It is either a dare, or likely a
Special Xmas Gift from them to MC.
And I was thinking, so far during this Ski trip based on previews, we saw, Jill , Bella, Bianca, Sage , and Josy, but no Maya yet. May be Jill invite her Friends to her favorite winter place , and Based on the paths you spend time with the chosen love intrest. and its only MC there, and Maya and Derek not.
This could also create a potential chance that , despite lest say in the beginning and in the middle Josy and MC and maya are still strong, MC and Josy spend a quality weekend time together wihtout Maya, that brings them closer.
last part is kind of a wishful thinking