Keep the sandpiper for yourself, and buy another small solo for your 100lb paddling friend. Then you can go by yourself or go together. Just be sure to get one sized properly for your friend. It's almost as easy to load two boats on a vehicle as one.
$500 seems high for a 10 year old Sandpiper. I didn't pay much more than that when I bought mine new in 2001.
Classic Freestanding Rack
URCHIN Portable Anchor
Touring Kayak Paddles
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