Calendly with Keeper.sh: sync multiple calendars

By Rida F'kih · November 10, 2026

You do not need a Calendly alternative to sync multiple calendars: Calendly takes the bookings, and a calendar sync service puts the busy time it cannot see onto a calendar it checks. Calendly checks 1 connected calendar on its Free plan and up to 6 per user on paid plans, from Google Calendar, Office 365 or Outlook.com, and Exchange. Keeper.sh, a calendar sync service, copies events from your other calendars onto the calendar Calendly checks as busy blocks and keeps the copies current. It is free for 2 calendar accounts and 3 connections, and Pro is $5 a month for unlimited calendars.

The table sets out what each product does, and links each Calendly figure to the Calendly page it comes from.

Keeper.shCalendly
What it doesCopies events between calendars as busy blocksBooking links that offer your free times and add each booking to your calendar
Calendars it connectsGoogle Calendar, Outlook, iCloud, Fastmail, any CalDAV serverGoogle Calendar, Office 365 or Outlook.com, Exchange (Calendly help, checked 10 November 2026)
iCloudConnects with an app-specific passwordNot among the calendar platforms Calendly lists (Calendly help)
How many calendars2 accounts and 3 connections on Free; unlimited on Pro (pricing)1 calendar on Free; up to 6 per user on paid plans (Calendly help)
Where a new booking goesCopied from the calendar Calendly writes to onto any other calendar you connectOne calendar: "Calendly events are added to one calendar only" (Calendly help)
Price$0 on Free; Pro is $5/month or $45/year$0 on Free; Standard $10 and Teams $16 per seat a month billed yearly, or $12 and $20 billed monthly (Calendly pricing, checked 10 November 2026)

What Calendly checks, and where it stops

Calendly blocks a slot only when a calendar it checks for conflicts shows that time as busy. Its help centre lists three supported platforms (Google Calendar, Office 365 or Outlook.com, and Exchange) and two limits: "Free plan: Connect 1 calendar" and "Paid plans: Connect up to six calendars per user" (Calendly help).

Four kinds of calendar fall outside that:

  • An iCloud calendar. iCloud is not among the calendar platforms Calendly lists.
  • A Fastmail, Nextcloud or other CalDAV calendar. These are not on Calendly's list.
  • A second calendar on Calendly's Free plan. The Free plan has one calendar connection.
  • More than 6 calendars on a paid plan. Paid plans connect up to 6 calendars per user.

Bookings have a similar limit in the other direction. Calendly adds each booking to one calendar, so your other calendars do not show the meeting unless something copies it there.

What Keeper.sh adds to Calendly

Keeper.sh is a calendar sync service that copies events between Google Calendar, Outlook, iCloud, Fastmail and any CalDAV server, so every calendar shows you as busy at the same times. With Calendly, that means two things:

  • Calendly sees calendars it cannot connect. A connection from your iCloud, Fastmail or second Google calendar onto the calendar Calendly checks writes a busy block there for each event. Calendly reads that calendar as usual and stops offering those times.
  • Your other calendars see Calendly bookings. A connection from the calendar Calendly writes to onto your other calendars copies each booking across, so a colleague looking at your work calendar sees the time is taken.

Each copy is a busy block named after the source calendar. The title, description and location are hidden by default, Pro can turn them back on per calendar, and guest lists are never copied. Each connection runs one way, so two-way sync is two connections. The calendar sync features page lists what else a connection can do.

Set up Calendly and Keeper.sh together

  1. Create a Keeper.sh account (sign up) and connect two calendar accounts: the one Calendly checks, and the one it cannot see.
  2. Add a connection from the calendar Calendly cannot see to the calendar it checks.
  3. In Calendly, open Availability > Calendar settings and confirm that the destination calendar is selected for conflict checks.
  4. To show bookings on the other calendar as well, add a second connection in the opposite direction.

The post on how to stop Calendly double-booking covers the Calendly settings in more detail.

Calendar sync for Calendly and booking tools walks through the layouts for one booking page fed by several calendars.

How soon a new event reaches the calendar Calendly checks

On Pro, Google and Outlook changes land within seconds, and iCloud, Fastmail and CalDAV changes land every minute. On Free, changes land every 30 minutes. Calendly then reads the busy block the same way it reads any other event on that calendar.

What the pair costs

Calendly's Free plan and Keeper.sh's Free plan work together at no cost for one extra calendar: 2 accounts and a connection in each direction use 2 of the 3 free connections. Three or more calendar accounts need Keeper.sh Pro, at $5 a month or $45 a year, and Calendly can stay on its Free plan because it still checks only one calendar.

Calendly's paid plans are priced per seat and connect up to 6 calendars per user: Standard is $10 per seat a month and Teams is $16 billed yearly, or $12 and $20 billed monthly (Calendly pricing).

Schedulers that include calendar sync

OneCal, CalendarBridge and Notion Calendar each include booking links and calendar sync:

Common questions about Calendly and multiple calendars

Is Keeper.sh a Calendly alternative?

No. Calendly is a scheduling tool and Keeper.sh is a calendar sync service; the two are used together. Calendly takes the bookings and Keeper.sh copies busy time from calendars Calendly cannot check onto one it can.

Can Calendly sync two calendars with each other?

No. Calendly reads connected calendars for conflicts and adds each booking to one calendar. It does not copy existing events from one calendar to another.

Does Keeper.sh work with Calendly's free plan?

Yes. Calendly's Free plan checks 1 calendar, and Keeper.sh's Free plan can copy a second calendar account's events onto it every 30 minutes. Both stay free.

Will Calendly bookings show up on my other calendars?

Calendly adds a booking to one calendar. A Keeper.sh connection from that calendar to your others copies each booking across as a busy block.

Other comparisons

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