A Getaway Worth Every Dollar: How to Plan a Trip You’ll Actually Enjoy

Planning a vacation sounds like fun until you’re 37 browser tabs deep, comparing hotel rooms, trying to figure out flight prices, and wondering how a supposedly affordable getaway suddenly got so expensive.And if you’re planning how to plan a trip for a family, you’ve got everyone’s expectations to manage, too.Charles and I have been travelling together for over 20 years, and we’ve made just about every travel planning mistake you can imagine. We’ve booked places that looked fantastic online and turned out to be disappointing. We’ve tried to squeeze too much into a short trip, underestimated costs, and spent far more time researching a vacation than we ever expected.Sometimes, the amount of work involved in how to plan a trip can make you wonder if you need a vacation from planning your vacation.And it doesn’t even have to be a big international adventure.We’ve even planned local getaways here in British Columbia’s beautiful Okanagan Valley that took a surprising amount of research. You’d think finding a hotel close to home would be easy, but once you start comparing prices, amenities, locations, and guest reviews, even a simple weekend away can turn into hours of decision-making.A...