| Reposado | 31.85 | 2001 | Crescent Custom Yachts |
| Rent Spent | 34.08 | 2008 | Westport Yachts |
| Rennegade | 38.1 | 2018 | Westport Yachts |
| Renewal 3 | 33 | 2022 | Custom Line |
| Renegade | 50.67 | 1992 | Lloyds Ships |
| Renata | 40.8 | 2018 | Cerri Cantieri Navali (CCN) |
| Renaissance | 111.85 | 2023 | Freire Shipyard |
| Renaissance | 35.36 | 2015 | Hargrave Custom Yachts |
| Renaissance | 32.52 | 2003 | West Bay SonShip Yacht Builders Ltd. |
| Renaissance | 30.2 | 2005 | Benetti SpA |
| Rena | 44.2 | 1989 | NQEA Yachts |
| Remember When | 49.38 | 2010 | Christensen Shipyards, LLC. |
| Reliance | 55 | 2023 | Heesen Yachts |
| Relentless Pursuit | 28.96 | 2011 | Jim Smith Tournament Boats Inc. |
| Relentless | 43.28 | 2001 | Trinity Yachts |
| Relentless | 39.62 | 2005 | Westport Yachts |
| Relentless | 33.53 | 2006 | Kingship Yacht |
| Relax | 32.92 | 1998 | Westship Yachts |
| Reine D'Azur | 29.06 | 2019 | Sanlorenzo |
| Rehab | 33 | 2014 | Benetti SpA |
| Regulus | 38.63 | 2010 | Sunseeker |
| Regine | 29.1 | 2022 | Sanlorenzo |
| Reginatta | 38 | 2020 | Alpha Custom Yachts |
| Regina Maris | 33.53 | 1947 | Burmester |
| Regina D'Italia | 65 | 2019 | Codecasa S.p.A. |
| Regina | 37.04 | 2023 | Custom Line |
| Regina | 29.94 | 2024 | Sunseeker |
| Reflections | 29.96 | 1982 | Broward Marine |
| Reflections | 37.8 | 1999 | Christensen Shipyards, LLC. |
| Reflections | 32.6 | 1997 | Christensen Shipyards, LLC. |
| Reflection | 30.75 | 2003 | Azimut Yachts |
| Reflect | 28.23 | 2009 | Riva S.p.A. |
| Reesle | 30.4 | 1995 | Engelaer Scheepsbouw |
| Reem II | 32.68 | 2016 | Gulf Craft |
| Reem 4 | 55 | 1980 | |
| Reem 3 | 45 | 1975 | |
| Reem 2 | 50 | 1980 | |
| Reem 1 | 50.9 | 2013 | Trinity Yachts |
| Reem | 43 | 2002 | Spap - Slovenska Plavba A Pristavy |
| Reef Chief | 49.08 | 2008 | Trinity Yachts |
| Reef Blue | 30.6 | 2000 | Tecnomarine |
| Reduce | 35.9 | 2024 | Silver Yachts |
| Red Sky | 64.52 | 2013 | Balk Shipyard |
| Red Sky | 30.21 | 2003 | Nautor Swan |
| Red Sea Magic | 40.57 | 1961 | Warnowwerft |
| Red Sapphire I | 39.1 | 1999 | Heesen Yachts |
| Red Sapphire | 49.71 | 2007 | Heesen Yachts |
| Red Rose | 67.36 | 1959 | Samuel White |
| Red Pearl | 30.48 | 2010 | MCP Yachts |
| Red Five | 28.13 | 2004 | Sunseeker |
