Man Dancing on Whooop (Grey)

The Annual Leave Planner - Putting the Whooop into 'Out of Office'

Go on, bin those clunky manual processes, throw out those ugly spreadsheets and dance your way effortlessly through holiday admin with Leave Dates.

The super simple annual leave planner.

  • Free for up to 5 users
  • No credit card needed
  • Cancel any time


Showcase Placeholder - Step 1

Easily request leave

View the Leave Dates calendar on your laptop, phone or tablet. Click and drag over the dates you want to take off. Hit book. Your request is in.

Showcase Placeholder - Step 2

Check and approve

It's over to your approver. They'll check the request and hopefully approve it. You'll be kept informed of the latest updates.

Showcase Placeholder - Step 3

Report and customise

Choose between daily or weekly summary reports sent by email. Set allowances. Import data. Create leave limits. Even change leave types. Make Leave Dates work your way.

Showcase Placeholder - Step 1
Showcase Placeholder - Step 2
Showcase Placeholder - Step 3

Beautiful interface.

Beautiful interface, I tested over 12 online apps for scheduling and leave PTO tracking and found Leave Dates to be the most intuitive, user-friendly, gorgeous and affordable option.

Edouard Sabbah LCA CPA LLP

Simple to use.

Leave Dates has been easy to learn, simple to use, and offers all of the tools we were looking for. When a question has come up, customer service has been prompt and very helpful with their answers!

Nik Lance VP of Operations
Personal holidays calendars

Designed for employers

Hard working, available 24/7, a synchronising expert with a single source of out of office knowledge, Leave Dates is every employers’ employee of the month. And it can be yours today.

Track holidays on our mobile app.

Empowering for employees

Give staff that Friday feeling every day, with ownership of their own time off. No waiting, no pondering, just complete freedom to plan and book leave via our easy-to-use software.

Simple and clear UI.

Simple and clear UI, easy and intuitive to navigate and take necessary action like booking your own leave, approving your colleague's leave or checking the overview of the whole team and company.

Paulius P. SEO Team Lead

The employees absolutely love having 24/7 access.

This has been such a simple web interface to set up from an admin perspective, and the employees absolutely love having 24/7 access to their leave entitlement. Cannot rate the support highly enough either, all issues have been dealt with very promptly and efficiently.

Catriona Strauss PsychoLegal Experts

How to Prepare for Annual Leave

Preparing for annual leave doesn't have to be a headache. With a little planning, communication, and a healthy dose of encouragement, you can ensure that both your team and your business reap the benefits of regular breaks.

Read article
View all articles

Ready for your first date?

Take our annual leave planner for a spin

  • Free for up to 5 users
  • No credit card needed
  • Cancel any time