Live out your dreams of sailing across wine-dark seas and sun-bathing on remote tropical beach oases. Get a feel for life at sea, learn the art of sailing, and make new friends from every corner of the globe.
We make adventure happen. Voyages are usually 1-2 weeks in duration, costs are kept low (typically in the $600-$1,000 USD / week range depending on the tourist season, and include most meals, diesel fuel, port/mooring fees, and skippers).
Join our Facebook group to stay informed about upcoming trips.
Attention sailboat owners: Please let us know if you’re interested in leasing out your sailboat for Vagabond Sailing voyages or organizing a Vagabond Sailing voyage yourself.
Check out our latest videos throughout the site to get a taste of your next adventure!