Sydney By Sail

A closer look at the fleet.

Sydney By Sail makes Sydney Harbour feel less like a backdrop and more like the reason for the day. Departing from the Darling Harbour area, the operator offers daily sailing experiences, private skippered charters, corporate regattas, sailing lessons and romantic overnight packages, all built around the city’s harbour, skyline, islands and breeze. The range is useful because not every guest wants the same harbour experience. Visitors can book an easy hosted sail, couples can look at overnight or private options, teams can use the fleet for regattas and team-building, and locals can treat the harbour as a venue for birthdays, celebrations or client entertaining. The skipper handles the hard parts while guests still get the sensation of being on a real sailing yacht. It suits first-time sailors as well as guests who want something more hands-on.