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Life & fun · alternatives · 2026

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24 alternatives to Tool to help workers get the longest possible vacations

Get maximum vacation days by taking into account public holidays using the lowest amount of actual vacation days.

This tool helps workers and employers maximize vacation time by strategically planning days off around public holidays. It eliminates manual spreadsheets and complex calculations by automatically identifying optimal… Below are 24 products that do a similar job, ranked by how close each is in meaning and then by launch-day votes. Prices are shown for the 1 we have checked on their own sites, 1 of them free or with a free tier. Tool to help workers get the longest possible vacations launched in 2018; newer entries below may have overtaken it.

  1. 1

    Tool to help workers get the longest possible vacations

    2018 · stretchyourannualleave.com · its alternatives →

  2. 2

    Find the best days for vacation

    2024 · vacaywiser.com · its alternatives →

  3. 3

    Hey 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 :)

    2024 · stretchmytimeoff.com · its alternatives →

  4. 4

    Maximize time off with minimum leave days

    2025 · offday.app · its alternatives →

  5. 5

    Optimize your vacation days with AI-powered planning

    2024 · stretchmytimeoff.com · its alternatives →

  6. 6

    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…

    2025 · vacation-maximizer.com · its alternatives →

  7. 7
    Pause▲396

    A time-off tool that puts the team back in 'team planning'

    2021 · getpause.com · its alternatives →

  8. 8

    PTO and vacation tracking software

    2021 · day-off.app · its alternatives →

  9. 9

    The easiest way to track your team’s vacations and days off.

    2019 · vacationtracker.io · its alternatives →

  10. 10

    Let's stretch your time off from 20 to 54 days or more

    2024 · calamari.io · its alternatives →

  11. 11

    Count down the days to holidays, seasons, movies, sports events and more. Live countdown timers and clocks for every event — personalise with effects, backgrounds and sharing.

    2016 · days.to · its alternatives →

  12. 12

    Track your Vacation Days to Take More Time Off to Travel

    2019 · its alternatives →

  13. 13

    Stay out of office, more often

    2025 · its alternatives →

  14. 14

    Strategically Plan Your PTO for Maximum Extended Relaxation

    2025 · anoopdixith.com · its alternatives →

  15. 15

    Browse 23900+ jobs at 1850+ companies offering 4-day work weeks, flexible hours, and reduced schedules. Find your next role with better work-life balance.

    2021 · fourdayweek.io · its alternatives →

  16. 16

    Count workdays fast — exclude weekends & holidays

    2025 · howmanybusinessdays.com · its alternatives →

  17. 17

    Plan holidays smarter

    Jul 2026 · play.google.com · its alternatives →

  18. 18

    Remote-friendly leave tracking solution for Microsoft Teams.

    2021 · vacationtracker.io · its alternatives →

  19. 19PT
  20. 20
    7shifts▲81

    Modern employee scheduling for restaurants

    2019 · 7shifts.com · its alternatives →

  21. 21
    Week 4.0▲116

    New way to plan your schedule

    2023 · its alternatives →

  22. 22

    Accurate and simple PTO calendar

    2021 · tmetric.com · its alternatives →

  23. 23

    Smart Family Leave Planner and Optimizer

    2025 · leaveproplanner.com · its alternatives →

  24. 24

    Easy and secure scheduling of staff

    2022 · tmetric.com · its alternatives →

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Ranked by how close each launch is in meaning, then by votes. Prices were read from each product’s own site when checked and can change. Refine with your own description →