Also, where should i be looking for used gear?
Check with Confluence Kayaks in Denver for consignment and used demo boats. Some kids gear shows up on Craigslist now and again - Westslope, Rockies, CoSprings, Denver, FortCollins, etc, and even some on ebay. Also look at Boatertalk.com - some people/shops back east willing to ship. I picked up two demos from a shop in Georgia last fall when I could not find them locally.
So, any advice on boats, skirts, and helmets to consider?
Boats: Lots of choices! Putting the kids into the "right sized" boats can make a huge difference with their comfort, skill progression, confidence and more. There is also a question of what type of kayak to get - river runner, creeker, playboat, ????. Lots of opinions out there as to which is best. Decision may come down to what used boats you can find available. When they do pop up, they don't last long. Nice thing is you can usually resell for about what you paid for it when your kids outgrow the boats.
Youth sized kayaks:
Dagger Axiom 6.9
WaveSport Fuse 35 (same size as Jackson Fun1.5)
Liquid Logic Remix 47
Jackson Shooting Star
Jackson Rockstar XS
Jackson 2Fun (might be too big)
Fluid Spice Small (rare)
Dagger Dynamo and WaveSport Evo (older designs)
My kids have used all but two of those listed above so PM me if you want my opinions.
Some local offerings:
Pyranha Rebel FS near CoSprings with skirt for $375 - Pyranha Kids Kayak & Gear
Jackson SideKick in Ridgeway for $300
JACKSON KAYAK Kids Sidekick Boat
Jackson Fun1.5 in Durango for $375
Jackson Fun 1.5 Kids kayak
Skirts: Favorite neoprene skirt for kids starting out: Snap Dragon Kid's Trek skirt. Features bungee rim for easy on/off and adj. tube and a knee/kick/pull strap as a secondary release.
Helmets: I really like the WRSI Current helmet in size Small/Medium. With included pads it will fit even smaller heads.
Other Gear: 2nd the Astral Otter PFD for those under 100 lbs. For other gear, used when you can find it. XS and Small adult sizes are easier to find new on clearance and used for better prices than larger sizes.