Sail a catamaran on one hull.
Windsurf from Benicia to Suisun.
Take a cruise ship somewhere, anywhere.
Sail the High Sierra Regatta in a Lido 14.
Rent a boat to sail to Catalina.
Sail from SF to Newport Beach, and back.
Sail to Hawaii, and back.
Buy a boat able to do the above.
Have the time to do the above.
Have the money to do the above.
Take every class available so as to have the knowledge to do the above.
Gain the experience to do the above.