This is no ordinary Bachelorette, as the 19 remaining men find out when they are "tested" from the start about how they might fit into Emily's world as a dad, as well as working at a charity event that is near and dear to her heart. Now ensconced in the sprawling 12,000-square foot mansion in Emily's hometown of Charlotte, the men quickly learn that roses will be at stake on the one group date and on two individual dates. However, the competition is revved up when they learn that not all the men will get dates before the next rose ceremony, so the bachelors must take advantage of every opportunity to score points with the Bachelorette. A special concert by hit country music trio Gloriana and a charming, scene-stealing romp with the acclaimed Muppets, featuring Kermit and Miss Piggy, at the charity event are real delights. But after careful deliberation, Emily must eliminate three men, as she starts to try and make her fairytale come true.

Thirteen excited bachelors start the trip of a lifetime with Emily, as their tour begins in the British island paradise of Bermuda. Emily and Ricki embrace the local culture while the men arrive via scooter. John and Nate are pitted against one another on the dreaded two-on-one date as the trio board a luxury yacht before jumping off the edge of a cliff. Doug shares a delightful one-on-one date with Emily as they explore the picturesque city of St. George. The seaworthy group date finds eight men on sailboats competing in a spirited regatta for extra time with the Bachelorette. Finally, it all culminates on a night where the inclement weather rolls in along with drama at the cocktail party. Two men face off as nerves are fraying before the tense rose ceremony and tearful bachelors are eliminated before the lucky group of remaining men travel to London.