I am on a similar journey. Sailed small
boats growing up, but got back into it in the last few years helping friends
race their
boats as crew. Not hard to find these opportunities. I completed my
ASA series this year and have started charting, first crewed, where they were kind enough to allow me to act as an active crew
member, but then with bare boats. I have also started building
offshore experience through OPO and Salty Dawgs and other programs that match captains, boats and crews. Lots of opportunities once you start researching and networking. There are also
cabin cruises available with a professional
skipper. Another good way to get exposed to different captains and gain experience.