Here is my walkthrough of the campaign, part 3, that shows exactly where to get this achievement.
1. This is done after the engine upgrade, and a bit later after installing the new stern as the wind has returned.
2. Start the engine up, and leave the area where you attached the stern.
3. When out in the open, raise the mast, and put the sails to the left side of the ship, fully in the wind.
4. Get the engine fully powered so that the gauge is in the blue, and the temperature is rising.
5. Rush to the front of the boat, and stand on the front.