NASCAR News: Greg Biffle’s Beloved Yacht “Checkered Past” Hits the Market Amid Grief
In the wake of the heartbreaking plane crash that claimed the life of NASCAR champion Greg Biffle on December 18, 2025, one of his most cherished possessions—a luxurious 112-foot yacht named Checkered Past—remains on the sales market, evoking powerful emotions within the racing community.
–by Mark Cipolloni–
The tragedy took the lives of all seven aboard Biffle’s private Cessna C550: Greg, 55; his wife Cristina; their young son Ryder; daughter Emma; longtime assistant Craig Wadsworth; and friends Dennis Dutton and son Jack. The group was heading to Florida when disaster struck shortly after takeoff from Statesville, North Carolina.
Known for 19 Cup Series wins, dual championships in Truck (2000) and Xfinity (2002), and his humanitarian flights post-Hurricane Helene, Biffle left an indelible mark on NASCAR.
The yacht, a clever nod to his racing roots, was proudly named by Biffle in 2019: “Finally named my boat Checkered Past #iloveitwhenimonher.” Listed with Fraser Yachts for $4,395,000, this Westport 112 exemplifies luxury and performance, perfectly suited for Bahamian cruising with its shallow draft.
Key Specifications of Checkered Past
| Category | Specification |
| Builder | Westport |
| Model | Westport 112 |
| Year Built/Refit | 1999 / 2014 |
| Asking Price | $4,395,000 |
| Length Overall | 112’0″ (34.14m) |
| Beam | 24’0″ (7.32m) |
| Draft | 5’6″ (1.68m) |
| Gross Tonnage | 200 GT |
| Hull Material | Composite (GRP) |
| Maximum Speed | 24 knots |
| Cruising Speed | 18 knots |
| Range | 2,000 nm |
| Engines | 2 x MTU (1,800 hp each) |
| Generators | 1 x Northern Lights 65kW, 1 x Northern Lights 50kW |
| Guest Capacity | 8 guests in 4 staterooms |
| Stateroom Layout | Full-beam Master (with His & Hers ensuite), VIP, Double, Twin |
| Crew Capacity | 4 |
| Exterior Designer | J. Sarin / Westport |
| Interior Designer | Pacific Custom Interiors (with Sheryl Guyan) |
| Key Features | Shallow draft for Bahamas cruising, stabilizers, large salon/dining, country-style galley |
Docked in Daytona Beach, Florida—a favorite among NASCAR owners—the Checkered Past symbolizes Biffle’s passion for adventure on water, from fishing trips to family escapes.
Fans continue to share tributes online, many touched by this tangible piece of his legacy seeking a new chapter. As one commented, “Checkered Past—perfect name for The Biff. A true racer on land and sea.”
While the crash investigation proceeds, the yacht endures as a tribute to a life lived at full throttle. The NASCAR family plans 2026 remembrances for a legend whose spirit races on. Rest in peace, Greg Biffle.