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🛎️ Charter guests · rankings

⭐ Celebrity Charters

Real Housewives, athletes, reality stars and other famous faces who chartered a Below Deck yacht. 44 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 ⭐ Timothy Sykes (stock-trading educator and internet personality)
  2. 2 ⛵ Sailing Yacht S3 · Eps 3–4 Erica Rose & Charles Erica Rose returns: omelette tantrum and a $6,500 tip ⭐ Erica Rose (The Bachelor, Bachelor Pad); Cindi Rose (Married to Medicine: Houston)
  3. 3 🛳️ Below Deck S5 · Eps 13–14 Timothy Sykes' group Timothy Sykes returns by jet ski and leaves $30K ⭐ Timothy Sykes (penny-stock trader; returning Season 2 guest)
  4. 4 🛥️ Below Deck Med S6 · Eps 4–5 Roy Orbison Jr.'s group The Orbisons return with more champagne ⭐ Roy Orbison Jr. (son of Roy Orbison)
  5. 5 ⛵ Sailing Yacht S4 · Eps 3–4 Kim's group Justin Guarini aboard, and the whole crew joins dinner ⭐ Justin Guarini (American Idol runner-up, Broadway)
  6. 6 🛳️ Below Deck S7 · Eps 15–16 Alexis Bellino & Andy A Real Housewife's divorce party and a lot of PDA ⭐ Alexis Bellino (The Real Housewives of Orange County)
  7. 7 🛳️ Below Deck S11 · Eps 9–10 Melinda's group Jill Zarin runs the charter from the guest list ⭐ Jill Zarin (The Real Housewives of New York City)
  8. 8 ⛵ Sailing Yacht S2 · Eps 4–6 Barrie Drewitt-Barlow's group The Drewitt-Barlows' plated-service-only family holiday ⭐ Barrie & Tony Drewitt-Barlow (British media personalities)
  9. 9 🛥️ Below Deck Med S4 · Eps 9–11 Johnny & Michelle Damon Johnny Damon, a drunk neighbor and 'not five-star' food ⭐ Johnny Damon, former MLB player
  10. 10 🛥️ Below Deck Med S5 · Eps 14–15 Johnny & Michelle Damon Johnny Damon returns, and so do the hot-food requests ⭐ Johnny Damon (former MLB outfielder)
  11. 11 🛥️ Below Deck Med S11 · Eps 3–4 Johnny & Michelle Damon Damon Party Delivers Chaos and a Record $50K Tip ⭐ Johnny Damon (retired MLB player)
  12. 12 🛳️ Below Deck S3 · Ep 11 Cynthia Bailey & Claudia Jordan Real Housewives of Atlanta stuck at the dock ⭐ The Real Housewives of Atlanta's Cynthia Bailey and Claudia Jordan
  13. 13 🛥️ Below Deck Med S2 · Eps 8–9 Jason's group Hannah kisses the primary guest ⭐ Kary Brittingham (later The Real Housewives of Dallas) was a guest
  14. 14 🛥️ Below Deck Med S5 · Eps 3–4 Roy Orbison Jr.'s group Roy Orbison Jr. and Ace of Base come aboard ⭐ Roy Orbison Jr. (son of Roy Orbison) and Ulf Ekberg of Ace of Base
  15. 15 ⛵ Sailing Yacht S2 · Eps 11–14 Erica Rose's group Erica Rose's girls' trip turns into a feud ⭐ Erica Rose (The Bachelor, Bachelor Pad); mother Cindi Rose (Married to Medicine: Houston)
  16. 16 🏔️ Adventure S1 · Eps 6–7 Heather Gay's group A Real Housewife in the fjords ⭐ Heather Gay (The Real Housewives of Salt Lake City)
  17. 17 🛳️ Below Deck S5 · Eps 7–8 Leigh Anne & Sean Tuohy 'The Blind Side' family wants vanilla, gets chocolate ⭐ Leigh Anne and Sean Tuohy (inspiration for 'The Blind Side')
  18. 18 🛳️ Below Deck S8 · Eps 14–15 David & Jackie Siegel The Queen of Versailles comes aboard ⭐ Jackie & David Siegel ('The Queen of Versailles')
  19. 19 🛥️ Below Deck Med S6 · Eps 16–17 Jemele Hill & Ian Jemele Hill's anniversary and a crew talent show ⭐ Jemele Hill (sports journalist); Michael Eaves (ESPN anchor)
  20. 20 🛥️ Below Deck Med S8 · Eps 5–6 Roy Orbison Jr.'s group Orbisons' third trip: a pirate treasure hunt ⭐ Roy Orbison Jr. (son of Roy Orbison); Ehren McGhehey (Jackass)
  21. 21 🛥️ Below Deck Med S9 · Eps 5–7 Brittany's group Reality Stars' Toga Vow Renewal Ends With a Lost Anchor ⭐ Trishelle Cannatella (The Real World: Las Vegas, The Traitors); Brittany Brower appeared on America's Next Top Model
  22. 22 ⛵ Sailing Yacht S3 · Eps 14–15 Lane Merrifield's group Canadians stuck at anchor still have a blast ⭐ Lane Merrifield (Club Penguin co-founder)
  23. 23 🦘 Down Under S4 · Eps 1–3 Heather Gay's group RHOSLC crossover and a $35,000 tip ⭐ The Real Housewives of Salt Lake City cast (Heather Gay, Lisa Barlow, Britani Bateman, Mary Cosby, Angie Katsanevas, Meredith Marks, Bronwyn Newport, Whitney Rose)
  24. 24 🛳️ Below Deck S1 · Ep 2 Steve G. Jones' group Green juice and a hypnosis session for the chief stew ⭐ Steve G. Jones (celebrity hypnotist)
  25. 25 🛳️ Below Deck S7 · Eps 17–18 Jemele Hill's group Jemele Hill's bachelorette and the cake she slept through ⭐ Jemele Hill (sports journalist, formerly ESPN)
  26. 26 🛳️ Below Deck S10 · Eps 5–6 Gigi Fernández's group An Olympian's tennis charter and a $31K tip ⭐ Gigi Fernández (Olympic gold-medal tennis champion)
  27. 27 🛳️ Below Deck S10 · Ep 17 Keith & Jolynn Bodybuilders win over a nervous Fraser ⭐ Dexter 'The Blade' Jackson (2008 Mr. Olympia)
  28. 28 🛥️ Below Deck Med S4 · Eps 7–8 Jackie Siegel's group The Queen of Versailles takes over the Sirocco ⭐ Jackie Siegel, 'The Queen of Versailles'
  29. 29 🛥️ Below Deck Med S9 · Eps 3–4 Gigi Fernández's group Tennis Legend Serves Chef Jono a Reality Check ⭐ Gigi Fernández (Olympic gold medalist and Grand Slam doubles tennis champion)
  30. 30 🛥️ Below Deck Med S10 · Eps 17–18 New Yorkers including Mob Wives' Marissa Jade and… 'If She Can't Handle Wind, What Is She a Captain For?' ⭐ Marissa Jade (Mob Wives)
  31. 31 ⛵ Sailing Yacht S5 · Ep 5 Dr. Tiffany Moon & Daniel RHOD's Tiffany Moon on a $25,000 overnight ⭐ Dr. Tiffany Moon (The Real Housewives of Dallas)
  32. 32 ⛵ Sailing Yacht S5 · Eps 13–15 Detox's group Detox and friends bring the drag party ⭐ Detox (RuPaul's Drag Race); Lola LeCroix
  33. 33 🦘 Down Under S4 · Eps 16–17 James & Kai Backyard Envy stars and a fillet-it-yourself dinner ⭐ James DeSantis and Garrett Magee (Bravo's Backyard Envy)
  34. 34 🛥️ Below Deck Med S2 · Eps 3–5 Jim McBride & Michelle Naked News shoot meets a tangled-anchor nightmare ⭐ Jim McBride, founder of Mr. Skin
  35. 35 🛥️ Below Deck Med S3 · Eps 3–4 Dr. Jennifer Berman's group Captain Sandy's friend has a dockside birthday ⭐ Dr. Jennifer Berman, TV doctor
  36. 36 🛥️ Below Deck Med S3 · Eps 9–11 Ken & Amber Novotnys return and leave the biggest tip yet ⭐ Desmond Mason, former NBA player
  37. 37 🛥️ Below Deck Med S4 · Eps 3–4 Dr. Jennifer Berman's group Dr. Berman's return and the chef shake-up ⭐ Dr. Jennifer Berman, TV doctor
  38. 38 🛥️ Below Deck Med S6 · Eps 14–15 Anthony Evans & Chris Shirley Temples and a jet ski detour into town ⭐ Anthony Evans (gospel singer)
  39. 39 🛥️ Below Deck Med S7 · Ep 13 Myiesha's group One night, and a surprise Destiny performance ⭐ Destiny Chukunyere (Maltese pop singer) performed
  40. 40 🛥️ Below Deck Med S7 · Eps 18–19 Jordan Reed, Dominique Easley & Josh NFL stars, a lost gold chain and the pancake problem ⭐ Jordan Reed and Dominique Easley (former NFL players)
  41. 41 🛥️ Below Deck Med S10 · Eps 11–12 Cameron Colvin's group Football, a Fighter and the Kiss That Didn't Happen ⭐ Cameron Colvin (former NFL player); MMA fighter David Evans
  42. 42 ⛵ Sailing Yacht S5 · Eps 1–2 Dr. Contessa & Dr. Scott Metcalfe Married to Medicine meets Ibiza ⭐ Dr. Contessa Metcalfe and Dr. Scott Metcalfe (Married to Medicine)
  43. 43 🦘 Down Under S3 · Eps 9–10 Billy's group Corinne Olympios and a foam party ⭐ Corinne Olympios (The Bachelor, House of Villains)
  44. 44 🦘 Down Under S4 · Ep 13 Britt, Shanel & Joanna A foodie mom's leopard birthday ⭐ Former MLB pitchers Joe Saunders and J.J. Putz among the guests

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.