| Raja Laut | 30.8 | 2006 | Georges E.K. Carraz |
| Rama | 28.42 | 2017 | Viking Yachts |
| Rama II | 42.06 | 1984 | Alucraft |
| Ramble On | 43 | 1991 | Royal Hakvoort Shipyard |
| Rambler | 32.5 | 1982 | Astilleros Armon |
| Ramonda | 29.63 | 2023 | Azimut Yachts |
| Ramses II | 32.2 | 2007 | Leopard Yachts |
| Randy Beth | 38.36 | 2018 | Custom Line |
| Ranger | 41.55 | 2003 | Danish Yachts |
| Rania | 42 | 2019 | Benetti SpA |
| Raph Seven | 29.9 | 2018 | Riva S.p.A. |
| Raph Seven | 36.92 | 2023 | Sanlorenzo |
| Rapture | 35.97 | 1981 | Camcraft |
| Rara Avis | 33 | 2018 | Kolotura j.d.o.o. |
| Rare Diamond | 32.2 | 2011 | Sanlorenzo |
| Rare Find | 54.7 | 2009 | Turquoise Yachts |
| Rare Gem | 28.43 | 2022 | Custom Line |
| Rasa | 39.95 | 2001 | Palmer Johnson Yachts |
| Rascal | 34.53 | 2015 | Sunseeker |
| Rascal | 31 | 2016 | |
| Rasha | 47 | 2017 | Turquoise Yachts |
| Rashid I | 35.98 | 2008 | Gulf Craft |
| Rave | 35.97 | 1999 | Earl Edwards |
| Raven | 34 | 2023 | Baltic Yachts |
| Ravenger | 43.31 | 2015 | Royal Huisman |
| Ravenger | 53.9 | 2017 | Baltic Yachts |
| Ravi | 32.4 | 1998 | Suprimar |
| Ray 3 | 28.15 | 2013 | Sunseeker |
| Rayen | 32.2 | 2016 | Sanlorenzo |
| Re 1 | 28.13 | 2008 | Sunseeker |
| Re Leone | 54 | 2018 | Overmarine Group SPA |
| Ready II Play | 35.05 | 1994 | Trinity Yachts |
| Real Summertime | 36.91 | 2000 | Sovereign Yachts |
| Realize | 38.2 | 2025 | Azimut Yachts |
| Rearden Steel | 36.8 | 2001 | Moonen Yachts |
| Rebecca | 42.42 | 1999 | Pendennis Shipyard Ltd |
| Rebel | 31 | 2022 | |
| Reboot | 35.37 | 2004 | Pershing S.p.a. |
| Red Cloud | 30.48 | 1944 | Ira S. Bushey & Sons |
| Red Dragon | 51.7 | 2008 | Alloy Yachts |
| Red Five | 28.13 | 2004 | Sunseeker |
| Red Pearl | 30.48 | 2010 | MCP Yachts |
| Red Rose | 67.36 | 1959 | Samuel White |
| Red Sapphire | 49.71 | 2007 | Heesen Yachts |
| Red Sapphire I | 39.1 | 1999 | Heesen Yachts |
| Red Sea Magic | 40.57 | 1961 | Warnowwerft |
| Red Sky | 30.21 | 2003 | Nautor Swan |
| Red Sky | 64.52 | 2013 | Balk Shipyard |
| Reduce | 35.9 | 2024 | Silver Yachts |
| Reef Blue | 30.6 | 2000 | Tecnomarine |
