How to turn 3 leave days into 9 days off in 2027

Who is this for?

Working parents on a Monday to Friday week who want long family breaks without using up all their leave. It covers 2026 and 2027 public holidays and MOE school terms.

How do you plan leave around holidays?

1. Count the leave you can spare, including any childcare leave.
2. Look for public holidays on a Monday, Thursday or Friday. They sit next to a weekend.
3. Fill the working days between holidays and weekends with leave.
4. Check whether the break overlaps the school holidays, if your children are in school.
5. Book early. Colleagues will want the same dates.

Which breaks stretch leave furthest?

15 to 23 May 2027: Hari Raya Haji and Vesak Day

3 leave days, 9 days off

25 December 2026 to 3 January 2027: Christmas and New Year, in the school holidays

4 leave days, 10 days off

6 to 14 March 2027: Hari Raya Puasa, in term time (school is on until 12 March)

4 leave days, 9 days off

13 to 21 March 2027: the March school holidays

5 leave days, 9 days off

The 2027 school year starts on 4 January 2027. The March holidays run from 13 to 21 March 2027 and the June holidays from 29 May to 27 June 2027.

Find your breaks and mark them

The School holidays + leave optimiser lists the best breaks for the leave you have. Mark them on the School holiday leave-days planner 2027 (members only, free to join).

Next, check who has the children on the days you are still working with the Family care coverage planner.

What about holidays on a Saturday?

Three 2027 holidays fall on a Saturday: Chinese New Year on 6 February 2027, Labour Day on 1 May 2027 and Christmas Day on 25 December 2027. MOM lets your employer give a day off in lieu or a day’s pay, so the tool does not count those days. Ask your employer which you get.

The tool assumes a Monday to Friday week. Shift workers should check their own rosters. School-only closures, such as Children’s Day for primary schools, are shown for information only.