Captain Bailey
Grew up sailing the East Coast and Caribbean and has sailed throughout the Hawaiian Islands and South Pacific. When not sailing, Bailey's interests include surfing, camping, hiking with friends and hanging out with her pup, Morgan.
Matthew
Enjoys surfing, sailing and spending time in the great outdoors. Matthew's favorite part of working on boats is getting to connect with new people and share our island home with some aloha hospitality!
Captain Ely
Loves being on the water and having a good time! Snorkeling, fishing, sailing and enjoying life on Maui to the fullest with his dog, Taco!
Phil
Loves learning about different cultures, live music, painting and blasting punk rock on quiet beaches. Currently on an everlasting quest (25 countires and counting) for the world's tastiest Mai Tai.
Captain Keao
Lead Captain Keao dreams of sailing around the world with his family. Loves traveling, new projects and team sports! In his free time you can catch him on the soccer field or researching sailboats.
Lainie
A lover of whales, sails and cocktails. Lainie aspires to be a captain for a small vessel in the near future, sharing her love of the oean with our guests.
Jen- Reservations
Jen loves to spend her time surfing, hanging at the beach and whale watching as much as she can.
Iwa- Reservations
Mom of 2 kids and Liko dog, she has been with Kainani Sails since day one. Loves the ocean, surfing, snorkeling, and searching for shells.
This photo features the
original Kainani sailing vessel.
We upgraded in 2019.
