Take the wife on a ride to the jewelry store. Or any destination that works as a bribe. Same for the kids, ice cream etc. Don't rush them too much. If there is a huge difference in the speed that they ride, take each one alone with you and let them set the pace. The last thing you want to do is go too fast for them. If the speed is way to slow for you, go for a fast ride at another time. Even on the same day.
Work it into the day, go to a park for a picnic, a ballgame, some outing everyone likes. If you ride in drops, consider a city bike or citifying a mountain bike so you can ride in a slower, conversational manner. Start small. Build up to hills on your routes. Switch an errand to bike based, library, video store, coffee, whatever. Do the heavy hauling on the errand. Go at the pace of the slowest and don't push them to go faster. Take breaks often. Make sure all the bikes are comfortable and in good condition.
With younger kids look at a tag along to get them pedaling without major effort.
Basically make it easy, relaxed and fun. If you bike regularly, your ease with traffic and on the bike can be intimidating to a non rider. You want to do everything possible to minimize that. Show that biking is a normal, easy activity and you're making a more even playing field. Upright riding positions, platform pedals and normal clothes go a long way towards making people more comfortable on bikes and making cycling approachable. If you live on busy streets, consider taking the bikes to a park or path as cars add distraction and fear. Giving too much advice too early can be bad too.
My wife didn't ride till recently and it has been much slower going than I'd like, but we're making progress. It took a while to get her comfortable on the bike. It's taking longer to figure out how she likes to ride. We got a ex-rental bike that I fixed up to just get her on a bike. Now that she's been riding a year, we're looking at other options. But simple things like how to get on the bike, when to shift etc had a much higher learning curve than I expected. If you explain something, giving the reasoning behind it helps and only working on one thing per ride helps too.
I'm 66 and I too am the only one in my family that rides.
My bikes: 2001 Litespeed Tuscany---2015 Cannondale SuperSix EVO carbon
If you worried about falling off the bike, you’d never get on. -- Lance Armstrong
Find your local group ride.
Isn't the whole point of cycling to get away from the family?
this post are all funny.
Have you asked at local bike shops about local rides or riders that you might join?
My bike shop has told me about new riders looking for someone to ride with.
I got my sister into biking. Right now shes looking for a hybrid for recreation. My mom is next and shes very stubborn lol
2005 Jamis Comet - Road Bike
1987 Panasonic Sport DX - Commuter
its so hard to find a near local bike shop.