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Don't miss out on optimal whale watching during your snorkel charter! 
Be sure to add a 6th hour at the time of booking to increase your chance of experiencing these majestic giants! (DECEMBER 1-APRIL 15)

Private Sailing Charters & Personalized Snorkeling Trips...  
Departing from the sand of Ka'anapali Beach

Maui Private Sailing Charter
Set sail on a private sailing adventure. Sail to a reef system where you can snorkel with exotic marine life. Make friends with the fish, float with a turtle, or explore the rich diversity of Hawaii's underwater life with our inwater naturalist. Enjoy catching the Hawaii trade winds in the sails, soak in the sun, and if you feel up to it, you can even take the helm!


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Private Snorkeling & Sailing Trips
5 hours, or more!


Sail away from the crowds aboard your own private yacht. Choose to experience performance sailing in the Pailolo Channel or leeward sailing in the 'Au'Au Channel. Snorkel with an in-water guide at a local reef system or marine preserve where you can swim with abundant marine life such as the Hawaii state fish, the Humuhumunukunukuapua'a, and the Hawaii Green Sea Turtle, the Honu. After exploring, relax on deck, soak in the sunshine, and enjoy a catered lunch. During Humpback Whale season, spend time whale watching and listening to them sing through our onboard hydrophone. Take advantage of Maui's tradewinds and keep a sharp lookout for Hawaiian Spinner Dolphins. Destinations depend on the weather and sea conditions.


Rate: $475 per hour, includes private boat with captain and crew, snorkeling gear, basic beverages, and catered lunch. Does not include alcoholic beverages, towel service or suggested gratuity of 18-25%. Gratuity can be added onto your credit card at anytime, or your crew will gladly accept cash.




So much fun!  This was a great way to supplement a vacation on Maui. We went for a half day excursion with Kainani Sails and it was one of the best things we chose to do on Maui.  Everything you could want: sailing, snorkeling, whale-watching, and getting out into the ocean.  We saw turtles, heard the whales from our snorkeling location, and made some unforgettable memories. The crew is awesome, knowledgeable, and accommodating.  They were perceptive of the things we wanted and we had a blast with them. We highly recommend booking this sailboat!

-Tracey N. (as found on



Testimonials can be found online:, &

Booking during Whale Season?

Add an hour to your tour for extra time to look for Humpback Whales. More time means more opportunity to see these amazing animals who visit Hawaii during the months of December - mid April.

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