If you are likely to be short handed, stick with a
sloop rig. Compared with a
cutter rig, it's less running rigging than a cutter, one less sail to repair/replace, generally easier to balance with a self-steer
wind vane, and when it comes to
anchoring, that
bowsprit on a cutter rig is often times a pain to deal with due to: the limited space to drop and pull the
anchor between the whisker stays and bobstay for the
bowsprit; when the bow wants to wander while at
anchor, chaffing of the anchor
rode on the stays requires keeping something like a pvc tube around the bobstay; when the
wind pipes up, anchor rodes should not ride off of the bowsprit because they transfer much of the load on & off to the forward stay & aft stay mast tangs and the deck/hull attachments need to be built to take the strain of an anchor
rode, this requiring transferring on & off of a
bridle with anti-chafe and secured to
deck bits & extra sturdy
cleats. Cutters are romantically pretty and all, but add additional
work and wear. I know, because I own one.
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