In the 5th instalment of ‘Girls Cruise’, the ladies are sailing across to the island of Tobago! However, to avoid the cabin fever, they need something fun to do while they are still at sea, so Lil’ Kim suggests they carry out Pretty Vee‘s idea of a talent show!
Chilli and B. Simone have a heart to heart in her bedroom. B. Simone reveals how grateful she is to have Chilli looking out for her. “Mama Chilli might not turn up with the drinks, and the partying, but she does turn up when she has to look out for somebody”, she admits.
Chilli tells B. Simone that she loves her chemistry with Pretty Vee. B. Simone tells Chilli how much they get each other, both coming from social media, and there’s no jealousy, they support each other. “We were both nominated for a BET Social Award — I won it!”, B. Simone jests. She says she has a healthy competition with Pretty Vee.
Chilli touches on the balance within her own group TLC. “You know, in my group, everybody has their favorite TLC member for whatever reason. But, we never let that get into our head”, Chilli says. “Because I truly love her, and she truly loves me, and we want each other to win 100 percent. There is no competition as far as a jealous hearted kind.”
Chilli explains that the loss of Lisa “Left Eye” Lopes in 2002 brought her closer to T-Boz, her TLC sister. “Tionne and I, we have always been close. But we got closer, closer — especially after we lost our sister”. Chilli encourages B. Simone and Pretty Vee to check in on each other to keep a strong, healthy friendship.
“Being in this business, as a woman — there’s always going to be some crap attached to that. The last place you need negativity is in your personal circle”, Chilli says.
Pretty Vee announces a Girls Cruise talent show to the crew. She pairs Mya with Tiffany, B. Simone with Char and herself with Lil’ Kim, with Chilli as the talent show judge. They spend the next couple of hours preparing their roles for the show.
Pretty Vee creates two comedy characters that will perform with Lil’ Kim — Hispanic Maria Sanchez the Jamaican gal Sharon. Mya and Tiffany went hard in rehearsals to stage a fashion dance off. B. Simone and Char were set to do a musical performance together.
Tiffany and Mya were first in line, and surprised the crew with some fierce strutting and voguing, complete with two stunning swimsuits to steal the show.
B. Simone and Char were next up with a freestyle, which didn’t go to plan as Char forgot his lines. B. Simone got frustrated with Char and stated that they didn’t have enough time to rehearse.
Chilli gives B. Simone some constructive criticism after she got frustrated with Char forgetting his lines. “When you are paired up like that, you guys are a team”, she tells the duo. “If someone messes up, you still go with the flow. You can’t show poor sportsmanship.”
Chilli is on fine form as the judge and demands the performers to get in line — no intermissions! Lil’ Kim and Pretty Vee throw down a comical rendition of Lil’ Kim’s smash, “Lighters Up“, with Kim on the drums.
B. Simone and Char are given the opportunity to re-do their performance, as Char was nervous and Chilli insisted B. Simone should be more supportive towards her partner. He smashed out a beatbox and freestyle with B. Simone.
Chilli makes the final winning decision and crowns Tiffany and Mya as the winners of the talent contest. “All glory to God, and Tiffany for doing the overtime in rehearsal”, Mya says. “Thank you to Mya for teaching me how to vogue”, Tiffany adds.
There’s only one way to end a talent show — a performance by the judge herself! “What she going to do, ‘Creep‘?”, Pretty Vee questions. “Not going to do ‘Creep’!”, Chilli replies, before instructing the musical director Rome to line up her track — “No Scrubs“! Chilli does a rendition of her TLC smash and parties with the rest of the crew.
The following morning, the crew arrive at their next destination — Tobago. They plan on bonding some more hanging out at Tobago’s ‘foundation of youth‘ in the Nylon Pool. Mya gives Lil’ Kim a visit in her room for a chat.
Mya talks to Lil’ Kim about enjoying her performance with Tiffany for the talent show. “We just started rehearsing in my room”, Mya says. “It’s been a minute since I played around with my friends! I grew up around boys all the time”. Lil’ Kim relates as she was the only girl in her circle including Junior M.A.F.I.A.
Mya reveals that this trip with the ladies is something she has needed for a long time. “It’s been a long, independent journey, but now I’m hanging out and spending good quality time with my own girlfriends. This is what I need in my life”.
B. Simone and Char take a moment together to reflect on their feelings towards Chilli. “I love her so much! If I could put the perfect mom in a box I’d put Chilli in a box!”, B. Simone exclaims. “She is a perfect, nurturing person. I didn’t grow up with my biological mom, I think that’s why I’m so attached to her.”
Rome announces to the crew that they have finally arrived at the Nylon Pool. Lil’ Kim tells the group that she wishes everyone would take this moment to truly open up to each other and release anything in their hearts using the circle of trust that they have all built together.
Tiffany tells the group that she grew up in a poor neighborhood which affected her confidence as a child. Being around the girls has helped her realize that she belongs there with everyone and not to make herself smaller.
Chilli reveals that this trip is helping her work on being okay with not being in control with everything in her life. “I like being in control of my situation. I’m not a controlling person to others, but just for me and it’s stressful”, Chilli tells the circle. “Because of this trip I’ve grown a bit. I see that there’s always something to learn about yourself, something to improve all the time while you’re alive and well. So, just keep living!”.
Pretty Vee opens up about being bullied when she was a child. “It feels so scary to open up. Seeing everybody let loose and be emotional allowed me to do the same”, Vena says.
“This right here is a reminder that you need to stay connected to people that you love”, Mya confesses. “There’s something about the environment that allowed me to let go. It was a reminder to stop for a second and enjoy balance and the beauty. Because this right here is life and don’t take it for granted.”
B. Simone reveals that she is taking the steps to find herself and gets emotional thinking about the absence of her mom. “Chilli you’ve really.. I did not have a mom growing up. When I call her Mama Chilli, I was like, do you care if I call you that? Because I really feel like that she is my mom! The bond I have with her is ridiculous”.
“This moment is a big deal”, Chilli admits. “This is not just for this trip, this is for life. We’re gonna be in each other’s lives for life.” B. Simone feels like God put each and every person on the trip for a good reason. “We’re all growing, I see it in all of us”.

Tobago’s ‘fountain of youth’, the Nylon Pool