Here is the full list of all 16 Jolly Rover achievements. It takes around 4-5 hours to unlock all of the achievements on Windows.
Sent a shipmate on a trip to remember
Joined a pirate crew
Invented the trampoline
Escaped Howell's Ship
Found all pieces of eight
Found all crackers
Found all pirate flags
Earned maximum score
Infiltrated pirate stockade
Sailed to Shipwreck Island
Found Silvereye's treasure
Rode a sea turtle
Defeated DeSilver
3x coconut knock-out
Escape in a hot air balloon
Completed game without hints