Drowned Sorrows

Overview
Asking Dagur at The Frozen Hearth in Winterhold for something to help with he asks for help to find out what happened to Isabelle Rolaine. This is because he doesn't like the condition in which Ranmir has gotten himself into. Asking the people at the inn leads to Vex, a thief in Riften who knows more about her disappearance.

Talking to Vex reveals that Isabelle wanted to make some money through thievery, but she wasn't very good at it but Isabelle inisisted and Vex sent her to Hob's Fall Cave for an unrevealed reason. Upon arrival at the cave, the Dragonborn will find Isabelle's body and Isabelle's Letter, written to Ranmir, explaining her intentions. Giving the letter to Ranmir offers him closure on his late wife's death.

There is no reward for giving Isabelle's Letter to Ranmir other than extra dialog.

Trivia

 * If Ranmir dies during the quest Containment or a dragon attack, this quest will become uncompleteable. PC users can use console command setstage freeformwinterholdc 40 to complete the quest and then get rid of the letter.
 * Talking to Vex is not required to find Isabella's corpse, or the letter, however, receiving the sidequest from Dagur is required to find the letter on her corpse inside the cave.
 * The dialog option to start this quest does not appear until after the player has spoken to Haran and convinced Ranmir to pay his tab.

Bugs

 * The quest does not show up in the questlog if Ranmir dies before activating the dialogue with Dagur to initiate the quest, nor do the quest markers show up, despite this it can be completed if one already knows what to do.
 * This problem has been fixed by Unofficial Skyrim Patch v1.2.
 * This quest does not show up in the questlog even if Ranmir is alive.