[2] Afleet Again opened his sophomore season with a fifth-place finish in the Count Fleet Stakes at Aqueduct Racetrack, and returned to the winner's circle in his next race, an allowance.
Afleet Again began 2011 with a runner-up finish in an allowance race, followed by a pair of fifth-place runs in the One Count Stakes and Brooklyn Handicap.
Despite a string of poor performances in stakes races, Afleet Again was entered in the 2011 Breeders' Cup Marathon at 1 3/4 miles.
Graded stakes winner Pleasant Prince led throughout most of the race, fading around the turn, with a string of horses, including Afleet Again, taking over at the front.
Cease, a son of War Front, took the lead down the stretch, but was overtaken by Afleet Again, who was piloted by Cornelio Velasquez, flew on the outside to win by 2 1/4 lengths, defeating Birdrun and Giant Oak.
When I saw a 48 (fraction) for the first half and we were only seven or eight lengths out of it, I thought we were in pretty good shape.”[7][8] Afleet Again's final race came in December 2011 at Woodbine Racetrack, when he contested the Valedictory Stakes.
He finished fourth behind Queen's Plate winner Eye of the Leopard, Harrods Creek, and Eagle Poise.
[10] Afleet Again was consigned as a stallion prospect at the Keeneland 2012 Breeding Stock Sale, and was purchased for $30,000 by Yoon Heung Yul of South Korea.