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Calendars · head to head

Fantastical vs Proposify

Fantastical logo

Fantastical

Calendars

The calendar app you'll love to use

From
Free
Rated
-
Full reviewWebsite
Proposify logo

Proposify

Sales Enablement

Proposal Software That Closes Deals

From
$19/month
Rated
-
Full reviewWebsite

The short version

  • Only Fantastical has a free tier, so it costs nothing to try first.
  • Each has a real cost: Fantastical premium subscription required for advanced features at $56.99/year; Proposify document sends are capped monthly and billed per overage, at 10 sends on Basic with $0.50 each beyond
  • They diverge on capability: Fantastical covers Natural language input, Proposify covers Proposal templates.
  • Prices and features above were last checked on 30 August 2026.

Where they differ

Only the attributes on which Fantastical and Proposify actually diverge.

Attributes where Fantastical and Proposify differ
AttributeFantasticalProposify
Starting priceFree$19/month
Pricing modelUnknownsubscription
Free tierYesNo
PlatformsmacOS, iOS, iPadOS, Apple Watch, Apple Vision Pro, WindowsWeb
CategoryCalendarsSales Enablement
Founded20112013

Identical on both: user rating (Not yet rated).

What each one covers

Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.

Only in Fantastical

  • Natural language input
  • Calendar sets
  • Weather integration
  • Scheduling
  • Tasks
  • Google Calendar
  • Outlook
  • iCloud

Only in Proposify

  • Proposal templates
  • Content library
  • Electronic signatures
  • Analytics
  • Interactive pricing
  • Salesforce
  • HubSpot
  • Pipedrive

What people use each for

The jobs each tool is most often brought in to do.

Fantastical

  • Schedulingnot Proposify
  • Appointment bookingnot Proposify
  • Time trackingnot Proposify
  • Resource managementnot Proposify
  • Team coordinationnot Proposify

Proposify

  • Document proposal and template managementnot Fantastical
  • Sales document tracking and managementnot Fantastical
  • Team collaboration on proposalsnot Fantastical

Where each one falls short

Documented limitations, not opinions. Every one is a constraint you would hit in normal use.

Fantastical

  • Premium subscription required for advanced features at $56.99/year
  • Primarily designed for Apple ecosystem; Windows version is resource-intensive
  • No native Android app, limiting cross-platform usage
  • No web interface for calendar access
  • Shows events but lacks event management capabilities compared to specialized task tools

Proposify

  • Document sends are capped monthly and billed per overage, at 10 sends on Basic with $0.50 each beyond
  • The Business plan's overage rate of $0.75 per send is higher than either cheaper plan despite starting at $3,900 a year
  • Document analytics, integrations and custom fields all require the Team plan at $49 per user per month
  • API access and SSO are Business only
  • The Basic plan includes a single collaborator seat

Pricing, plan by plan

Fantastical

Free
  • FreeFree
    • Basic calendar views (day, week, month, quarter, year)
    • Natural language event entry
    • 3-day weather forecast
  • Individual Premium$56.99/year
    • All free features
    • Task management with Todoist and Google Tasks
    • Unlimited calendar sets
  • Family Premium$89.99/year
    • All Individual Premium features
    • Up to 5 family members
    • Shared calendars

Proposify

$19/month
  • Basic$19/month
    • 10 document sends per month
    • Annual billing (monthly billing: $29/month)
    • Overage: $0.50 per send
  • Team$41/month
    • 30 document sends per month
    • Annual billing (quarterly billing: $49/month)
    • Overage: $0.30 per send
  • Business$3900/year
    • 75 document sends per month
    • Custom pricing (starts at $3,900/year)
    • Overage: $0.75 per send
  • Enterprise$null/month
    • Custom pricing and send limits

Which should you pick?

Choose Fantastical if

  • You need natural language input.
  • You want to start without paying.
  • You work on macOS, iOS, iPadOS, Apple Watch, Apple Vision Pro, Windows.
  • You also want calendar sets.
Fantastical review

Choose Proposify if

  • You need proposal templates.
  • You also want content library.
Proposify review

Questions people ask

Is Fantastical or Proposify better?
Neither clearly leads. Fantastical starts at Free and Proposify at $19/month, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, Fantastical or Proposify?
Fantastical has a free tier; the other does not. Paid plans start at Free for Fantastical and $19/month for Proposify.
Does Fantastical or Proposify run on more platforms?
Fantastical runs on macOS, iOS, iPadOS, Apple Watch, Apple Vision Pro, Windows. Proposify runs on Web.
Can I use Fantastical for free?
Yes. Fantastical has a free tier, so you can try it without paying. Proposify starts at $19/month.
What is Fantastical best used for?
Fantastical is most often used for scheduling, appointment booking, time tracking, resource management. Of those, scheduling and appointment booking are not what Proposify is typically brought in for.
What can Fantastical do that Proposify cannot?
Fantastical covers Natural language input, Calendar sets, Weather integration, Scheduling. Proposify covers Proposal templates, Content library, Electronic signatures, Analytics.

Answered from the vendors’ own pages

Fantastical: Does Fantastical have a free plan?

Yes, Fantastical offers a free tier with basic calendar views (day, week, month, quarter, year), natural language event entry, and 3-day weather forecast. Premium features including task management integrations and family sharing require a paid subscription at $56.99/year or $6.99/month.

Source
Proposify: How much does Proposify cost?

Proposify Basic plan costs $19/user/month (annual) or $29/user/month (monthly). Team plan is $41/user/month (annual) or $49/user/month (quarterly). Business starts at $3,900/year with custom pricing for Enterprise. All prices in USD.

Source
Fantastical: Can I create events using natural language?

Yes, Fantastical's signature feature is natural language processing, allowing you to create events by typing or speaking in plain English. You can type things like 'dinner tomorrow at 7 pm with Sarah' and it automatically parses the date, time, and attendees.

Source
Proposify: What document send limits does each plan include?

Basic includes 10 monthly sends ($0.50 per overage), Team includes 30 monthly sends ($0.30 per overage), and Business includes 75 monthly sends ($0.75 per overage). Enterprise has custom limits.

Source
Fantastical: What calendar services does Fantastical support?

Fantastical integrates with Google Calendar, iCloud, Microsoft 365, Exchange, Office 365, and Fastmail. It supports multiple account types and syncs changes across all connected services.

Source
Proposify: Does Proposify offer a free trial?

Yes, Proposify offers a 14-day free trial on the Team plan features with no credit card required.

Source
Fantastical: What task management apps can I integrate with Fantastical?

Fantastical supports Todoist, Google Tasks, and Microsoft 365 tasks. Tasks sync bidirectionally, and changes made in Fantastical reflect back in your task service.

Source
Proposify: How much do I save with annual billing?

Annual billing offers significant discounts compared to monthly options. For example, Basic plan saves up to 4 months of fees per year when billed annually versus monthly.

Source
Fantastical: Does Fantastical work on Windows?

Fantastical for Windows was released in October 2024, though it is resource-heavy compared to the macOS and iOS versions. The app is feature-complete but less polished than the Apple platform versions.

Source
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