Aidan O'Brien landed the Group 3 Beresford Stakes for the fifth successive year when Turnberry Isle justified prohibitive odds to lead home a 1-2 for the stable.
The 4/11 chance headed front-running stablemate Sligo Bay a furlong out, and stayed on well to score by 4L, with Vinnie Roe a shorthead further back in third.
The Breeders Cup Juvenile could be next on the agenda for the Deputy Minister colt, while Giant's Causeway (Classic) and Bernstein (Mile) are also intended runners at Churchill Downs.
'He is a lovely sort, and could be a Derby horse,' said O'Brien after Milan made an impressive debut under Colm O'Donoghue in the 7f maiden.
The #650,000 son of Sadler's Wells was up with the pace throughout, and kept on strongly after leading 2f out to beat better-fancied stablemate Leopard Spot by 3 1/2L.
O'Brien completed a treble on the day when Rostropovich stretched clear in the final furlong to beat Zimaam by 5L in the 12f conditions race.
Cobourg Lodge was given a strong ride by Pat Shanahan to pip Anna Elise in the Listed Waterford Testimonial Stakes.
'He's a real battler, and will now go for a valuable handicap at Leopardstown in a fortnight,' said trainer Jim Gorman.
Michael Grassick saddled his 12th winner of the season when Purple Risks finished strongly to beat Alassio by 1/2L in the juvenile fillies maiden.
'She is a backward filly, and should stay middle distances next year,' said the local trainer, who may run her again in the Listed Eyrefield at Leopardstown (Nov 12).
Emmet Stack (5 wins) was confirmed the winner of the Derrinstown Stud Apprentice Series following the #20,000 Final.
Tom Queally also had five wins in the series but the champion apprentice-elect was beaten by virtue of fewer placings.
The Paul Scallan-ridden Zelden touched off Delirious Tantrum by a head in the 18 runner Final.
Conti (Gordon Power) veered right before leading inside the final furlong to take the 7f handicap, while Pas Possible just held Sage Dancer in a thrilling finish to the 2m handicap.
Rose Quartz, the well-backed 5/2 jt fav, dropped away tamely in the straight, and was subsequently reported to have swallowed her tongue.
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