Kai Kanani Sailing is the only outfitter to offer private charters on beautiful modern sailing yachts. We are experts at finding whales, taking our guests snorkeling with turtles, and enjoying the stunning scenery with some of the best sunset views in Maui. Three-time world champion windsurfer Kai Lenny created Kai Kanani Sailing. He felt sailing was an essential part of his childhood that he wanted to incorporate into his own lifestyle, especially living in Hawaii. Helping people discover what's possible is our mission-- whether it be the origins of windsurfing or witnessing, we offer the best whale watching in Maui.
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