Brooks Forester gets his second individual date with Desiree and they drive to the top of a mountain, passing through the clouds. The couple share a romantic picnic and, later that night, in an attempt to figure out where their relationship stands, they play a game of metaphors to describe their feelings.
It's off to a deserted island for Chris and Desiree, leaving the other four men green with envy. Once they arrive, Chris suggests a very romantic gesture: the two of them will write a poem, put it in a bottle and send it off into the ocean. An extremely nervous Chris decides that he needs to tell Desiree how he feels about her that night, but how did she respond to his overtures?
Michael is finally going to get his opportunity to spend the day alone with Desiree. The excited bachelor and the object of his affection explore the streets of Funchal, the island's main city. He opens up that evening at dinner, sharing a deeply personal story about how his father left his family when he was very young, and another about a very gut-wrenching break-up he had with his last girlfriend. How has his personal history affected his relationship with Desiree? A traditional Fado singer caps off the day serenading the couple.
Finally Zak and Drew go on a very different two-on-one date, spending the day at a Go Kart track. One man will get a rose and be assured of a hometown date; the other will need to wait to learn his fate at the rose ceremony. The men compete to see which of them gets to spend time alone with Desiree first. They both put their best foot forward in ways that touch her and move her to reward one of them with a rose.
The five remaining men are:
Brooks, 28, a marketing consultant from Salt Lake City, UT
Chris, 27, a mortgage broker from Seattle, WA
Drew, 27, a digital marketing analyst from Scottsdale, AZ
Michael G., 33, a federal prosecutor from Miami Beach, FL
Zak W., 31, a drilling fluid engineer from Mico, TX
Source: ABC press release