Sean and the bachelorettes go on a trip to the Canadian Rockies; during a group date, Sean asks seven bachelorettes to take a plunge in icy-cold Lake Louise; the women try to advance their connection to Sean during a snowstorm.
Sean and the bachelorettes travel to Whitefish, Mont.; a dramatic two-on-one date ends with one woman going home; the cocktail party leaves Sean concerned he won't find love among the women; Sarah Darling performs for Sean and his date.
The pressure intensifies as hometown dates loom; Sean and the remaining bachelorettes travel to the Caribbean island of St. Croix; one woman reveals a shocking fact during a date; Sean's sister comes to St. Croix to help him make a decision.
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