Originally Posted by
TNoodles
If she likes the idea of a supported tour, I think it's a great idea. But, unless she specifically says she likes the idea of the tandem, at this point you should each have your own bike. And, you should have a clear understanding of what your obligations to each other are while you are riding. Do you slow down and ride with her? Do you ride your pace and double back for her? Do you do your ride and she does hers and hopefully you each find some riding companions on the tour?
Even if she's interested in a tandem, I still think you need to try one out with her for at least 20 miles before doing a trip. My wife was very interested in a tandem until she actually tried it.
Whenever you ride with nonriders or with weak riders, I think you are obligated to stay with them unless you have specific reason to believe it won't bother them if you go (regardless of what they say). You can do subtle things to make the ride easier for them such as cut the wind or ride a little further left to cause vehicles to pass further away. You need to help keep them motivated but also keep an eye out to make sure they don't ride too hard or are in pain.
It is demoralizing to feel like the weak link, so leaving people behind is not generally recommended even if you intend to come back. Likewise, you should never look bored with the pace or make it look like they're holding you back. When they wonder how they are doing, the correct response is "actually, this is very close to my normal cruising speed -- you're doing great". There are plenty of other rides where you can challenge yourself, and unless you're good enough to make money cycling, there are plenty of riders who would find you slow.