Keeper.sh is the Reclaim.ai alternative when a calendar you need to sync is on iCloud, Fastmail or a CalDAV server, or when you want calendar sync without a scheduling assistant around it. Reclaim.ai is an AI scheduling assistant, and its Calendar Sync "is only supported for calendars connected to a Google Calendar or Microsoft Outlook account" (Calendar Sync overview, checked 10 November 2026).
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. It is free for 2 calendar accounts and 3 connections, and Pro is $5 a month for unlimited calendars.
Keeper.sh and Reclaim.ai side by side
The table sets Keeper.sh beside Reclaim.ai's Calendar Sync feature, not its scheduling tools, and links each Reclaim.ai figure to its source (checked 10 November 2026).
| Keeper.sh | Reclaim.ai | |
|---|---|---|
| Free plan | 2 calendar accounts, 3 connections, no card (pricing) | Lite: 1 Calendar Sync, 2 connected calendars (Reclaim.ai pricing) |
| Entry price | $5/month, or $45/year, for unlimited calendars | Starter: $10/seat/month billed yearly, or $12/seat/month billed monthly (Reclaim.ai pricing) |
| Calendars supported | Google Calendar, Outlook, iCloud, Fastmail, any CalDAV server; .ics links read-only | Google Calendar and Outlook (Calendar Sync overview) |
| Update speed, Google and Outlook | Within seconds on Pro; every 30 minutes on Free | "in real time"; no figure published (Calendar Sync) |
| Update speed, iCloud and CalDAV | Every minute on Pro; every 30 minutes on Free | Not connected directly; an iCloud calendar shared into Google Calendar can see "long delays" (Calendar Sync overview) |
| What a copy shows by default | A busy block named after the source calendar; title, description and location hidden | Chosen per sync policy: a commitment label, "Busy", or event details (sync policies) |
| Trial | None needed: the Free plan has no time limit | Not needed for Lite, which is free; paid-plan trial terms not published |
Which calendars does each one connect?
Reclaim.ai's Calendar Sync covers Google Calendar and Outlook. The same help article says a calendar hosted on iCloud or another service can be used if it is shared into Google Calendar first, "though you may experience long delays in events synced from shared calendars" (Calendar Sync overview).
Keeper.sh connects Google Calendar, Outlook, iCloud, Fastmail and any CalDAV server, and reads and writes all five. iCloud connects with an app-specific password and Fastmail with an app password, so neither is routed through a shared Google calendar. Keeper.sh also takes an .ics link as a read-only source.
How fast do copies appear?
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.
Reclaim.ai says it "syncs events in real time" and that "Updates happen instantly—not on a timer or slow refresh" (Calendar Sync). It publishes no figure in seconds or minutes.
What does a copied event show?
Keeper.sh hides event details unless you turn them on. 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. On Pro, a calendar can also leave out all-day events, focus time and out of office events; the calendar sync features page lists these settings.
Reclaim.ai sets visibility on each sync policy. The choices are a Personal, Work or Travel Commitment, "Busy for all", and two levels that show event details to you or to people with access; the Lite plan offers the Personal and Work Commitment choices (sync policies). A single event stays out of the sync when its title or description contains #nosync, and all-day events are not synced unless the policy says so.
How does two-way sync work in each?
Both products copy one way per setup. On Keeper.sh, each connection runs one way, so two-way sync is two connections. A two-way pair uses 2 accounts and 2 connections, which fits the Free plan with one connection spare.
Reclaim.ai's help centre says "All you need to do is set up two sync policies" (syncing in multiple directions). The Lite plan includes 1 Calendar Sync.
What does each one cost?
Reclaim.ai's Lite plan is free and includes 1 Calendar Sync between 2 connected calendars. Billed yearly, Starter is $10 per seat a month, Business is $15 and Enterprise is $22. Billed monthly, Starter is $12 and Business is $18, and Enterprise is yearly only. Enterprise includes SSO and SCIM user provisioning (Reclaim.ai pricing).
On Keeper.sh, Free covers 2 calendar accounts and 3 connections. Pro is $5 a month or $45 a year for unlimited calendars, priced per person with no seats and no higher tier (pricing). A Keeper.sh account is one signed-in calendar service, however many calendars it holds. Sign-up needs no card: create a Keeper.sh account.
Can an assistant work with your calendars?
Keeper.sh runs an MCP server at https://www.keeper.sh/mcp, so an assistant such as Claude can act on every calendar you have connected. Its 27 tools read events, create, update and delete them, answer invitations, find free time across calendars and set up connections. The assistant signs in through OAuth 2.1 with a consent screen, with no API key to paste. On Free, the MCP server and the REST API share 25 calls a day, and Pro has no daily cap. The Keeper.sh MCP server documentation has the tool list and worked examples.
What Reclaim.ai offers beyond calendar sync
- AI scheduling: Reclaim.ai places tasks, habits and focus time on your calendar around existing events, which suits people who want their week planned for them.
- Scheduling links: booking links that share your availability.
- Per-policy visibility: commitment labels and detail levels chosen for each sync, plus
#nosyncfor single events. - Team plans: per-seat plans for organisations, with SSO and SCIM on Enterprise.
When Keeper.sh fits
- iCloud, Fastmail or CalDAV: your personal calendar is on iCloud, Fastmail, Nextcloud or another CalDAV server, and you want it connected directly.
- Free plan: the Keeper.sh Free plan has 3 connections, enough for a two-way pair and one more.
- Calendar sync alone: you plan your own week and want busy time copied between calendars for $5 a month.
- Copy range: an appointment booked 18 months ahead is copied the day you create it, because the default range runs two years ahead.
Step-by-step setup is in how to sync iCloud Calendar with Outlook and how to sync iCloud and Google Calendar.
Common questions about Keeper.sh and Reclaim.ai
Can Reclaim.ai sync an iCloud calendar?
Not directly. Reclaim.ai's Calendar Sync supports calendars connected to a Google Calendar or Microsoft Outlook account, so an iCloud calendar has to be shared into Google Calendar first. Keeper.sh connects iCloud with an app-specific password and reads and writes it.
Can I use Keeper.sh and Reclaim.ai together?
Yes. Keeper.sh can copy iCloud, Fastmail or CalDAV events onto a Google Calendar as busy blocks, and that Google Calendar can be one Reclaim.ai is connected to.
How much does Keeper.sh cost compared with Reclaim.ai?
Keeper.sh is free for 2 calendar accounts and 3 connections, and Pro is $5 a month or $45 a year. Reclaim.ai's Lite plan is free with 1 Calendar Sync, and Starter is $10 per seat a month billed yearly.
Does Keeper.sh copy guest lists?
No. Keeper.sh never copies guest lists on any plan, and the title, description and location of an event stay hidden unless Pro turns them on for that calendar.
How far ahead does Keeper.sh copy events?
Keeper.sh copies events from one month back to two years ahead by default. Pro can set the range anywhere from 1 week to 2 years.
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