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Work · alternatives · 2026

24 alternatives to VacayWiser

Find the best days for vacation

VacayWiser is a calendar tool that helps users find optimal vacation dates by analyzing public holidays and available leave days across 110+ countries. The algorithm displays results in an easy-to-use calendar… 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 2 we have checked on their own sites, 2 of them free or with a free tier. VacayWiser launched in 2024; newer entries below may have overtaken it.

  1. 1

    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 →

  2. 2

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

    2019 · vacationtracker.io · its alternatives →

  3. 3CR
  4. 4

    Track every country you've ever been to. Privately.

    Jan 2026 · getflags.app · its alternatives →

  5. 5TT

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

    2018 · stretchyourannualleave.com · its alternatives →

  6. 6
    Timewise▲162

    Instant calendar analytics for busy managers

    2019 · its alternatives →

  7. 7

    Tool to help workers get the longest possible vacations

    2018 · stretchyourannualleave.com · its alternatives →

  8. 8
    Mayday▲231

    A calendar designed to help you spend time better

    2021 · mayday.am · its alternatives →

  9. 9
    Vacay▲3

    Stop managing time off in group chats. Try Vacay free.

    Jun 2026 · vacay.work · its alternatives →

  10. 10
    Mayday▲198

    The AI-assisted calendar that helps you make time to thrive.

    2023 · mayday.am · its alternatives →

  11. 11

    Find the cheapest weekend flights with one click

    2018 · its alternatives →

  12. 12

    Your AI assistant for your first day back

    2024 · spoke.ai · its alternatives →

  13. 13

    Plan holidays smarter

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

  14. 14

    Maximize time off with minimum leave days

    2025 · offday.app · its alternatives →

  15. 15

    Hi HN, I’m the founder of Zesfy, a productivity app that I’ve been developing over the past few years. It’s designed to seamlessly integrate your tasks with your calendar, allowing you to transform your to-do lists into actionable events in just seconds. Here are some of its key features: - Task Progress: Automatically update your progress based on subtasks completed - Step: Create step-by-step breakdown of the subtask - Target: Organize tasks with due date - Session: Insert multiple tasks to calendar event - Space: Filter event from specific sets of calendars I recently introduced new…

    2024 · apps.apple.com · its alternatives →

  16. 16

    Easily schedule meetings without the back-and-forth emails

    2021 · calendly.com · its alternatives →

  17. 17

    Optimize your vacation days with AI-powered planning

    2024 · stretchmytimeoff.com · its alternatives →

  18. 18
    Busy▲108

    Spend less time tracking time

    2020 · finago.no · its alternatives →

  19. 19TM
  20. 20IB
  21. 21

    A simpler way to keep track of tasks and goals

    2020 · its alternatives →

  22. 22

    PTO and vacation tracking software

    2021 · day-off.app · its alternatives →

  23. 23
    koalalu▲68

    Slack bot that tells you when someone is on vacation

    2022 · its alternatives →

  24. 24
    Vacay▲2

    Plan your leaves for the year in minutes

    2019 · vacay.workofutkarsh.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 →