Vacation Maximizer – Maximize PTO by taking days off around holidays
Hey! In my last job I was constantly wondering when it would be best to take days off so I could enjoy the most days off in a row, so I made this tool! It tries to schedule PTO around holidays so that you get the most consecutive time off while spending as few days as possible. You can set some constraints, customize the holidays and define mandatory vacation days (in case your company mandates them). If you try for 2025, you should see results for the rest of the year. If there are unscheduled days, it's because there isn't a particularly good period to take them off. (I should make this…
Vacation Maximizer – Maximize PTO by taking days off around holidays launched on July 23, 2025 with 6 votes and more than 75% of that year's launches. The site was still online in September 2026, 1 year on.
What it does
Free PTO optimizer that calculates the best days to take vacation around holidays. Maximize consecutive days off: turn 10 PTO days into 40+ days off. No signup required.
Public holidays land on different weekdays every year. Line your PTO up with them and the same allowance stretches into far longer breaks. Pick your country below to see which days are worth booking. Days you already have to take. They come out of your allowance. Pick a country to load its public holidays, or add your own. Already worked out for the countries we see most, with the exact days tofrom vacation-maximizer.com
In the maker’s words, at launch
Hey! In my last job I was constantly wondering when it would be best to take days off so I could enjoy the most days off in a row, so I made this tool! It tries to schedule PTO around holidays so that you get the most consecutive time off while spending as few days as possible. You can set some constraints, customize…
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Maximize Vacation Days2024 · calamari.io · ▲13Let's stretch your time off from 20 to 54 days or more
Stretch My Time Off – An Algorithm to Optimize Your Vacation Days2024 · stretchmytimeoff.com · ▲358Hey HN! I built StretchMyTimeOff as a quick experiment using Cursor (Anysphere's AI code editor) and GPT-4o to see how far AI could go in building a simple, functional site. What it does: The site helps you get the most out of your vacation by suggesting optimal days to take off around national holidays, maximizing long breaks with minimal vacation days, anywhere in the world and for any calendar year. It's an idea I've had for a while, and building the algorithm with GPT was a fun challenge. Any feedback or ideas I'm all ears :)
- TTTool to help workers get the longest possible vacations2018 · stretchyourannualleave.com · ▲10
Get maximum vacation days by taking into account public holidays using the lowest amount of actual vacation days.
2025 PTO Optimizer2025 · anoopdixith.com · ▲3Strategically Plan Your PTO for Maximum Extended Relaxation
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