About Our Charters

Maile offers private charters and sailing trips for groups

of 2 to 16 passengers. Each trip is catered around guest

interest and can be customized around what you would

like to do.


Enjoy a morning sail and snorkel, an afternoon sail with a

refreshing swim or appetizers on board, or a romantic and

beautiful evening sitting on the foredeck, savoring the

colors of the sky as the island lights up with the sun set,

and appetizers, dinner or a picnic on board.

Every time we visit Hawaii we look forward to an evening out on Maile and it is an unbelievable experience each time.  From the sunsets to seeing whales, we are always grateful for the experience. Thank you again for such a wonderful time.”

– Kimberly

  • A 3 1/2 hour trip allows enough time to sail to one snorkeling destination, and to have lunch on deck as we return. 
  • A 5 hour trip allows time to travel a little further and/or the possibility of snorkeling in two places, or spending more
    time to watch for whales or dolphins.
  • A 7 hour trip, or a full day charter, allows more time to stop and explore, and snorkel, sail or whale watch as you wish.