Disclaimer: I don't own the characters of Pirates of the Carribean. This story was meant to be public viewing, non profit.
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The waters were rough, a horrific storm is passing by, but the witty captain, Captain Jack Sparrow didn't care. All he cared was his compass, the circular map that he snatched from Barbossa, and of course his remaining supplies of rum in his pathetic excuse of a ship, a dinghy of a sort. He signed, finally nearing common sense, and thought it's time to go find a land or beach or something and wait out this beast of a storm.
'Now where am I going to find an island,' he thought, playing thoughtfully with his beard. 'It's maddening to find something needed that doesn't exist in this sea. I know I should have stabbed that heart of Davy Jones.' Suddenly, there was a strong gust of wind, blowing a direction that Jack didn't quite compute. He figured he just go with it, see where it takes him, the sails heading north east. Jack is trying to figure out where exactly he is going. A few moments later he found himself nearing an island.
'Weird', he thought. He grabs his reliable compass, tapping it a couple of times, and the needle points to the island. He shrugged the uncomfortable feeling, since he had these feelings before. He prepares himself to get on the island, curious why the winds took him here. There's a sign on the island, but he could not make out what it said. Puzzled, Jack figures to go by that sign later on to figure out what it said. He finally approached shore and tied the dinghy up on a small palm tree.
He took a few steps back, buzzed like always, and took a panaramic view of the island. "Bugger!" He mumbled to himself. As he looked left to right, the view is enormous, beautiful and tropical. It is rather breathtaking. When he was out on the seas, it looked like a small island, now he's on it, and its rather large. It looks great, even though there's still a blob of thunderous clouds floating above the island. He sighed due to the fact that its still raining. He walked back to the boat, grabbed his bottle of rum, and decided to take a look at the sign. He pulls out the compass, imagining the sign in his mind, and the compass pointed towards it. He grinned, and walked aimlessly towards the sign.
The sign read, "San Juan, Puerto Rico, home of the legendary Juan Ponce De Leon". Puzzled, he was trying to figure out who that was. He recognized that name before. He gasped, figured where he found that name. He grabbed the circular map from his pocket, walked towards his dinghy, and looked at the map carefully. He saw "Ponce De Leon" on there, near an already painted ship. "So thats the bloke that was looking for this," he whispered to himself. "Time to make shelter," he muttered, gathering what he can and ventured in the island.
After a couple of hours, it was still raining, he made a little shelter hut so he can relax and plan on where to go next. He took a deep sigh, took the bottle of rum from an excuse of a table, and took a swig of it. He looks up at the clouds, seems to be clearing up. Another hour pass by, its getting dark, and the rain finally stopped. The sun is at the peak of setting. He saw the view of the sun, taking a deep breath of the air. He walks out to the boat, leaving some stuff behind, figures that he should stay overnight. Thoughts of checking where Ponce De Leon lies came across, but shook that idea off. He look out at the sun again, nearing the setting, and he sees something. Appears to be a boat. He grabbed his small telescope, bewildered what that ship was.
He pulls out the telescope, aimed it at that ship, and he couldn't believe his eyes. It's the ship with black sails! His Black Pearl!