Time on Frog Island

Glitched. 

This trophy is affected by the game-breaking bug mentioned in the Roadmap.

As mentioned with Hands on the Helm , starting on Day 2, you'll be able to start getting quests from the townsfolk in town. When you first go to town, you should see the Blacksmith and Shopkeeper running around town, both looking for the Blacksmith's doggo. If they are not in town, you won't be able to get the Wheel. Mostly, if the Blacksmith is at his house and the Shopkeeper is stuck standing next to the green fuzzy guy just North of town, the game has bugged out. You'll need to start a new game to get the Rudder (as well as the Wheel for Hands on the Helm ). 

To get the Rudder, you first need to reattach all of the other parts to your boat. This includes the Sail, Rope, Rudder, and two wooden planks to fix the side of your boat (there are wooden planks scattered throughout the Southern section of the Main Island). Once everything is attached, talk with the Blacksmith about the Rudder. He'll tell you that he needs to special ore to create the Rudder with. The Ore can be found in a cave, just East of the Lumberjack's home. Grab the Ore and take it back to the Blacksmith. You'll need to sleep once before it's done, so go ahead and do so, then walk to the Blacksmith the next day and get the Rudder. 

Attach the Rudder to your boat to unlock the trophy.