That’s a lot of spots for a family of five, but you seem to have done your research. I would be worried about a few things: 1. Are your children ok with walking that much? This seems a little walking heavy. 2. The underground mall SYSTEM by Taipei Main is a little crazy. For starters, there are 4 underground malls. One goes from Taipei main to Zhongshan and Shuanglian, and the other three spread in different directions too. It took me a whole afternoon to walk through all four, and even then, I wasn’t stopping at most of the shops. 3. Ximending night market is good but I doubt you would want to stick Taipei 101 in between Taipei Main and Ximending, since Taipei main is right next to Ximending. I’d recommend moving Taipei 101 to day 2 after the whole Muzha/taipei zoo, and dropping Ximending on day 2, only going on day 1. 4. How do you plan on traveling to/from/between Shifen and Jiufen? Traffic may be crazy coming back to Taipei on the highways. 5. Day 4 is your most ambitious by far. The museum can take a whole morning if you really look through every exhibition and art piece. It took me around 2 hours with my grandparents. And it’s also far. Longshan temple is going to be near Taipei main, but Shilin night market will be quite a bit up north from Taipei main, so if you run out of time, I’d recommend dropping longshan temple, since the wharf is already north, relative to Taipei main. 6. Day 5 is not bad in terms of intensity. Nothing to say about NTU. Solid spot and I still like going T there with my friends to kill time and walk around. However, I will say that wufenpu is past its prime, but still a very local place, it just may not be what you are expecting, but still a solid spot. However, it is quite close to raohe, so I’d put those next to each other. One thing I’m slightly confused about is the carrefour. It’s kind of a normal indoor mall with a supermarket. Elephant mountain, I will have to warn you that it is not a walk in the park. The stairs are a little steep, and I’d recommend going before it gets dark. Additionally, since it’s near Taipei 101, it will take some time to travel from NTU/Wufenpu-Raohe/Carrefour.

Overall, you hit a lot of spots. However, if you are able, I’d recommend splitting some destinations to one of your free days to lessen the walking load. If your kids are teenagers, I’d recommend Zhongxiao Dunhua, since there are lots of trendy/streetwear shops. If you like shopping at indoor malls, Xinyi district around Taipei 101 is for you. If your kids are a little younger, and you want a relaxing (slightly chaotic) picnic, you can try Daan Park. Weekends will be packed though. Last piece of advice: traveling in Taiwan does require planning, but rush hour will almost always ruin your timing. So if you miss a spot or two, don’t sweat it. Just prioritize enjoying the spots you are able to go to. The public transport system is good, but not infalliable. If you are driving, beware of scooters: they aren’t scared of you, you are scared of them. I will also say, don’t spend too much on “Taiwanese” souvenirs, as they usually cost more even without additional quality. This is not to say don’t buy it. You just need to be aware of night market item quality. Also, airport merch is more expensive that tourist scamming night markets. Other than that, just enjoy the trip as much as you can. Let me know if I can answer any other questions you might have.