SF Bay - California Coast down to Central America
You''re asking a question similar to which lady you should marry, I''m afraid. Any of us can hand out a list of boats...but are they suitable for you?
You have access monthly to the free Latitude 38. Perhaps it would be helpful to work thru the ads in that mag, sift out the brokers that are in your area, and begin visiting some boats. You should instantly find you are drawn to some and pushed away from others. To the extent you work on building your knowledge base thru reading while doing this, some exposure to boats (vs. BB posts like mine) will prove useful.
What do you need for that trip? Almost any sound boat with basic systems (water tankage, engine, easily adjustable sail plan, basic DC system) can make that trip. What YOU want - and therefore think you need - is much more about you than it is about boats.
Good luck on the hunt.