🛎️ Charter guests · rankings

📋 Most Demanding Guests

Endless preference sheets, impossible menus and midnight requests. 25 charters from all five shows.

1. 1 🛳️ Below Deck S2 · Ep 10 Timothy Sykes' group Timothy Sykes takes $5,000 back from the tip envelope 📋 demanding 5/5 · “Slow internet and unusual food; docked $5,000 from the tip”
2. 2 ⛵ Sailing Yacht S3 · Eps 3–4 Erica Rose & Charles Erica Rose returns: omelette tantrum and a $6,500 tip 📋 demanding 5/5 · “Constant complaints about the food; damage to the saloon sofa”
3. 3 ⛵ Sailing Yacht S3 · Eps 10–12 Dr. Nichols & Chris 'Call me Dr. Nichols': the most demanding charter of Season 3 📋 demanding 5/5 · “Said the service was poor; non-stop drink and late-night requests”
4. 4 🛳️ Below Deck S6 · Eps 15–16 Krystal's group 30th birthday with 3,000 balloons and a fight 📋 demanding 5/5 · “Complained from arrival onward; Reality Tea called her possibly 'the worst charter guest l…”
5. 5 🛳️ Below Deck S9 · Eps 9–10 Chelsea & her husband Every course in a blender 📋 demanding 5/5 · “The co-primary was frustrated when her blended meals came out after everyone else's”
6. 6 ⛵ Sailing Yacht S2 · Eps 11–14 Erica Rose's group Erica Rose's girls' trip turns into a feud 📋 demanding 5/5 · “Erica reported Alli for a comment; guests complained of missing courses and late dinner”
7. 7 🛳️ Below Deck S8 · Eps 10–11 Tina & Mark Delores jumps in; Captain Lee kicks her off 📋 demanding 4/5 · “Demanded all activities at once; grumbled about being cut off; pointed out the tip size”
8. 8 🛥️ Below Deck Med S10 · Eps 3–4 Jack's group Jack's Endless Chicken Quest and a Midnight Plunge 📋 demanding 5/5 · “Kept asking for more food (eight courses, then chicken, then truffle fries he didn't eat)”
9. 9 🛳️ Below Deck S10 · Eps 7–8 Karan's group Hookah, Bollywood and nonstop demands 📋 demanding 5/5 · “Frequent complaints about food, slow courses, hookah availability and excursions”
10. 10 🛳️ Below Deck S11 · Eps 9–10 Melinda's group Jill Zarin runs the charter from the guest list 📋 demanding 5/5 · “Long dietary-restriction list, cold food and slow service; Jill's constant suggestions to…”
11. 11 ⛵ Sailing Yacht S1 · Eps 6–7 Richie's group Long Island bros push the crew's limits 📋 demanding 5/5 · “Constant drink and food demands; inappropriate behavior toward female crew”
12. 12 🛳️ Below Deck S8 · Eps 1–3 Charley's group Charley's third trip: complaints, a crush and $25K 📋 demanding 5/5 · “Slow drinks, unpacked luggage, understaffing, and dissatisfaction with Francesca's service…”
13. 13 🛳️ Below Deck S2 · Eps 4–5 Dean's group Dean, the 'bitchy resting face' and the rocket-ship blanket 📋 demanding 5/5 · “Slow meal service; said Kate never smiled; a guest claimed plastic was in her food”
14. 14 🛳️ Below Deck S12 · Eps 6–7 Group of strip-club owners 'Yacht-Chella' for the rudest guests of the season 📋 demanding 5/5 · “Called the crew's performance 'unacceptable', criticized a fork 'out of place', told the c…”
15. 15 🛥️ Below Deck Med S1 · Eps 10–12 Jesse & Katie Demanding party crowd extends its stay and critiques Hannah 📋 demanding 5/5 · “Complained about slow service and about Hannah directly to the captain; asked for more tim…”
16. 16 ⛵ Sailing Yacht S2 · Eps 4–6 Barrie Drewitt-Barlow's group The Drewitt-Barlows' plated-service-only family holiday 📋 demanding 5/5 · “Demanded plated-only service; frequent complaints about the food”
17. 17 🦘 Down Under S4 · Eps 3–5 Christian & Annette A 50th birthday, harsh comment cards 📋 demanding 5/5 · “Comment cards called out slow service and long gaps between courses”
18. 18 ⛵ Sailing Yacht S5 · Eps 10–11 Ronnie's group 'I'm not dead': the black-and-gold decor backlash 📋 demanding 5/5 · “Disliked the decor and the casual lunch service”
19. 19 🛳️ Below Deck S7 · Eps 7–8 Michael's group FSU alumni party; Captain Lee never wants them back 📋 demanding 4/5 · “Rude comments and unwanted attention toward Simone; a 7:30 a.m. request for chicken stir-f…”
20. 20 🛥️ Below Deck Med S3 · Eps 1–2 Nichelle's group The 'nuts ladies' and the dinner in a bowl 📋 demanding 5/5 · “Slow drinks and snacks, food presentation, starches, and details missing from the preferen…”
21. 21 🛥️ Below Deck Med S6 · Eps 6–7 Athena's group The success coach's three-minute dinner rule 📋 demanding 5/5 · “Pushed for faster dinner service, seating changes and off-menu items; criticized the cakes”
22. 22 ⛵ Sailing Yacht S5 · Eps 12–13 Sharie & Jillian The guests who asked Glenn to stop sailing 📋 demanding 5/5 · “Cabins too small, drinks too strong or weak, service not attentive enough”
23. 23 🛥️ Below Deck Med S6 · Eps 1–3 Terez & Lee A wedding at sea with no chef on day one 📋 demanding 5/5 · “Primary confronted Sandy over the chef-less first night, the neon party and laundry mistak…”
24. 24 🛳️ Below Deck S6 · Eps 14–15 Charley's group Gold party, no sugar, drunk jet skis 📋 demanding 5/5 · “Lunch not filling, flavorless sugar-free dessert, late dinner; the tip was described as pa…”
25. 25 🛳️ Below Deck S11 · Eps 11–12 Carmen & Ray The 'King and Queen' and the lobster grilled cheese 📋 demanding 5/5 · “The primary told the crew she expected a pork alternative; late food and an ignored late-n…”

How this list works: Every charter is summarized from episode recaps. We rate each group 1–5 on how demanding, fun and chaotic they were and how much the crew liked them, add the tip, and count mentions in press rankings (Collider, Screen Rant, Showbiz Cheat Sheet and others). Each list says which of those it weighs most.