Havana Anna

At just three years old, Havana Anna has raced six times and won half of them, which is an extraordinary ratio at this stage of a career. Most horses at this age are still figuring things out; Havana Anna already has 3 wins and 6 places from 6 races, meaning she has never finished out of the top three. That kind of consistency is rare. The most recent win came just this week at Naas on 17 May 2026, continuing a sequence of 1-2-1-1-2-3 across the last six races — a run of form that reads like a horse operating right at the top of her game.

The Naas connection is genuinely striking. Course specialists do exist in racing, but three from three at the same track suggests something real — whether it is the layout, the ground, or simply a horse who turns up for the big occasion. Whatever the reason, Naas brings out the best in Havana Anna, and any future entry there is worth paying close attention to.

She is trained by Donnacha Aidan O'Brien at Ballyroe in County Tipperary, a yard that has sent out 30 winners already this season — a clear sign that horses are in form and the operation is running well. Jockey Gavin Ryan has been in the saddle for five of the six races, winning 2 of those 5 together, a partnership that appears to be developing real understanding. Forty percent of their shared rides have ended in victory, which is a strong return by any measure.

Havana Anna only had her first career win at Naas back in June 2025, so this is still a horse in the early chapters of what could be a very interesting story. With a clean record at her favourite track, a top yard behind her, and the kind of consistency that most horses never achieve, she is exactly the sort of three-year-old who rewards people who start paying attention now, before everyone else does.