Every August, thousands of the wealthiest car collectors in the world roll into Pebble Beach during Monterey Car Week for the richest car auction on the planet. This year more than $370 million worth of cars are set to be sold, with many expected to fetch more than $10 million. Here are the most expensive and highest-profile cars scheduled to cross the auction block this year.

This is one of the most revered road-going Ferraris of all time. The Best in Show winner at Leading International Concours, it was the centerpiece of the Lorenzo Zambrano Collection for nearly three decades.

This is one of only 38 Type 55s produced and is one of the most coveted prewar sports cars. With the original engine and chassis, it is the first Type 55 built and is the road version of the Type 54 Grand Prix car.

This California Spider is the 11th of only 50 built. The winner of the Emeritus Cup at the 2016 Cavallino Classic, this 222.5-horsepower Ferrari had a complete mechanical rebuild.

Considered one of the most significant prewar sports racing cars, this 1933 Alfa Romeo is the 1947 Italian Sports Car Champion. Since then, it's been a competitive participant in nearly every historic venue.

After five decades of single ownership, this 260-horsepower CSX 2000 is the very first Cobra built by Shelby Cobra. This no-frills car is considered one of the most important sports cars in history and has inspired everything from the Dodge Viper to the Ford Mustang Shelby GT350.

This vintage 1960 Ferrari has an impressive race history that includes Le Mans, where the vehicle finished seventh overall. Offered with the complete original engine, the buyer will be eligible for the Ferrari Challenge and other Tour Auto and Driving events.

This 1959 Ferrari is being offered for sale for the first time since 1969. It is one of only nine alloy-bodied LWB California Spiders. The vehicle has an impressive race record, including a fifth-place finish at the 1960 12 Hours of Sebring.

This Italian sports car is the first "Immortal 2.9" to be offered at public auction this century. From the Sam and Emily Mann Collection, it is one of approximately 12 extant Touring Spiders.

The 250-horsepower Jaguar D-Type Roadster is one of the most valuable Jaguars in the world. In 1956, Scottish racer Ecurie Ecosse won the world's most prestigious endurance race, 24 Hours of Le Mans, in this vehicle. Since that time, it has been owned by just two other individuals and is the only Le Mans-winning C- or D-Type that has survived intact and remained almost original to its winning form.