Hi ToS,
You asked about basing...
For pirates, I use plank bases... either homemade or manufactured.
I paint almost all of my ships and now planked building floors in the same marigold / yellow-beige color with a chestnut ink... Gives good effect.
I'd send a photo, but I can't find any and my digital camera finally became undead...
At any rate, the wooden base look is very good and easy to do with coffee stirrers, balsa pieces, or even some of the attractive pre-made resin bases out there. Off the top of my head, Armorcast, Black Cat, and a number of tohers make them.
What I like best about the plank bases is that they really enhance the "pirate" look of a pirate collection figure.
I also individually base much of my shipboard ordinance. Makes everything match and look like a set.
Happy gaming!
Shalom,
Maksim-Smelchak.