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 two men and Emily 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 before the tense rose ceremony and tearful bachelors are eliminated. The lucky group that remains will next travel to London.