The 20 hopefuls are whisked off to New York where they meet with etiquette expert Jean Broke-Smith for a lesson on making a good first impression. Next the ladies go on a shopping trip to prepare for their first cocktail party. The party will be their opportunity to impress the judges who will select 10 of the women to go on to London for more formal princess training
The lucky ten chosen finalists make their journey to England, where they train to take afternoon tea, prepare to be escorted by society gentlemen and get ready for an important society engagement.
The remaining royal-hopefuls must now master the waltz, impress their beaus, and then later, charm the handsome Richard Branson at a black-tie dinner event.
The next challenges that the leftover Princess-wannabes face are that of a polo match and clay-shooting.
The four remaining contestants meet a genuine princess, Tamara Czartoryski-Borbon, who will send them on a royal-themed obstacle course through London! And then later, the ladies will each have to deliver a speech before a panel of tough critics.
The final three Princesses-in-training must now face their harshest critics as they strive to become the lucky lady crowned as the first American Princess.
The second season kicks off as 12 young women begin their princess training with a lesson in posture and composure. Then they compete in a team rowing challenge and a formal-dining test, leading to the elimination of three ladies.
After arriving in London, the women receive a lesson in public speaking and put their new skills to the test by giving speeches at Oxford University. Later, they go to a horse race attended by the queen.
After completing a military-style obstacle course, the women receive a ballet lesson to learn grace and poise. Later, they attend a ballet performance, where they are formally introduced to the dancers.
The seven remaining women plan a garden party for charity and undergo media training with royal correspondent James Whitaker. Afterward, their new skills are tested in a press conference.
The women practice dating etiquette during a sightseeing tour with bachelors as their guides. Later, the gals receive lessons in wine appreciation and flower arranging before one woman gets the boot.
The five remaining gals learn about traditional afternoon tea, and then host a tea party with Princess Elizabeth of Yugoslavia (the mother of host Catherine Oxenberg). Later, the women receive a cricket lesson.
The four remaining women paint self-portraits and then learn they will dine with aristocrats. To prepare, they brush up on dinner-table manners, ladylike car exits, diction and guidelines for conversation. The final challenge of the evening finds them singing as the after-dinner entertainment.
The winner is crowned in the second-season finale. First, the three remaining ladies have a waltz lesson, a dress fitting and a final date. They also have the opportunity to plead their cases to the judges prior to the final decision.