Season 5 (2020)

I Like Big Boats and I Cannot Lie
9.0

June 1, 2020 • 1h

Malia returns as Capt. Sandy's first female bosun, a role she hopes to grow into while commanding respect from her all-male deck t...Read more

Can't Touch This
9.0

June 8, 2020 • 1h

Hannah struggles to get her Second Stew in line, and tensions reach a boiling point when Lara refuses to take direction from Hanna...Read more

The Italian's Job
9.0

June 15, 2020 • 1h

Romance is in bloom on the crew’s first night out of the season, as Pete makes his move while Rob and Jess find themselves connect...Read more

Ace of Stew Face
9.0

June 22, 2020 • 1h

With bad weather rolling in and down her Second Stew, Hannah scrambles to manage the interior with only Jess to rely on. Captain S...Read more

Bringing the Thunder
9.0

June 29, 2020 • 1h

A blast from the past returns amidst a massive thunderstorm that threatens to keep The Wellington docked for their next charter. R...Read more

Oh Snap!
9.0

July 6, 2020 • 1h

Kiko faces his biggest challenge yet when demanding charter guests invite friends to join a 6-course dinner. Hannah confronts Bugs...Read more

No Mushroom for Error
9.0

July 13, 2020 • 1h

An injured Jess fights to maintain her spot on the boat, while another crew member’s inappropriate behavior finally catches up to ...Read more

Rise and Don't Shine
9.0

July 20, 2020 • 1h

After struggling through the first day of charter, Kiko fights to regain his footing with a demanding set of charter guests. While...Read more

Viva, Loss Vegas
9.0

July 27, 2020 • 1h

On a crew night out, Alex reveals his feelings to Bugsy while Hannah struggles to connect with the group. Meanwhile, Captain Sandy...Read more

Closing Time
9.0

August 3, 2020 • 1h

Captain Sandy and Kiko find themselves at a crossroad after a critical dinner, while Hannah fights to maintain control under the w...Read more

Cabin Fever
9.0

August 10, 2020 • 1h

The crew enjoys a day off at an exclusive beach club in Mallorca, but concerns arise when Hannah stays behind to nurse an illness....Read more

There's No Place Like Home
9.0

August 17, 2020 • 1h

With Hannah’s back against the wall, Captain Sandy faces a difficult decision that could change the trajectory of The Wellington. ...Read more

Welcome Back
9.0

August 24, 2020 • 1h

Down a stew in the wake of Hannah’s departure, Bugsy fights to keep the interior afloat with a skeptical Jess by her side. Malia s...Read more

Whole New Ballgame
7.5

August 31, 2020 • 1h

Baseball legend Johnny Damon returns to charter in Ibiza, putting pressure on Tom to rectify the Damons’ poor experience with the ...Read more

Shot Through the Heart, and Ibiza's to Blame
7.5

September 7, 2020 • 1h

Jess deals with a scary medical condition; Rob draws Malia's ire by continuing to underperform on deck.

Cool as a Cucumber
7.5

September 14, 2020 • 1h

After a tumultuous night in Ibiza, Rob and Jess struggle to reconcile; Capt. Sandy scrambles to avoid a catastrophic disaster; the...Read more

Something's Fishy
7.5

September 21, 2020 • 1h

A speedo-clad Bugsy prepares a naughty-themed evening for the guests, while managing the fallout of cucumber-gate. Tensions run hi...Read more

A Real Handful
7.5

September 28, 2020 • 1h

Tom becomes incensed over a provisioning mishap, while Malia and Bugsy struggle to manage the fallout; Rob and Alex find themselve...Read more

The Bali is in Your Court
7.5

October 5, 2020 • 1h

Jess confronts Aesha over the guests’ group photo, while the rest of the boat races to mitigate the impending damage. Tom works to...Read more

A Mighty Wind
8.0

October 12, 2020 • 1h

As the last charter comes to an end, Captain Sandy reckons with a chaotic season while the few remaining chips continue to fall. R...Read more

Reunion (1)
0.0

October 19, 2020 • 1h

The cast gather online for the reunion; Hannah confronts Captain Sandy Yawn about why she doesn't trust her.

Reunion (2)
0.0

October 26, 2020 • 1h

Andy rejoins the Valor crew to go deep discussing Ashton and Kate's terrifying fight, the dysfunctional crew dynamic, and Rhylee's...Read more