You can find Ship in a Bottle in Smuggler's Cut during Blackpowder Courtesy. Head to the Hanged Man in Lowtown to give it Isabela.
- "The best thing is below decks." (Flirt)
Isabela: friendship (+10) (Confirmed) - "It reminded me of you." Isabela: friendship (+10)
- "Cute?" Isabela: friendship (+10)
- "It's not cute."
Isabela: friendship (+10)
Note all options lead to +10 Friendship with Isabela. This was done with over 50% Friendship. PC Version. Also note that when given to Isabela with any progress towards rivalry all options lead to +10 rivalry. Xbox 360 version.