So, usually when I start a character I get a house as early as possible, I play the main quest until the Grey Beards tell me what's going on then I focus on factions. Do you think you have to be high level to go in Solstheim? Because I remember being frustrated because some loot were outdated when I came here (Ahzidal's set and Blackguard's set for exemple). Going there would compliment nicely a Dunmer RP, I think.
What's the best time to go there according to you?