I recently picked up a tandem, which by the way is really fun:
http://www.amazon.com/Giordano-Viaggio-Tandem-White-Pearl/dp/B004Q3PE30 and am just starting to use it + a trailer for family transportation. Good chance I'll soon be replacing the double trailer with of these:
http://www.amazon.com/Weehoo-iGo-2-Bike-Trailer/dp/B00MSKJU24, to make potholes and occasional sidewalk use less awful (BTW, if anyone has direct experience with this or single vs. double wheel trailers, please share). So, I'm look at a (very low) 4 figure rig, which for a cheapskate like me is borderline unfathomable. And makes me nervous about theft.
So, thoughts? Very, very short stops, I u-lock the tandem and don't worry about the trailer right now. The weehoo is surprisingly, annoyingly expensive, but not sure if it's really a theft target since there'd be so few potential buyers?? Am trying not to make very short stops a PITA. Alternatively, if there's something that can be done with the collar and seat-post attachments similar to security skewers for wheels (which BTW, anyone have experience with?).
Anyways, longer stops, sheltered but outdoor and not quite private storage, I think what I need now is a long, heavy duty chain (tow chain?) and a high grade padlock. Maybe could get away with wire, but then if I wanted to upgrade wheels or something that's not good enough.
Am I basically thinking about this right or is there another major good option I'm not considering?
Final question, anyone set loop ground anchors or whatever into concrete to make secure outdoor storage for yourself? Let me know.