With the trade winds blowing at a constant speed you are sure to enjoy a great sail here in Maui. There are evening cruises, day trips, overnight excursions and charters available for whatever you want to do. There are plenty of great sailing opportunities. Explore the other islands in Maui county without ever exposing yourself to the serious waves of the north shore.
In the protected channel between the islands Lanai, Kahoolawe and Molokai you can glide the water in comfort, never feeling a bit seasick. During the winter the best place to be is on the water because during that time of year the humpback whales are in town to give birth and to mate. The shows are spectacular as these behemoths leap from the water in an incredible display of tails, fins and splashes. The newborns are especially active as well.
There are many sailing charter you can contact to take you for a ride, especially out of Maalaea Harbor and Lahaina harbors.