Kammala wannan jumla: A shekara ta 2011, Waltrip ya sanar cewa zai yi ƙoƙari ya sa 25th ya ci gaba da Daytona 500 ya fara motsa motar No. 15. Waltrip ya riƙe direbobinsa na 2011 No. 00 David Reutimann a No. 00 da No. 56 Martin Truex, Jr. a No. 56, dukansu biyu za su yi cikakken jadawalin. Kazalika da Daytona 500, Waltrip ya yi tsere uku a wannan shekarar: Aaron's 499, Quaker State 400, da Good Sam Club 500. Baya ga gasar cin kofin Sprint a Daytona, Waltrip ya kuma fafata a gasar Camping World Truck Series da Nationwide Series a can. Ya kama nasara mai cike da motsin rai a NextEra Energy Resources 250, wanda ya zo shekaru 10 zuwa ranar mutuwar Dale Earnhardt da kuma nasararsa ta farko a gasar cin kofin Sprint. Nasarar ta sa Waltrip ya zama direba na 22 da ya lashe tsere a cikin dukkanin wasannin NASCAR guda uku. Ya biyo bayan nasarar da ya samu a daren Juma'a tare da samun kyakkyawan matsayi na 9 a gasar tseren Nationwide Series a rana mai zuwa. A ranar Lahadi da rana, a matsayin wani ɓangare na tunawa da shekaru goma na mutuwar Dale Earnhardt a cikin
2001 Daytona 500, (wanda Waltrip ya ci nasara) Waltrip ya tuka kwafin motar mai lamba 15 NAPA Auto Parts-wanda ya tuka a lokacin. Koyaya, Waltrip ya gama na 40 a tseren bayan an kama shi a cikin haɗarin farko wanda ya kawar da motoci 14. Ga sauran 2011, Waltrip ya ce yana aiki a kan shirye-shiryen da za su yi ƙoƙari na gasar cin kofin Sprint Cup a Kentucky Speedway a watan Yuli, tare da farkonsa na Le Mans tare da AF Corse. Ya gudu a cikin 2011 24 Hours na Le Mans a watan Yuni a daya daga cikin AF Corse shiga Ferraris. Motar da ya tuka tare da Robert Kauffman da Rui Águas sun kammala zagaye 178 kafin su yi ritaya, sun gama 38th gaba ɗaya. A ranar 29 ga Satumba, 2011, an ba da sanarwar cewa Waltrip zai maye gurbin Jeff Hammond a cikin FOX's Hollywood Hotel a kan NASCAR akan Fox wanda ya fara da Daytona 500 a 2012 tare da Chris Myers da ɗan'uwansa Darrell Waltrip.