Maui's Best Private Sunset Sailing Charter

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based on 2 reviews
  • Duration:2 hours (approx.)
  • Location: Maui, Hawaii
From $2143.34
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Traveler (Age : 0 to 120)


Free Cancellation

Upto 24 hours in Advance.
Mobile or paper ticket accepted
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Charter-ready for sailing around the renowned waters of Maalaea, our sailing fleet provides the perfect choices for small private groups to escape the crowds. Join us for a gorgeous sunset sail, whale watch, enjoy some cocktails, 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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Posted By : GlenLivet
My wife and I were treated (by our daughter and her husband) to a sunset sailing cruise for our 50th Anniversary. I cannot imagine it could have gone better. We left out of Ma'alaea Harbor north of Kihei. We were met by Captain Kiera and First Mate Tennasyn. Now, there are good sailors and there are truly good people. Kiera and Tennasyn were both. They were gracious, efficient and competent. All on board felt comfortable. We were blessed with ideal conditions, just enough wind to allow for sailing, but not to bounce us around. We sailed around Ma'alaea Bay for two hours during which time we had several encounters with Northern Humpback whales including some breeching whales and a mother and young one. It was exciting. As sunset approached, we were surrounded by the sounds of the waves lapping against the boat, the wind slapping the sails and the strains of Cousin IZ's "White Sandy Beach". It was magical. The final dip of the sun into the Pacific Ocean seemed almost anticlimactic. I cannot recommend Maui Custom Charters more highly. It was a highlight of our trip to Maui. Thank you Kiera and Tennasyn.
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Posted On : 2024-01-05 15:02:11 full ratings


Posted By : howardb852
Love Maui! Our captain, Kiera, was fantastic! First of all, her knowledge of the boat and sailing in general is incredible. To say that she is a terrific captain would be an understatement. She made sure that everyone on the boat had fun, was safe at all times and got off the boat knowing a lot more about sailing, Hawaiian culture and marine habitats. We took a dedicated whale watching cruise a few days before our trip with Kiera. It was fun and we saw some whales but nowhere near as many as on our MC Charter cruise. She knew right where to go and how not to spook them.
This obviously maximized our viewing. I would recommend Maui Custom Charters and Captain Kiera to anyone thinking about this trip!
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Posted On : 2023-11-10 11:31:19 full ratings