School holiday
family travel
When the kids are in school, you travel when the school calendar says you can. Here are the family trips Singapore parents actually take during the June and December breaks, and the other school holiday windows in between. Tested with kids, no hype.
Plan the next break →When Singapore kids are off school
Planning the June break? Use the School Holiday Hub
Week-by-week activity plan for the four weeks of holidays. Free, paid, indoor, outdoor, day trips. Built so you do not have to scramble on Sunday night.
Four family travel guides built around the school calendar
These are the posts other Singapore parents come back to when the next school break lands on the calendar.
Best Family Road Trip Destinations from Singapore with Kids (2026)
Every school holiday Don watches parents scroll the same seven destination lists. This is the one that actually answers the question: which road trip is worth the time and the budget for a Singapore family, year after year.
Read the guide →14 Days Japan Family Winter Trip with Kids: Tokyo, Mount Fuji, Ski, Nagoya
The full December break play. Two Singapore parents, two kids, one ski bag, three big luggages, and a snowstorm they were not ready for. The 14-day itinerary that survived all of it.
Read the guide →First Time Skiing With Kids In Hokkaido: A Singapore Dad's Playbook
First time skiing with kids feels like signing up for a circus where every performer is under seven. Honest notes on which resort, which lessons, which gear, and which mistakes to skip.
Read the guide →How Much Our 15-Day New Zealand Campervan Trip Actually Cost: Full Family Budget Breakdown
Every receipt kept. The real cost of a family of four in a campervan for 15 days, with accommodation, food, ski, fuel, and surprise charges laid out line by line. The number every June break trip planner wants.
Read the guide →Latest family trip ideas
Pulled live from the Money Saving Daddy family travel archive. Posts that mention school holidays, sorted by most recent.
More tools and topics for school break planning
School Holiday Hub
Week-by-week activity plan for the June, September, and December breaks. Free, paid, indoor, outdoor, day trips. The thing you open on Monday morning.
Family Trip Cost Estimator
Pick the destination, the days, your group size, and the comfort level. Get a real S$ range for flights, hotel, food, activities, and transport. No fluff.
Family Travel Topic Page
Every family travel post on MSD in one place. Road trips, ski trips, regional quick breaks, and the cost breakdowns that go with them.
Kids Activities Topic Page
What to do with the kids in Singapore, broken down by age and by whether you want to spend money or not. The home base for school break planning on the ground.