SG School HolidaysAnnual Leave Optimizer
Tell it how many annual leave days you have. It finds the exact days to book around Singapore public holidays and weekends to give you the longest possible breaks.
The plan
Turn 8 leave days into 18 days off
Across 2 breaks in 2026, using public holidays and weekends.
Sat, 7 Nov to Sun, 15 Nov
9 days off for 4 leave days
Book 4 days (10 Nov, 11 Nov, 12 Nov, 13 Nov).
Sat, 19 Dec to Sun, 27 Dec
9 days off for 4 leave days
Book 4 days (21 Dec, 22 Dec, 23 Dec, 24 Dec).
Uses gazetted public holidays (from data.gov.sg) plus weekends. Confirm dates with your employer before booking.
How it works
Public holidays that land next to a weekend already give you a long weekend for free. The trick is the gap days in between: booking one or two of them can bridge a public holiday to the nearest weekend and turn two days off into four or five. This tool checks every bridge in the year and picks the ones that give you the most days off for the fewest leave days, without overlapping.
Common questions
How does the Singapore leave optimizer work?
Enter how many annual leave days you have. The tool checks every gap between Singapore public holidays and weekends and picks the bridge days that give you the most consecutive days off for the fewest leave days, without overlapping.
How can I maximise my annual leave in Singapore?
Book leave on the working days between a public holiday and the nearest weekend. Bridging one or two gap days can turn a single public holiday into a four- or five-day break; this tool finds every such bridge for the year automatically.
Is the leave optimizer free?
Yes. It runs in your browser using the official gazetted public-holiday dates from data.gov.sg, and is completely free to use.