29-year old Jillian Harris was runner-up for 2009's The Bachelor, Jason Mesnick, and now get's a new perspective of the rose ceremony. But first, Jillian meets the 25 gentlemen who arrived at the Los Angeles mansion by limousine. She then meets five "party crashers" at the introductory cocktail party. Although the other 25 are upset over their intrusion, all remain for the first impression rose ceremony The field will be trimmed to 20 by the end of the evening.
The 20 survivors from the cocktail party have all settled into their "animal house," with one accompanying Jillian to the House of Blues, where Martina McBride serenades them. Another eats dinner with Jillian in a bank vault. The Group dates include a trip to Venice Beach, where the guys challenge the Harlem Globetrotters to a basketball game; then a pool party, which is followed by a race across Los Angeles. Elimination time finds a new wrinkle involved, The men will be voting on who they'd like to see eliminated, and after Jillian arrives, just 16 will remain.
Jillian and one of her bachelors rappel down the side of L.A.'s Bonaventure Hotel, takes a ride in a Ferrari with another and escorts the 11 remaining to a movie set, where the wrap up party is about to begin. Back at the mansion, Jillian enjoys some caressing and witnesses a confrontation just before the rose ceremony. When the dust settles, just 13 men will remain.
Jillian brings her remaining 13 fellows to her hometown of Vancouver, where she'll take 10 curling and five others on a sunset boat ride. She also take two on a date in which "One will stay and one will be let loose," all culminating on top of a snow capped mountain. Additionally, Jillian and one guy heat things up in the kitchen, and another gets things steamed up...too much for her taste. The pre-rose ceremony cocktail party is canceled after Jillian finds out that 3 remaining fellows have girlfriends back home. The field is cut to10 after the evenings end.
Jillian takes her remaining 10 fellows with her to the British Columbia resort town of Whistler under a black cloud...some of the men may have girlfriends back at home. But that doesn't stop the dating, as Jillian goes snowmobiling with 8 of the guys, and one-on-one zip-trekking and ski plane adventures, all ending with a romantic dinner (one is inside of a hot tub). At the rose ceremony, the field is cut down to eight.
The remaining eight bachelors head to the western part of Canada on a train along with Jillian, making stops at Emerald Lake, Lake Louise, and Banff. She'll sit in the hot tub with six of the guys, and the remaining two go on their make-or-break solo dates. Back aboard the train, one fellow sneaks into Jillian's private car, and later we'll see three more released in the rose ceremony. The remaining five men get to entertain Jillian on their home turf.
Jillian heads to the hometowns of the remaining five suitors. She is fearing one family will reject her, another will question whether the bachelor is ready for marriage while she herself wonders if she can meet another families expectations. She also feels one bachelor is getting cold feet, and another has that unresolved whether-or-not-there's-a-girlfriend at home question. Two men have a confrontation just before the rose ceremony.
The remaining four men head to Spain with Jillian for flamenco in Madrid, a picnic lunch in Seville, and a bike ride in Barcelona (including overnight stays in fantasy suites, to her discretion). The rose ceremony will find one more of the men released, and the remaining three headed for Hawaii.
Jillian and the remaining three guys are in Maui, all whom she says she is in love with. She trusts her life to one bachelor on a rope course, takes a helicopter flight over the island with another, and cruises to a secluded cove with number three, who wants to show how serious he really is. The rose ceremony finds Jillian recalling with one of the guys the night they spent together in the fantasy suite before she reveals to all of them which one she loves the least.
All the eliminated return to give the dirt on each other and on Jillian, and Jillian returns the favor by dishing out memories of each of the guys. Also, Jillian and several of the bachelors answer a Q&A session, and the final two men are profiled along with a preview of the final show.
The final choice is down to Ed or Kiptyn for Jillian, who will she choose? Taped in Hawaii's Big Island, Jillian goes on outdoor dates with both men, where they will be grilled by her family. Then after a last minute confession, it's time to reveal the choice.
Season five ends with a review of the drama and a confrontation between Jillian and two jilted bachelors. Also, an update of the Bachelor's season 13 winner Melissa Rycroft.