Each canoe is privately owned, so you must meet a captain or active crew member. Some things that might help:
1) Get involved in outrigger canoe paddling. Join a club. Many HSCA members paddle for their local canoes clubs.
2) Get ocean paddling experience! The races involve paddling for anywhere from 2 to 10 hours non-stop. You never know until the day of the race what the weather will be like and how long the race will take.
3) Make sure you are able to paddle for a long period of time and know how to hydrate and consume nutrition so that you can keep paddling.
4) Learn about sailing. Take a sailing class, read books, watch videos, etc. There are classes at WCC about canoe voyaging and sailing.
5) Go out on a sailing canoe where you live is one is available. There are a few commercial sailing canoes in Hawaii.
6) Show up at the end of a race and introduce yourself to the captains. Give them your contact info so that if they need a crew member they can contact you.
The HSCA occasionally has community outreach and volunteer programs where a new person might be able to volunteer and get some actual canoe sailing exposure.
Please check the schedule on the website for any community programs.