What is Pool Caddy? Pool Caddy is a compact soft-sided tote that converts to a floating drink raft complete with a watertight pocket for your phone and built-in sunshade. No day at the pool is complete without a refreshing drink at hand, but hot concrete and glass tables in the sun won’t keep a drink cold for long. With Pool Caddy, you can keep your cup and phone out of the sun and by your side while you soak and fl oat—no need to get in and out to check your devices or grab a quick sip. Pool Caddy also gives you a convenient place to stash your pool gear when you’re out of the water, making it the easiest way to stay cool in the pool!