[Rain Man]

I'm debating between these three.

1. CV-6 Enterprise. It arrived in Pearl Harbor on December 8th, and fought in the Battle of Midway. It took sailors on board when the Hornet was sunk, and at one point was the only functional aircraft carrier in the Pacific Theater. (In a great story of American spirit, the crew put up a banner that said, "Enterprise vs. Japan".) It saw action in the Solomons, Santa Cruz, the Carolines, the Philippines, Okinawa, and more. This ship was the place to be if you wanted to see the War in the Pacific unfold.

2. The Queen Mary. This may seem like an unusual choice, but this ship is historic. First off, all sorts of interesting people sailed on it. From Queen Elizabeth to Audrey Hepburn to Buster Keaton to Winston Churchill to Dwight Eisenhower, it was a celebrity cavalcade. Second, it would have been an interesting look at WWII without the carnage. It carried thousands of American troops east to Europe in the early days, and carried thousands back home after the war. Churchill even signed the D-Day orders aboard the ship.

3. Victoria. An around the world cruise would be cool any time, but imagine doing it in 1520. He sailed into Rio de Janeiro before there was a city there. He hit up South Pacific Islands, parts of Oceania, and even Africa on the way, and it would have been untouched by the west in most parts. How cool would that be?

Honorable Mention: Santa Maria, Susan Constant.

In the end, I think I would actually take the Queen Mary. It would be very comfortable, insulated from trauma, and it would give me a look at a lot of interesting parts of history, from WWII to show business, while mingling with world leaders.