Luxury Sail Charter in the Hawaiian Islands

One of the most special ways to experience the Hawaiian Islands is by luxury sailing yacht and Maile, an exquisite 50-foot GulfStar sloop, sets the standard for gracious comfort at sea in the spectacular Pacific. Home-based at Kawaihae Harbor on Hawaii Island’s renowned Kohala Coast, Maile caters to discriminating travelers, seasoned sailors and novices alike.

Reserved strictly for private charters, Maile and crew are exclusively yours – and up to five of your friends – for morning, afternoon, day or multi-day, interisland excursions. No need to share this special “toy” with others!

Captain and crew provide pampered, professional service and gourmet meals. Guests are encouraged to sit back and enjoy the Islands legendary trade winds, stunning scenery and plentiful sea life – whales, spinner dolphins, flying fish and much, much more. Or take the wheel, hoist a sail, snag a mooring and enjoy the joy of handling a fine-tuned sailing yacht.

New this year, Maile is offering a limited number of annual memberships for passionate sailors, frequent visitors and Island residents. Enjoy the benefits of owning a private yacht, without the expense and responsibility of ownership. Annual memberships are offered on a tier-system tailored to the number of days you anticipate sailing each year. For more details on the membership program, or to arrange your private charter, email or visit on-line at

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