We too want to sail there one day. From my research
- pilothouse - most welcome,
- safe deck
design and layout,
- safe, protective driver's positions,
- full, quality insulation
of the living quarters,
- well thought-out cooking/heating systems,
- sturdy and redundant generating options.
Many sailors who sailed there say lifting keel
is an asset, some advocate protected props.
All boats we have seen had custom mooring
systems (often four-way landlines on bobbins) also very sturdy and abundant anchoring gear
(both bottom and shore ways).
Personally, I would invest in a reliable wx awareness system - something based on Iridium
probably. I would also opt for top specs cold / foul wx garments - dry suits/gtx, full monthy, etc.
Good luck with your adventure. Let's hope to meet out there one cold, sunny day.