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- Season 5 overviewJun 1-Oct 26, 202022 episodesSeason 5 episodes22. Reunion Part 2 Oct 26, 2020
- The Valor crew discusses Ashton and Kate's fight and the dysfunctional crew dynamic.
- 21. Reunion Part 1 Oct 19, 2020
- Hannah confronts Capt. Sandy Yawn about why she doesn't trust her.
- 20. A Mighty Wind Oct 12, 2020
- Capt. Sandy deals with a chaotic season; Rob and Jess struggle to reconcile.
- 19. The Bali Is in Your Court Oct 5, 2020
- Jess confronts Aesha over the guests' group photo; Tom works to keep quiet about his frustrations.
- 18. A Real Handful Sep 28, 2020
- Tom becomes incensed over a provisioning mishap, while Malia and Bugsy try to manage the fallout.
- 17. Something's Fishy Sep 21, 2020
- Bugsy prepares a naughty-themed evening for the guests; Rob and Jess have a romantic night.
- 16. Cool as a Cucumber Sep 14, 2020
- Capt. Sandy scrambles to avoid a catastrophic disaster; charter guests arrange a bet with Bugsy.
- 15. Shot Through the Heart, and Ibiza's to Blame Sep 7, 2020
- Jess deals with a scary medical condition; Rob draws Malia's ire by continuing to underperform.
- 14. Whole New Ballgame Aug 31, 2020
- Johnny Damon returns to charter in Ibiza; Jess notices some red flags with Rob's behavior.
- 13. Welcome Back Aug 24, 2020
- Down a stew in the wake of Hannah's departure, Bugsy fights to keep the interior afloat.
- 12. There's No Place Like Home Aug 17, 2020
- Captain Sandy faces a difficult decision that could change the trajectory of The Wellington.
- 11. Cabin Fever Aug 10, 2020
- The crew enjoys a day off at a beach club in Mallorca; Malia's boyfriend, Tom, arrives for a visit.
- 10. Closing Time Aug 3, 2020
- Capt. Sandy and Kiko find themselves at a crossroads; Hannah fights to maintain control.
- 9. Viva, Loss Vegas Jul 27, 2020
- Alex reveals his feelings to Bugsy; Hannah struggles to connect with the group.
- 8. Rise and Don't Shine Jul 20, 2020
- Kiko fights to regain his footing with a demanding set of charter guests.
- 7. No Mushroom for Error Jul 13, 2020
- Jess fights to maintain her spot on the boat; Kiko is again put to the test.
- 6. Oh Snap! Jul 6, 2020
- Kiko faces a big challenge when demanding charter guests invite friends to join a six-course dinner.
- 5. Bringing the Thunder Jun 29, 2020
- A blast from the past returns; a massive thunderstorm threatens to keep the Wellington docked.
- 4. Ace of Stew Face Jun 22, 2020
- With bad weather rolling in and down her Second Stew, Hannah scrambles to manage the interior.
- 3. The Italian's Job Jun 15, 2020
- Romance is in bloom on the crew's first night out of the season, as Pete makes his move.
- 2. Can't Touch This! Jun 8, 2020
- Hannah struggles to get her Second Stew in line; Lara refuses to take direction from Hannah.
- 1. I Like Big Boats & I Cannot Lie Jun 1, 2020
- Malia returns as Capt. Sandy's first female bosun; chef Kiko tries to make a good first impression.