How to bet the 2025 Jamestown Stakes

August 21st, 2025

An octet of juveniles will jaunt 5 1/2 panels on the outer turf oval at Colonial Downs in Saturday’s $125,000 Jamestown S. A trio of the contenders in the cast appear to be the major players in the heat, and I will focus on those three youngsters. 

Jamestown Wagers

  • $15 win #6 Karate Island ($15)
  • $7 exacta box 2-6 ($14)
  • $3 trifecta 2,6 with 2,6 with 1,2,6 ($12)

#6 Karate Island (9-2) had a wide post and slow break in his debut offering, but rallied well to be second on the surface for Brittany Russell. The gelded son of Karakontie is the first foal out of a winning dam and ran like a youngster who needed a race in his unveiling. If the March foal isn’t left with too much to do turning for home in the heat, then he could be the one moving best of all in the lane under Jevian Toledo for a potent second out trainer. 

#2 Doubting Thomas (5-2) defeated the top pick with a fine burst into and through the lane on debut for conditioner Michael Trombetta. The two-year-old son of Caravaggio is kin to a stakes winner from a very productive family of grassy performers, and the May foal has come back with a pair of morning moves in advance of his second career appearance. The Virginia-bred colt will track the tempo from midpack prior to being asked for his best with Jorge Ruiz in the silks, and improvement off of his last will make him tough to fend off late. 

The Robert Bailes-trained #1 Slewperstitus (6-5) has displayed considerable ability from a pair of career runs at this meeting, led by a close second in the Keswick S. on the main strip here last time out. The Great Notion juvenile is surely a fine prospect, but she might be in a tough spot at a short price in the affair. The dark bay filly will face the boys for the initial time while making her turf debut, and I’m not fond of her drawing the rail, either. I’ll include the miss, but I’m not in love with her chances of defeating this group at this stage of her development, with J. G. Torrealba retaining the mount. 

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