sailing tours mauiWhen vacationing on Maui, several forms of tropical transportation are at your disposal – surfboards, helicopters, outrigger canoes, kayaks, stand up paddleboards, island hopper planes, mules, hang gliders, you name it. But the best form of tropical transportation, at least in our opinion, is also one of the most accessible on Maui – a boat, brah!

But not just any boat.

A sailing catamaran, specifically, is our choice for the most lovely form of tropical transportation. First off, it’s all the fun and none of the work. Hop on, sit back, and use your eyeballs. Simple, effective, and enjoyable, and your legs and gas tank will thank you in return. Secondly, as opposed to larger, more crowded double decker boats, you won’t have to fight anyone for a view, a plate, a snorkel set or a cocktail. And lastly, everything is just more fun on a boat, including life in general. That’s a fact you should know. Remember it.

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While there is no shortage of sailing tours on Maui, we enjoy the variety aboard Trilogy’s fleet of six sailing catamarans. Whether your goal is to snorkel with Hawaiian Green Sea Turtles, explore the neighbor island of Lana’i, enjoy underwater views of Molokini Crater, or kick back and relax with a four course dinner and a sunset aboard an evening sailing cruise, they’ve got options for travelers with a range of interests. 

snorkeling molokini maui

We’ve been guests aboard Trilogy’s sailing tours several times and have never had anything less than stellar service, which is greatly appreciated. In addition, we also appreciate the fact that their so-called ‘premium bar’ is actually a premium bar and not future-hangover liquid in plastic bottles. You’re welcome, future self.

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Tour options include a 6 hour snorkel trip to Molokini Crater (2 sites, breakfast, BBQ lunch, snorkel equipment and 2 return cocktails for guests 21 and over included), 8 hour full day excursion to the neighbor island of Lana’i (breakfast, BBQ lunch, snorkel equipment, optional van tour and 2 return cocktails for guests 21 and over included), 5 hour snorkel trip from Ka’anapali Beach (breakfast, BBQ lunch, snorkel equipment and 2 return cocktails for guests 21 and over included), 4 hour snorkel trip to Olowalu (fruit tray, BBQ lunch, snorkel equipment and 2 return cocktails for guests 21 and over included), 2.5 hour Captain’s Sunset Dinner Sail (4-course dinner and premium open bar for guests 21 and over included), 2 hour Ka’anapali Sunset Sail (pupus, beverages, water, and 3 cocktails for guests 21 and over included), and an Adults-Only 2 hour Aloha Friday Sunset Sail (live music, pupus, beverages, water, and 3 cocktails for guests 21 and over included). 

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A portion of all of Trilogy’s ticket prices go directly toward their monthly Blue ‘Aina Reef Cleanup event, which was created as a way “to inspire community members to become more involved in various programs,” and includes a monthly sponsor and expert guest speaker in a local environmental field. It’s nice to see such a large company who still understands the importance of giving back to the island and local community, and we always enjoy learning more about Maui through their events, informative blog posts and dedication to sustainable practices.  

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Support local and join a tour with Trilogy Excursions! To learn more, please visit Sail Trilogy or call 808.874.5649. 

sail trilogy

Mahalo for reading! Photography provided by Peter of Two Tank Photo, and Cassie and Jesse of Creative Island Visions