I did that winter before last. I anchored off Bridges Cay at the edge of Bight of Old Robinson and found the Little Harbour Cut to be fairly straight forward at night. (Very light norther when I left). While I didn't that time, I sometimes go through a cut during the day first, to scout it out and mark a GPS route
Certainly many can make it during daylight hours even in winter, but being slow myself, I felt better to leave a location I'm comfortable with at night than risk arriving someplace I'm unfamiliar with at night with 12 hours of darkness to go.
That said, on the return, I did pull into the Egg Island area at night and anchored in the area where Egg and Royal come close to each other. Was very straight forward.
- That's my experience.