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Lahaina Sailing Tours

Feel the wind in your sail as you explore Maui.

The Perfect Conditions for Sailing

When you look out at the vivid blue waters off the coast of Maui, the first thing you’ll want to do is get on a sailboat.

The warm sunshine, beautiful waters, and steady trade winds create the perfect conditions for sailing, making it a can’t-miss experience when visiting the island. Book a Lahaina sailing tour and get ready for an unforgettable day on the water!


Sail with the Trade Winds

Whether you’re an experienced sailor or you’re setting foot on a boat for the first time, you’re sure to love sailing the calm waters of Maui. Depart from the historic Lahaina Harbor, as sailors have done for centuries (including Herman Melville himself!), and discover scenic views of the west coast of Maui. Depending on the time of year, you can spot dolphins and whales as you explore the coast.

Take a private day sail for an exciting experience with friends or family! Looking for something a little more romantic? Enjoy a sunset sail and relax on board as the colors on the horizon change into vivid hues. There’s more to explore underwater, so if you can’t resist the warm blue waters, jump in and swim with the local wildlife on a snorkeling cruise.

Browse the best Maui sailing charters from Lahaina, offered by top-rated and trusted operators. Book your sail online today!

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