experience is started, deducting a commission on the paid fee.


  • Home is where the anchor drops

    What is a sailing experience with sailsquare like.

people in this company

  • Simone Marini



Milan, Italy

service region


funded by

Simone Marini, Riccardo Boatti