１４９２年８月３日、彼は旗船サンタマリア号、ピンタ号、そしてニーニャ号の三隻でパロス港を発った。

「なんとか揃って海を渡れたはいいが、エスパニョーラって名付けた島の沖でケツのデカいマリア様が座礁しちまってよ。しかもそんとき、ピンタ号は船長のピンソンが勝手に船を動かしてどっか行っちまいやがってた。
抜け駆けして金鉱を探したかったのか何なのか知らねぇがな」

「で、仕方ねえからそれ以降、俺はずっとニーニャに乗ってたってわけだ。スペインに帰るときもな。つまりまあ、最初の航海の半分ぐらいはコイツを動かしてたって事になるか……」

「あん、いい船と悪い船の見分け方？」
「外見も大きさも、どんだけ金がかかってるのかも関係ねぇ。ただ、無事に目的地に辿り着けるのが最高の船、そうじゃねぇのがゴミ船だ。決まってんだろ？」

On August 3rd, 1492, he departed from the port of Palos in Spain, with three ships named La Santa María, La Pinta, and La Niña.

"Somehow we managed to stick together until we made landfall, but the big-butt Miss María ran aground on the coast of the island we named La Española. On top of that, Captain Pinzón snuck off with La Pinta. I don't know if he wanted to be the first to find gold or what, and I don't care either."

"So I had no choice but to use La Niña the rest of the time, on the way back to Spain, too. In other words, I was sailing this girl the majority of my first voyage..."

"Huh? How do you distinguish between a good and bad ship?
Doesn't matter what it looks like, how big, or how much money was spent on it. The best ships are the ones who would take you to your destination safely. If they don't, they're trash. That's obvious."