Lifetime Mac
Menu
Email, calendar & tasks

Calendar 366

Price: $49.99 once

Lifetime tierA one-time plan of a subscription app

Buy on the App Store Website

Price read on apps.apple.com, the page Buy on the App Store opens.

The catch

The $49.99 unlock is an in-app purchase, and separate iOS-only unlocks are sold alongside it

The full picture

This is a subscription-first product with a one-time option, not a perpetual licence. The unlock is an in-app purchase tied to your Apple Account, so it would not carry over if the developer ever shipped a new App Store listing, and Apple's listing never uses the word "Lifetime" for it. The site describes a "universal purchase" across Apple devices, but the listing also carries iOS-only unlocks at $19.99 and $29.99, so confirm with the developer what the $49.99 Mac unlock actually covers before assuming it includes iPhone, iPad and Watch. The free tier is genuinely limited and the premium trial runs for seven days. Not on Setapp.

Pays back in
11 months
Seats
Not stated
Developer account
None needed
Buy once$49.99Rent 5 years$285

$235 kept over five years, and you still have the app.
Against Fantastical (Flexibits Premium) at $57 a year, annual Flexibits Premium in-app purchase, $56.99. Also replaces Calendar 366 Pro (Yearly) at $20 a year, Calendars by Readdle, Vimcal and Notion Calendar paid tiers.

What it looks like

Calendar 366: Calendar 366's Mac Agenda view — left rail of days with coloured event blocks, week grid in the middle, plus the macOS menu bar with the app's menu-bar dropdown open on the right showing week/list and a day agenda. Rendered inside a MacBook frame on a teal background; the app UI is the dominant content and the menu bar with the app's own status item is visible. 315 KB WebP.
Calendar 366's Mac Agenda view — left rail of days with coloured event blocks, week grid in the middle, plus the macOS menu bar with the app's menu-bar dropdown open on the right showing week/list and a day agenda. Vendor site (calendar366.com landing screenshots)
Calendar 366: Dark-mode Calendar 366 Mac window, full month view for February 2026 with the mini-month + agenda side panel; an iPad running the same app overlaps the lower right. MacBook + iPad mockup composite. 287 KB WebP.
Dark-mode Calendar 366 Mac window, full month view for February 2026 with the mini-month + agenda side panel; an iPad running the same app overlaps the lower right. Vendor site

Images belong to their developers.

What you’re buying

Calendar 366 arrives as two things in one download: a full calendar window with day, week, month and list views, and the menu bar dropdown the app was originally known for. Events and Apple Reminders share the same lists, typed entry parses phrases like "lunch with Anna tuesday 1pm", and it uses the accounts macOS already holds rather than asking for logins of its own.

The pricing needs reading slowly. The download is free with a thin feature set, premium runs for seven days, and then you choose $19.99 a year or $49.99 once. The one-time unlock breaks even partway through the third year and then stops asking. It is an in-app purchase rather than a licence key, which means it lives with your Apple Account and would not survive the developer replacing the listing. Apple also sells iOS-only unlocks at $19.99, so if you want the iPhone app included in the $49.99, ask before paying rather than after.

Skip it if Apple's Calendar already does what you need — the free tier is limited enough that you will meet the wall within a day, and the whole value of the app sits behind the unlock. Releases land very often, which is reassuring about support and occasionally means a rough build.

What owners report

Points that recur across the discussions below. A report of what users say, not our verdict: we don’t review software.

Criticised

  • Owners of the previous version repeatedly object that the rewrite arrived with no upgrade price or discount, and that long-standing customers were treated as new ones
  • More than one person reports the new version fits fewer events into the same space than the app it replaced, in the menu bar panel as well as the list and month views
  • Several say they could not work out from the listing what the paid tiers actually unlock, and would not pay blind

Details

The price in full

Free download with a 7-day trial of premium features. The Mac App Store listing shows one-time unlocks "Calendar 366 Pro" $49.99 and "Calendar 366 Pro Family" $69.99, against subscriptions "Calendar 366 Pro (Yearly)" $19.99, "Calendar 366 Pro Family (Yearly)" $29.99 and "Calendar 366 Pro Family (Monthly)" $4.99. Separate iOS-only unlocks are listed at $19.99 and $29.99. The store does not label the one-time unlocks "Lifetime".

The Calendar 366 page at calendar366.com
The developer’s own page. calendar366.com, captured 22 Sep 2026
Free trial
Yes
Works offline
Yes
Apple Silicon
Native
On Setapp
No
Minimum macOS
macOS 14.6
App Store rating
3.4 from 41 people
Developer
Dominik Stoisits

Also bought outright

2Do$49.99

Configurable task manager, bought direct rather than from the App Store

BusyCal$49.99

Power-user Mac calendar that never went subscription

Things 3$49.99

Calm, opinionated to-do app you buy once per platform

GoodTask$39.99

Power-user front end for Apple Reminders and Calendar