[Davy]

I prefer War Sloops, actually. Though they sink fast, if you are a good captain and experienced sailor you can easily outmaneuver the enemy cannon fire. Just make sure you have a few dots on Windcatcher, one on Come About, one on Ramming Speed, and a couple on Full Sail. If you have that, you'll fill up cargo fast in that speedy ship without taking too much damage.

If you want a more expensive ship, go with the Frigate. It is less maneuverable and a little slower, but still a step up from anything else (besides the Sloop).

Hope this helps!