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a small boat in a large body of water

PARAGON

Paragon is a legend. Built in 1992 by acclaimed sailor and vessel designer John Conser, she is the first of her kind ever constructed and one of only two ever made. Her sistership has since retired, making Paragon truly one of a kind on the water. At 47 feet with a 24-foot beam and over 1,000 square feet of working sail, she is widely regarded as the highest-performing sailing catamaran in the state of Hawai’i. Sailing on Paragon is not a tour, it is an experience in the purest sense of the word.

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Sailboat on calm sea with distant islands under a cloudy sky.

AKIALOA

Named after the Hawaiian honeycreeper, Akialoa is our workhorse and our sweetheart. Built in 2002, this 55-foot performance catamaran carries guests to some of Maui’s most spectacular snorkel destinations, from the crystal flats of Coral Gardens to the dramatic sea cliffs of the Lāna’i Coast. With a 28-foot beam and over 700 square feet of working sail, she moves with purpose and handles the ‘au’au channel beautifully. Comfortable, fast, and crewed by people who genuinely love what they do. Two heads and a freshwater rinse station onboard keep everyone comfortable from departure to dock.

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‘ALIHILANI

‘Alihilani means the place where the horizon meets the sea, and she lives up to her name every single sail. Our largest vessel at 64 feet, this Gold Coast catamaran was built in 2011 with a 30-foot beam, over 800 square feet of working sail, and wide forward trampolines perfect for watching the coastline pass by. She is stable, spacious, and stunning. Whether you are snorkeling, watching the sunset, or celebrating something special on a private charter, ‘Alihilani sets the stage. Two heads and a freshwater rinse station onboard mean you can spend the whole day on the water without a second thought.

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Sail Maui’s Fleet

Sail Maui runs three vessels so we can match every guest to the right experience. Whether you’re after a half-day snorkel, a sunset sail, or a fully private charter, our fleet is ready. Real sailing, no motors, just trade winds and open water.

PARAGON PHOTOS

AKIALOA PHOTOS

'ALIHILANI PHOTOS