Sailing is a special treat when visiting Hawaii: the strong tradewinds and ever-variable swells and currents require only the best of captains capable of navigating the archipelago’s waters. Due to the often challenging conditions, it’s no surprise that the ancient Polynesians who originally conquered these seas are considered some of the best navigators in the world. On Maui alone, the Hawaiians have over 30 specific names for each unique type of wind on each part of the island. This makes sailing in Hawaii an opportunity to learn from a gifted captain and crew, and with the typically smaller capacities of sail boats, you’ll have more time to interact and ask any questions you may have. A sunset sail generally allows for a more intimate, peaceful and romantic experience.