[9] In 2004, Florida Half-Ironman Triathlon and Family Festival was started by Ironman North America and Disney Sports Attraction and was scheduled only for two years.

[10] Disney's 10K Classic was renamed the Race for the Taste 10K in 2005 and moved to October 9 to coincide with the Epcot International Food and Wine Festival, which then ran from September 30 to November 13.

[9] In 2006, the Goofy race challenge was inaugurated[4] as the half and marathon were scheduled for separated days for the first time at the World Weekend.

By that year, a Fun Run 5K and Kids’ Races were added on Saturday, while a Health and Fitness Expo was held Thursday to Friday at Disney's Wide World of Sports Complex.

[16] The Theme Park Insider blog speculated that Disney may be using the loss of revenue to the City of Anaheim and nearby business as leverage to expedite project approval.

[17] In the 2017 Disney Wine & Dine Half Marathon, which took place on November 5, 2017, a runner collapsed and died near the finish line in the Epcot parking lot.

[21] On June 30, 2021, it was announced that in-person racing would return to Walt Disney World, beginning with the Wine & Dine Weekend in November.

Extreme Stunt Show, then went along Disney's Yacht and Beach Club Resorts, and finished at the World Showcase in Epcot, where the Food and Wine Festival is taking place.