A source tells PEOPLE that there is often “some kind of drama” with the pair.
“Scott and Sofia are the type of couple that constantly split up and get back together,” the source says. “It’s all very dramatic, and then all good again.”
Reps for Disick and Richie have not responded to PEOPLE’s requests for comment.
“Traveling with a family like this is a unique situation that not everyone does,” Disick said during an episode that aired in October 2019. “I definitely think this trip, out of the other trips we’ve been on, has a little bit more pressure because the truth of the matter is, there are camera crews everywhere, tons of people walking around that Kourtney and I have known for over 10 years.”
“Sofia has never really done anything like this before. It’s hard. I don’t want her to feel out of place, I don’t want her to feel like she’s not as comfortable as I am,” he said. “I’m just trying to be cautious of everyone’s feelings.”
Despite some awkwardness, everyone agreed that the trip was a success by the end, with Kardashian saying it was “nice” to be able to “experience [things] together.”
“I feel like, for a while, I kind of held back on things because I was afraid of failure, so 2020 is [the year of] no fear!” she said. “Great things are happening and I’m really excited about it.”