On the way down the mountain, Brian had his alone time with Sage and Lisa. While the connection paled to that with Caitlin, it emerged more so with Sage than with Lisa. Lisa did make a lasting impression when she fell off her horse. Brian stopped to check on her and help her back on her mount.
As their trek ended, lunch was waiting for them. Caitlin and Julie both jockeyed for position closest to Brian. He paid no lady extra attention. This was time to spend with all, not just one or two.
Exhausted from the ride, they crashed at the mansion, especially Brian. This was more dates than he has had in his entire life, and it was just starting. He was in no condition to spend time with the other ladies.
The next day was another group date. This one had Jasmine, Naveena, Alison and Denise. The five of them took a trip to Napa Valley to see Black Stallion Winery.
They toured the winery and sampled several different wines: Merlot, Pinot Grigio, and Chardonnay. This was right up Alison's alley, being a bartender. Not as much for Naveena. She got a bit carried away, drinking a little too much. It didn't take much to get her tipsy, but she was past tipsy by the end of the stay. She had to be helped back to the limo.
From there, they went to Solbar at the Solage Calistoga for lunch. In Naveena's case, maybe she should have eaten before the tasting. She was disrupting the conversation and almost got the group kicked out. Brian eventually calmed her down, and the group was able to enjoy a nice lunch.
The next day was Brian's one-on-one date with Christa. They would spend the day at Catalina Island.
The date started with a helicopter ride from Long Beach to the island. Once they landed, they boarded the SS Nautilus for a semi-submersible tour. They were able to feed the fish by launching torpedoes.
When they returned to land, they took a tour of the city of Avalon. This included a stop at the Wrigley Memorial and the Botanical Garden.
After the tour, they had lunch at the M Restaurant. They enjoyed their meal while looking out at the ocean. Conversation was limited during the tours, so they tried to talk during the meal. However, by this time, Brian's interest in Christa had diminished.
They took a helicopter back to Long Beach after the meal. Brian had to make a decision later that evening. Of the ten women, he had to eliminate three.
Prior to making his decision, Julie paid him a visit. She informed him that Denise was the one who had a boyfriend. She knew it was Courtney who had the boyfriend, but he didn't. This all but made his decision on one of his choices.