Fillo (camping pillow)
MSRP: 49.95

Honestly, I took my five pound Tempur-Pedic pillow on my last kayak expedition; a good night's sleep is that important to me. But I won't have to do that again; next trip I'll haul the Fillo (rthyms with pillow). Because it's inflatable, it smooshes down to the size of a softball. And because it has a layer of memory foam, I sleep like a baby. The interior is cleverly baffled air tech and it sports a face friendly micro-seuede cover. Elastic straps on the bottom side allow you to shim up the overall height to perfectly fill that niche between shoulder and neck. Can't think of a downside.