So... the ones that I see as good picks:
Vagn Wheel-Drifter (Berserk, Wheel Hugareida, Generally Competent)
- We've worked with him, and he seemed to be decens.
Nokkvi Good-Oars (Oar Hugareida, Can do the rowing work of four men, not especially social)
- Because he's especially good at one of the primary things we'll be doing. Also, we've worked with him, and he seemed to be decent.
Eric, Your Brother (Wind Hugareida, He is Your Brother)
- Because he's our brother, and wants to come. Also, Wind Hugareida is useful for boats.
Fabvir the Fabulous (Deer Hugareida, Handsome, Vain)
- Fabvir! We've got good history with the man, and he's nicely low-drama... as long as he doesn't seduce anyone he shouldn't. Huh. Okay, maybe he's not low-drama.
Jordan Slicksword (Halfdan's Son and Asva's Husband)
- Because he's our brother-in-law, and wants to come.
Kare Ulfsson (Wolf Hugareida, unusually good at working in a group)
- "Unusually good at working in a group" sounds good to me.
Trygve Ironoath (A man who has always kept his word, even when drunk and/or a small child)
- so does "exceptionally trustworthy"
Snorri Deepsleeper (Sleep Hugareida, a little lazy)
- Sounds like a guy who might have some built-in de-escalation powers. In a situation like this? That might be useful. Also, less likely to start trouble. Trouble takes effort.
How many do we even want? Worth noting that bringing more doesn't just increase the chance of feuds and stretch our abilities at command that much further. It also requires that we split the pot that much more.