Windeward Bound is a two-masted brigantine-rigged vessel based in Hobart, Tasmania, Australia.

The vessel is named after Lewis Winde, the builder of an 1848 Boston schooner on which Windeward Bound was modelled.

The stem, sternpost and keel are of epoxy-laminated Tasmanian blue gum and the decks are of huon and New Zealand kauri pines.

On 3 June 2004 Windeward Bound was subject to knockdown about 30 miles south of Gabo Island off the Victorian coast when a gust of near-hurricane-force wind heeled the vessel about 68 degrees to starboard.

[2] In October 2013 Windeward Bound participated in the International Fleet Review 2013 in Sydney, Australia.