Calendar 366 vs WeekCal

Calendar 366

• People who keep everything on Apple devices and want events and tasks in one app
• Mixing iCloud, Google, Microsoft 365, Fastmail and CalDAV accounts
• Buyers who prefer a one-time purchase to a subscription
• Mac users who want to manage their calendar from an AI assistant over MCP

WeekCal

• iPhone and iPad users who want more control than the built-in calendar gives
• People who enter the same kinds of events often and want templates
• Color-coding a busy schedule automatically with rules

Calendar 366

• Apple only: iPhone, iPad, Apple Watch and Mac. No Android, Windows or web version is listed.
• After the 7-day trial the free download keeps only basic features, and the vendor does not publish which features are premium.
• Prices appear only as App Store in-app purchases. Several have no billing period, and no monthly price for single-user Pro is shown.
• Siri AI is in beta, English only, and needs iOS, iPadOS or macOS 27. The MCP connection to AI assistants is Mac only.

WeekCal

• The App Store lists the Annual Pro Subscription at four prices from $7.49 to $39.99, and the vendor's site gives none, so the price charged is confirmed only in the app.
• All views, widgets, the Reminders view, the Join Meeting button and full Popular Calendars need a Pro subscription.
• The Google Play listing describes a shorter feature list for Android than the App Store listing does for iOS.
• No web or Windows version is listed.

Calendar 366

Natural language entry

Type what, when and where to create an event or task, with shorthand such as /Work for a calendar, -r1w for a weekly repeat and ! for priority. Apple Intelligence can be picked as the engine on iOS, iPadOS or macOS 27.

Tasks next to events

Tasks sit in the calendar with reminders, location-based alerts, priorities and notes, and can be filtered by today, overdue or important. They sync with Apple Reminders, Google Tasks, Microsoft to-dos and Todoist.

Views and calendar sets

Year, month, week, day and agenda views, plus month and week views paired with a list, in portrait and landscape. Calendar sets group calendars and lists and sync across devices.

Meetings and invitations

Creates Zoom, Google Meet and Microsoft Teams meetings and opens join links for services such as Webex and FaceTime. Invitations arrive in an inbox and can be accepted or declined there.

Widgets, Apple Watch and menu bar

20 home screen and desktop widgets, 6 lock screen widgets and 10 watch complications. The Watch app creates events and completes tasks, and the Mac version adds a full menu bar calendar.

Shortcuts, URL scheme and MCP

Supports Apple Shortcuts and a cal366:// URL scheme for automation. On Mac it can connect to Claude Desktop or LM Studio through the Model Context Protocol to show, create and reschedule entries by chat.

WeekCal

Day, agenda, month and year views

Events can be viewed by day, week, agenda, mini month, month or year, with color schemes and Dark Mode. Access to all views is part of WeekCal Pro.

Event templates and rules

Often-used events can be saved as templates, and rules assign colors or emojis to events automatically, for example by title or location.

Drag, copy and paste

Appointments are moved by dragging and can be copied and pasted, and batch operations change several events at once. Tap and hold adds an event at that time.

Works with existing calendars

Supports iCloud, Google Calendar, Yahoo Calendar, Outlook, Exchange ActiveSync, CalDAV and ICS subscription calendars, including shared calendars.

Popular Calendars and weather

Curated, auto-updating calendars for sports, holidays and similar topics can be added. Weather forecasts can be shown inside the calendar, and the App Store lists Weather as its own in-app purchase.

Reminders, widgets and meeting links

Pro adds a dedicated Reminders view, Lock Screen and Home Screen widgets and a Join Meeting button for virtual meetings. The app also runs on Apple Watch.

Calendar 366

• Free$0

  Free download with basic features. Neither the site nor the App Store listing says which features stay free after the 7-day trial.

• Pro (Yearly)$19.99

  per year

  Yearly subscription that unlocks the premium features, as labelled in the App Store's in-app purchase list.

• Pro (iOS)$19.99

  billing basis not shown on the App Store listing

  Listed without a period. The vendor's FAQ says a one-time purchase is offered next to the subscriptions.

• Pro$49.99

  billing basis not shown on the App Store listing

  Listed without a period or platform label. The site describes the app as a universal purchase across iPhone, iPad, Apple Watch and Mac.

• Pro Family (Monthly)$4.99

  per month, or $29.99 per year as Pro Family (Yearly)

  Family version of the Pro subscription, with monthly and yearly options in the App Store's in-app purchase list.

• Pro Family (iOS)$29.99

  billing basis not shown on the App Store listing

  Family version listed without a period. A second item named Pro Family, with no platform label, is listed at $69.99.

WeekCal

• Free$0

  The app without a subscription. Access to all views, widgets, the Reminders view and the Join Meeting button is reserved for Pro.

• Annual Pro Subscription$7.49 - $39.99

  per year; listed at $7.49, $12.99, $19.99 and $39.99

  Unlocks all views, widgets, Popular Calendars, the Reminders view and Join Meeting. The App Store lists this item at four prices.

• WeekCal Pro Annual$19.99

  per year

  A separately named annual Pro item in the App Store's in-app purchase list. A WeekCal Pro Tier item is also listed at $39.99.

• WeekCal Pro + Weather Monthly$2.99

  per month

  Pro together with the weather forecasts shown inside the calendar, billed monthly.

• WeekCal Weather - Monthly$3.99

  per month

  The weather forecast add-on by itself, as a monthly in-app purchase.

• WeekCal Pro + Weather Annual$39.99

  per year

  Pro together with weather forecasts, billed once a year.

Calendar 366

• Lifetime license

  One-time purchase in place of a subscription

  The FAQ on Calendar 366's site says that after the 7-day trial you can choose a subscription or a one-time purchase. The App Store lists Pro (iOS) at $19.99 and Pro at $49.99 without a billing period.

WeekCal

• Other savings

  Part of the Best Apps Bundle at $9.99 a month

  WeekCal is one of nine Maple Media apps in the Best Apps Bundle on appbundles.com: 7 days free with no credit card, then $9.99 per month. The bundle is for iOS only.