Trip of a Lifetime: Adventures

When you think of Venice you conjure up images of gondolas floating along one of its 150 canals. But on the Trip of a Lifetime you'll want an all-day, VIP tour of this stunning ancient city aboard a private, classic water limousine. Unfortunately, if you're not our lucky winner it'll set you back $1,200.

Adam searches for delicious truffles at a local farmer's market. If you're more adventurous you can go hunting for truffles, which normally grow underground near oak trees and can cost up to $6,000 per pound.

The port city of Pula on Croatia's Istrian peninsula is home to some of the best-preserved Roman ruins in the world. After a tour of Italy, this arena might look familiar -- it's the 6th-largest Roman amphitheater in the world. With 4 side towers and all 3 Roman architectural orders remaining, it's the best preserved ancient monument in Croatia.

One look around, and it’s obvious that Dubrovnik is a sailor’s paradise. In fact, it has awesome sailing conditions from March to October … and 8 out of 12 months a year isn't bad!

If you've got the money, you've got to do it. While in Ancona, a major seaport in the Marches region, charter a yacht and crew for an amazing week. As you travel along the Croatian coast you'll get a true view of the Dalmatian Islands and experience both small fishing villages and hot spots such as Dubrovnik and Venice.

Cruise the eastern Italian countryside like Bert behind the wheel of a Ferrari. The Le Marche region, between Venice and the spur of Italy's boot, produces 12 varieties of some of Italy's best wine. On the 250-mile drive from Rimini down to Bari don't forget to stop at some of the undiscovered wineries just outside of Tuscany.

Cooking schools are abundant in Venice, if you want to learn how to whip up your favorite pasta from scratch at home. Or if you're Sam, you learn how to make a mean Venetian risotto straight from the source -- Chef Mauro Lorenzon of Enoiteca Mascareta.