Kainani Sails · Meet the team — Come as guests, leave as friends.
From the moment you step aboard, you’re sailing with friends. Two crew sail with you on every charter, and they’re in this business because they love it.
Captains & crew
The people on board.
A locally owned and family operated business that employs full-time Maui residents.
Owner · Captain
Captain Keao
Owner, operator, captain, crew, mechanic, boat fixer, and the list goes on. Loves team sports, kite surfing and all things boats. Dreams of sailing around the world.
Owner · Operations
Iwa
Owner, operator, phone answerer, scheduler and manager. Loves surfing, the beach, good food, afternoon coffee and snorkeling for shells.
Captain
Captain Kerstin
Loads of sailing experience and local knowledge, with multiple ocean crossings. She started out sailing the waters of West Maui and has been with us on and off for 13 years, coming back to us between sails around the world.
Captain
Captain Amanda
On and off with us for 13 years. She takes off on sailing adventures around the world and loves coming home, and she is a pro at making everyone feel comfortable and confident on and in the water.
Captain
Captain Noah
Grew up around boats in the Pacific Northwest, and is super personable and friendly. Loves whale watching, sailing and being on the water. Noah works on both our boats, Kainani and MAKAI.
Crew
Micah
Born and raised on Maui, a local Lahaina boy with a passion for boats and the ocean who loves to share the history and culture of the islands. Micah works on both our boats, Kainani and MAKAI, and when he is not working on the water, he is out on his own boat.
From Iwa
“Grateful for your support over the years and as we make our comeback after the fire. When they say small business owners do a happy dance after every purchase — it’s true! Mahalo nui!”
Sail with the crew.
Check live availability, or call or text and we’ll help you plan.