Henrythenavigator (foaled February 28, 2005) is an American-bred and Irish-trained Thoroughbred racehorse.

After he finished second in the Breeders' Cup Classic it was announced that Henrythenavigator would retire to Ashford Stud, Kentucky (Coolmore's farm in Kentucky), to stand at stud beginning the 2009 season.

Henrythenavigator attracted a number of top-class mares in his first season.

They included: Vertigineux, the dam of Zenyatta; Rags To Riches, winner of the Belmont Stakes; Peeping Fawn, winner of the Irish Oaks; and, Mien, dam of Kentucky Derby winner Big Brown.

As a breeding stallion he was not a conspicuous success and was eventually exported to Russia, but he did sire several good winners including Pedro the Great, George Vancouver (Breeders' Cup Juvenile Turf winner) and Sudirman.