Bred by Anna Marie Barnhart, Skip Away was foaled and reared at Hilmer Schmidt's Indian Hill Farm in Florida. The son of Skip Trial, out of the Diplomat's Way mare Ingot Way, Skip Away was purchased for the modest sum of $30,000 at a two-year-olds in training sale in Ocala, Florida by Hall of Fame trainer Hubert "Sonny" Hine for his wife. Carolyn Hine had particularly wanted a gray horse because vision problems made it difficult for her to see any other kind on the race track.[1]
After an unaccountably poor performance in the Kentucky Derby, Skip Away finished second in both the Preakness Stakes and Belmont Stakes, losing the latter by a length to Editor's Note after a prolonged duel down the long stretch. He won the 1996 Haskell Invitational Handicap and in October of that year, he defeated Cigar, winner of 17 of his previous 18 races, in the Jockey Club Gold Cup at Belmont Park. Seizing the lead entering the stretch, Skip Away won by a neck over the steadily closing champion.
As a five-year-old, Skip Away won seven consecutive races including five Grade I events, such as the 1998 Pimlico Special, Hollywood Gold Cup, and Woodward Stakes. Although he failed to repeat his Breeders' Cup win at Churchill Downs, he was voted the Eclipse Award as both Champion Handicap Horse and Horse of the Year for 1998. He was retired to stud that fall with 18 wins and 34 in-the-money finishes from 38 career starts and earnings of $9,616,360.
Stud record
During his 12 years at stud, Skip Away sired 489 foals and from the nine crops of racing age, he had 21 stakes winners, who earned $19,424,552[2] His more notable offspring include Skipshot (Swaps Stakes), Skip Code (Grey Stakes), and Sister Swank (Valley View Stakes).[3]
At age seventeen, Skip Away died of an apparent heart attack in his paddock on May 14, 2010 at Hopewell Farm in Midway, Kentucky.[4] Skip Away is interred at Old Friends Farm in Georgetown, Kentucky.