| Sherakhan | 69.65 | 1966 | Scheepswerf A.Vuyk & Zonen |
| Sheran | 30.48 | 2000 | Sanlorenzo |
| Sherazade | 32.15 | 2006 | El Kotbi |
| Shereen | 31.01 | 2001 | Sunseeker |
| Shergar | 46.6 | 1983 | Lürssen Yachts |
| Sherman Zwicker | 43.28 | 1941 | Smith & Rhuland |
| Sherpa | 73.6 | 2018 | Feadship |
| Shimali | 29.95 | 2021 | Sunreef Yachts |
| Shine | 28.09 | 2021 | Pershing S.p.a. |
| Shinkai | 54.9 | 2021 | Feadship |
| Shintaroh | 31 | 1970 | Feadship |
| Shinyo Florentina | 36.6 | 1987 | Broward Marine |
| Ship Happens | 30.5 | 2024 | Maiora |
| Shiralee | 45.08 | 1998 | CCN - Pisa |
| Shirley Anne | 36.06 | 1987 | NQEA Yachts |
| Shiva | 31.76 | 1953 | Burmester |
| Shogun | 39 | 2002 | Northcoast Yachts |
| Shooting Star | 30.1 | 2004 | Cantieri di Pisa |
| Shooting Star | 35.37 | 2006 | Pershing S.p.a. |
| Shore Thing | 35.05 | 1986 | Lloyds Ships |
| Short Game | 39.6 | 2004 | Westport Yachts |
| Short Game | 32 | 2004 | NorthStar Yachts |
| Short Story | 36.58 | 2016 | Horizon Yachts |
| Shu She | 30.91 | 2008 | Azimut Yachts |
| Shu U Rite | 34.1 | 2013 | Logos Marine Ltd |
| Shyraga | 28.96 | 1954 | Abeking & Rasmussen |
| Si Datu Bua | 40 | 2012 | Konjo Boat Builders of Ara |
| Sia | 34.53 | 2012 | Sunseeker |
| Sibelle | 67.4 | 2023 | Feadship |
| Sidarta | 37.98 | 1987 | Haak B.V. |
| Sidra | 33 | 2007 | Sanlorenzo |
| Sidra | 37.8 | 1999 | Delta Marine |
| Siempre | 35.2 | 2010 | Tansu Yachts |
| Sierra 2 | 46.82 | 1999 | Swiftships Inc. |
| Sierra Romeo | 41.56 | 2007 | Mondomarine SpA |
| Signe | 35.05 | 1989 | Renaissance Yachts |
| Silence | 33.5 | 2007 | Bilgin Yachts |
| Silence | 29.26 | 1998 | Maiora |
| Silent World II | 36.58 | 1991 | Christensen Shipyards, LLC. |
| Silentworld | 39.6 | 2006 | Astilleros MCIES (Oassive) |
| Silhouette | 28.04 | 2020 | Ferretti Yachts |
| Silky | 28.05 | 2010 | Sea Force IX, Inc. |
| Silolona | 49.68 | 2004 | Konjo Boat Builders of Ara |
| Silver Angel | 64.5 | 2009 | Benetti SpA |
| Silver Cloud | 36 | 2008 | |
| Silver Dream | 43.8 | 2001 | Warren Yachts |
| Silver Fast | 77 | 2015 | Silver Yachts |
| Silver Fox | 28.02 | 2002 | Crescent Custom Yachts |
| Silver Lining | 50 | 2016 | Christensen Shipyards, LLC. |
| Silver Mama | 28 | 2008 | AB Yachts |
