Holiday Optimizer helps you find the best way to stretch your time off — turning a handful of vacation days into proper breaks.

The first version got more traction than I expected, so I rebuilt it. Not a patch — just a cleaner, faster version with a few ideas people asked for.

What’s new:

• Flexible timeframes — plan for 2025, 2026, or any custom 12-month window (useful if your company runs on a fiscal year)

• Personal options — add booked vacations and customize your weekends (Fri–Sat, Sun–Mon, etc.)

• Cleaner flow — faster, tidier, and mobile-friendly

Still does the basics:

• Add company days off (summer Fridays, winter shutdowns)

• Combine public holidays + PTO for longer runs

• Automatically skips past dates so every suggestion is actually bookable

In my own setup (15 PTO days + 12 public holidays + 7 company days), the tool found a way to reach 56 total days off in 2026. That’s just one example — your number will depend on your country’s holidays and any company-specific days off. Some will get more, others less, but it’s interesting to see what’s possible when you map it out.

It’s free and runs in the browser: https://holiday-optimizer.com

Would love feedback on edge cases, performance, or any odd calendar setups it doesn’t handle well.