| Winning Hand | 32.1 | 1993 | Broward Marine |
| Winning Streak 2 | 28.14 | 2002 | Sunseeker |
| Wire We Here | 35.05 | 1996 | Crescent Custom Yachts |
| Wisdom | 30.48 | 1989 | Ferri Cantieri Navali (s.r.l.) |
| Wish | 28 | 1997 | Alfamarine |
| Wisp | 47.65 | 2014 | Royal Huisman |
| Wisting | 31 | 1978 | Norwegian Navy |
| Wizard One | 30.48 | 1985 | Porsius |
| Wolfhound | 34.59 | 2018 | Southern Wind |
| Wolfhound | 36.94 | 2021 | GraafShip |
| Wolfoz | 34.8 | 1991 | Euroship Cees Cornelissen BV |
| Wolfpack | 28.43 | 2022 | Custom Line |
| Wonderland | 29.75 | 2004 | Royal Hakvoort Shipyard |
| Woodpecker Cube | 27.71 | 2008 | Nautor Swan |
| World is not Enough | 42.4 | 2004 | Millennium Superyachts |
| Wow | 39.65 | 2008 | Overmarine Group SPA |
| Wraith | 36.8 | 2023 | AB Yachts |
| Wreckless | 31.95 | 2016 | Cheoy Lee |
| Wreckless | 36.58 | 2017 | Ocean Alexander |
| Wylde Swan | 43.71 | 1920 | Blue-Trend |
| X | 42.78 | 2016 | Sanlorenzo |
| X Chios | 47.24 | 1987 | Feadship |
| X One | 27.61 | 2006 | Falcon Yachts S.r.l. |
| X-Trem II | 33.23 | 2015 | Pershing S.p.a. |
| XO | 32.2 | 2020 | Sanlorenzo |
| XO of the Seas | 32.09 | 2012 | Saenz Yachts |
| XOXO | 32 | 2001 | Overmarine Group SPA |
| XOXO | 35.97 | 2000 | Intermarine Savannah |
| Xana | 45 | 1994 | Codecasa S.p.A. |
| Xanadu | 34 | 1997 | Moonen Yachts |
| Xargo | 35.69 | 1976 | Astilleros Armon |
| Xarifa 1927 | 49.8 | 1927 | Samuel White |
| Xasteria | 51.84 | 1995 | Perini Navi |
| Xeia | 33.53 | 2021 | Riva S.p.A. |
| Xinyi 868 | 33.1 | 2015 | Heysea Yachts |
| Xiphias | 33.2 | 1974 | Chantier de L'Estérel |
| Xwave | 32.31 | 2018 | Sanlorenzo |
| Y | 32 | 2012 | Mengi Yay Yachts |
| Y | 32.82 | 2022 | Custom Line |
| Y3K | 30.8 | 2023 | Wally |
| Y4H | 37.95 | 2017 | Sanlorenzo |
| YB | 28.5 | 2019 | Azimut Yachts |
| YCH2 | 27.71 | 2009 | Nautor Swan |
| YCM | 31.01 | 2001 | Sunseeker |
| YCM120 | 36.45 | 2006 | ISA Yachts |
| YTL Princess | 36.2 | 1987 | Tecnomarine |
| Yakamoz | 49.9 | 2015 | Istanbul Naval Shipyard (Istanbul Tersanesi Komutanligi) |
| Yalla | 33.3 | 2023 | Overmarine Group SPA |
| Yalla | 73 | 2014 | CRN |
| Yalla | 46.7 | 2004 | Heesen Yachts |
