@Britster, but how big is Jackson compared to the average yorkie lol he could probably do 5 miles! I love that Tikka is going to be bigger too because she LOVES walk, I've gotten her to job a couple km too!
We usually walk 1-2 kilometers [half an hour or so depends on how well she walks] [2km is 1.24 miles] then stop at the park to rest and lay in the sun. We do this every other day, on the days we dont go on walks we go to the park to hang out. Tikka is about 7lbs and almost 9 months old. We worked up to the 2km though. We started at about probably .5km walks, but I realized she had way more energy than that.
Just depends on how big/energetic your little one it! My pom is 5lbs and 3 years old and he will only do 1km before sitting down and demanding to be carried home lol so they go on seperate walks. Different personalities, energy levels, stamina, etc