Season 5

Episodes • 2024

Glenn Shephard
Ibiza, Baby!

1. Ibiza, Baby!

43 min

Gary and Daisy try to work through resentments; new crew members get feisty and flirty; Chef Cloyce can't keep up with guests' individual requests.

Watch Episode
Tender Bender

2. Tender Bender

43 min

Gary crashes the tender and worries about how much damage he's caused; Danni and Keith continue to flirt on the boat; chef Cloyce surprises everyone with an unexpected rap; Gary and Daisy's friendship is still rocky despite trying to clear the air.

Watch Episode
Let the Bottles Hit the Floor

3. Let the Bottles Hit the Floor

43 min

An argument about splitting the bill puts Chef Cloyce on the outs until he bonds with the boys and finds his place in the crew; the deck team struggles during a tender lesson; a severe sail causes bottles of liquor to crash all over the boat.

Watch Episode
Mer-made a Big Mis-cake

4. Mer-made a Big Mis-cake

43 min

Daisy summons a mermaid from the sea to give the primary a magical 60th birthday, but a disastrous cake mishap puts the entire evening in jeopardy; the stews argue over a cocktail training exercise gone wrong; Emma unloads on them during a night out.

Watch Episode
Bean Counter

5. Bean Counter

43 min

After a tense night out, a bucket of chicken really turns things around; Dr. Tiffany Moon and husband Daniel come aboard with their friends, hoping for a five-star experience; Keith and Danni struggle to get in sync.

Watch Episode
Loose Lips Sink Trysts

6. Loose Lips Sink Trysts

43 min

Gary tries to correct course after kissing Danni, but not before Daisy finds out and gives him an earful. A group of dentists board the boat looking to brighten their smiles with a top-notch vacation. On deck, Gary tries to motivate Emma in new ways. Chef Cloyce struggles during an important dinner celebration, and the guests grow wary with a long wait. Frustrated with Danni flirting at work, Diana lets Keith in on a forbidden secret.

Watch Episode
My Super Sideways Sixteen

7. My Super Sideways Sixteen

43 min

Daisy confronts Chef Cloyce about his underwhelming meals; Keith draws a line in the sand with Danni; Gary grows frustrated with Emma; a family comes aboard to celebrate a sweet sixteen; a late-night emergency.

Watch Episode
An Eye for a Decline

8. An Eye for a Decline

42 min

The crew works to avert a major nautical crisis; tensions between Danni and Keith remain high; Gary attempts to drown his sorrows and despite Daisy trying to comfort him, he ends up making a mess and nearly taking out an eye.

Watch Episode
Out, Damned Spot

9. Out, Damned Spot

42 min

Captain Glenn is shocked to see what the crew did to the boat during their night off; he doesn't let the crew off the hook for the damage they caused.

Watch Episode
All Work and No Rosé

10. All Work and No Rosé

43 min

Danni and Diana compete for the new deckhand's affection; Gary and Daisy adjust to roommate life; a primary charter guest celebrating her 50th birthday has high expectations.

Watch Episode
Much Ado About Crushing

11. Much Ado About Crushing

43 min

The primary charter guest hates the décor, but the deck team attempts to turn the experience around with a poetic performance.

Watch Episode
Fraught Mess

12. Fraught Mess

44 min

Gary asks Daisy a loaded question; Diana reevaluates her feelings; a group of friends come aboard looking for an unforgettable experience.

Watch Episode
Mid-Strife Crisis

13. Mid-Strife Crisis

44 min

After the guests complain about service, Daisy is confronted by two crew members and becomes emotional; Chef Cloyce plans to make a move on Daisy.

Watch Episode
Rules of En-Rage-Ment

14. Rules of En-Rage-Ment

43 min

Gary and Chase continue to butt heads, but the deck team bands together to pull off a spectacular drag show for the guests; a night out causes a major rift.

Watch Episode
Past the Boiling Point

15. Past the Boiling Point

43 min

Capt. Glenn lays down the law with the crew after not following his rules. The tension between Gary and Chase boils over during a heated confrontation.

Watch Episode
The Bitter End

16. The Bitter End

43 min

Chef Cloyce walks a tightrope through the guests' numerous dietary restrictions; Daisy tries to balance past and present as she considers her attraction to both Gary and Keith; after an eventful final night out, the crew says their final goodbyes.

Watch Episode