India, May 19 -- Almost seven years ago-the year I turned thirty-I took a leap of faith in my capabilities. I booked a solo trip with my two-year-old daughter. It was the gift I didn't know I needed. For two weeks, we travelled through three countries, meandering as mother and mini companion. A few years later, more experienced and just a little more daring, we journeyed across Australia's Northern Territory, all the way down its east coast. So, two years ago, when I spotted an off-season flight deal to Taipei, the decision felt natural-another adventure, just us two.

Despite Taipei's forecasted daytime showers, the city's cooler evenings turned out to be the perfect backdrop for late-night exploring. This time, planning our trip reveale...