Mauiβs 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!
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.
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.
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!
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!
Book a charter
Choose between the extremely spacious and sleek S/V Artemis, our 47β Leopard sailing catamaran, the beautiful classic style sloop S/V Nova, our 42β Catalina sailing monohull (both holding up to 6 guests), or Marjorie Ann, our 36β² Chesapeake Bay powerboat available for up to 13 guests.
Browse by β
4-7 Hours Β· Up to 10 Guests Β· From $2,880
Snorkel, Sail & Whale Watch
Enjoy Mauiβs most beautiful snorkel spots, hands-on sailing instruction, or relax and sip a cocktail while enjoying the view.
2 Hours Β· Up to 13 Guests Β· From $1,440
Sunset Whale Watch
Join us for your own private sunset charter. Perfect for celebrating anniversaries, birthdays, bachelorette parties, and more!
Jan-April Β· Up to 13 Guests Β· From $1,800
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.
47β Leopard Sailing Catamaran Β· Up to 6 Guests
S/V Artemis
Designed by award-winning Robertson and Caine, S/V Artemisβs sleek lines make her a dream to sail in any wind conditions presented to us in world-renowned Maβalaea Bay.
42β 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.
36β² Chesapeake Bay Powerboat Β· Up to 13 Guests
F/V Marjorie Ann
Marjorie Ann is a 36β² Chesapeake Bay fishing boat equipped with modern electronics and fishing tackle, a comfortable cabin, large back deck, and plenty of shade.
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.
