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Maui’s premier private charter sailing

 

Where luxury
meets adventure

Charter-ready for sailing around the renowned waters of Maalaea, our sailing fleet provides the perfect choices for private groups to escape the crowds. Join us and snorkel, watch the sunset, enjoy some drinks, learn to sail, celebrate a special occasion, or just lay back and relax. We can customize the perfect trip to make your dreams come true.

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Book a Charter

4 Hours Β· Up to 6 Passengers Β· $1,800


Private Morning Snorkel Charter

Only accessible by boat, you and your family can get away from large crowds and enjoy your own private snorkeling spot!

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4 Hours Β· Up to 6 Passengers Β· $1,800


Private Afternoon Snorkel Charter

Come join us on our afternoon snorkel sail and and enjoy the peaceful serenity of a more private and tranquil spot.

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Jan-April Β· Up to 6 Passengers Β· Starting at $1,000


Private Whale Watch Cruise

There is absolutely no better way to enjoy these charismatic gentle giants on Maui than from your very own sailboat.

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2 Hours Β· Up to 6 Passengers Β· Starting at $1,000


Private Sunset Charter

Join us for your own Private Sunset sail. Perfect for celebrating birthdays, anniversaries, proposals, bachelorette parties, quality family time, and more!

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2-12 Hours Β· Up to 6 Passengers Β· Starting at $1,000


Private Custom Charter

S/V Nova offers pleasant, personal, private sailing experiences, specialized in weddings, proposals, birthdays, ash scatterings, private dinners, and more!

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Book a charter

Choose between the extremely spacious and sleek S/V Artemis, our 47’ Leopard sailing catamaran, the beautiful classic style sloop S/V Nova, our 42’ Catalina sailing monohull (both holding up to 6 guests), or Marjorie Ann, our 36β€² Chesapeake Bay powerboat available for up to 13 guests.


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Charter
 
Family enjoying time on the trampoline on a sailboat

4-7 Hours Β· Up to 10 Guests Β· From $2,200


Private Snorkel & Sail

Enjoy Maui’s most beautiful snorkel spots, hands-on sailing instruction, or relax and sip a cocktail while enjoying the view.


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Women enjoying a drink during sunset on a sailboat on Maui

2 Hours Β· Up to 13 Guests Β· From $1,000


Private Sunset Charter

Join us for your own private sunset charter. Perfect for celebrating anniversaries, birthdays, bachelorette parties, and more!


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Whale breaching out of the water off of Maui

Jan-April Β· Up to 13 Guests Β· From $1,500


Private Whale Watch

There is absolutely no better way to enjoy these charismatic gentle giants on Maui than from your own private sailing or power yacht.


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Vessel
 
S/V Artemis sailing off of Maui

47’ Leopard Sailing Catamaran Β· Up to 6 Guests


S/V Artemis

Designed by award-winning Robertson and Caine, S/V Artemis’s sleek lines make her a dream to sail in any wind conditions presented to us in world-renowned Ma’alaea Bay.


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Drone view of S/V Nova sailing monohull on Maui

42’ Catalina Sailing Monohull Β· Up to 6 Guests


S/V Nova

USA built, and internationally reputed as a leader in her class, cruising performance, and comfort, the Catalina 42 has become the choice of sailors worldwide.


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Charter boat during sunset on Maui

36β€² Chesapeake Bay Powerboat Β· Up to 13 Guests


F/V Marjorie Ann

Marjorie Ann is a 36β€² Chesapeake Bay fishing boat equipped with modern electronics and fishing tackle, a comfortable cabin, large back deck, and plenty of shade.


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Got Questions?

Give us a call at (808) 874-1110 and talk to one of our captains to fully customize your experience. When you call, rest assured you will get the most candid and accurate information possible.

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Guest Reviews
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About us

Maui Custom Charters is a small Κ»ohana run business. We are one of the few companies on Maui owned and operated by born and raised captains. Our hand-selected and trained staff have been on island operating boats collectively for nearly 100 years, you can rest assured that your experience will be top notch.

We focus on providing genuine, thrilling, eco-friendly charters. Our goal is to ensure you have the most incredible experience that you will look forward to having again, telling all your friends about, and rebooking every time you return to Maui.

 
Female sailboat captain
Sailing on Maui
Maui sailboat captain holding up freshly caught fish

 away from the crowds

sail with us