Servius Calventius Pamphilius
Yuan-ti Evoker
AC: 13 / 16 (Mage Armor) HP: 27/27
PPer: 11 PInv: 17 PIst: 11
Conditions: --
Concentrating:

Servius considers the port area carefully. Parts of it remind him of the areas just off-campus, where foolish but wealthy students were often separated from their money via application of strong drink. He never had the funds to spare for that, and was too serious anyway.

"Siduri, would you like to split up, or should we travel as a pair? Anyone who looks like an unaware target may awaken the next morning with a headache and an empty purse."

There are three areas he considers traveling to, in this order:
First, the area of the docks where living ships typically moor and are cared for. If the Broad Fin docked here, someone is likely to remember it, and perhaps its lone passenger.
Second, the Captain's Court. If another ship has been stolen, or if the monk had magically influenced someone, there might be knowledge of it there. Even if it is an informal court, they will still have records, and he only needs to check a few days.

Third, as a last resort, the Wyvern's Roost. Perhaps there is someone there who watches ships come and go as a hobby, or to make unofficial records that are for sale. Some of the less personable individuals at the university - those less social than Servius and noted for making more social mis-steps - tended to have hobbies that revolved around obsessive specializations.

Spoiler
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Ship docks
Investigation (1d20+8)[11]

Captain's Court
Investigation (1d20+8)[23]
Possibly plus a fee to access the records?

Wyvern's Roost
History (1d20+4)[6] to find "that guy" by way of excessive knowledge of obscure topics