Connect Windsurf to iCloud

1. Create your Pear account

Sign up at pearmcp.com, then connect iCloud with an App-Specific Password.

2. Add Pear to Cascade

In Windsurf:

1. Open Settings → Tools → Windsurf Settings → Add Server
2. Add Pear as a Streamable HTTP server with URL https://pearmcp.com/api/mcp
3. Refresh the server list after saving
4. If Windsurf asks you to authenticate, finish the Pear sign-in flow in your browser

Windsurf also supports raw mcp_config.json editing, including remote HTTP headers, but the Add Server flow is the fastest route.

3. Start using it

Ask Cascade to use all 34 Pear tools:

• “Am I free at 3pm today?”
• “Create a meeting with the design team for Monday at 10am”
• “Set a reminder to update the staging environment”
• “Look up the product manager's email”
• “Show unread iCloud Mail about the release and draft a reply with next actions.”

What Pear unlocks inside Windsurf

• Manage calendar events, reminders, contacts, and Mail from the same Cascade conversation.
• Use free-time search, scheduling, and follow-up workflows alongside coding tasks.
• Keep Apple planning and communication in the same agent workflow instead of jumping between apps.
• Use one hosted MCP endpoint rather than maintaining custom Apple plumbing in your editor stack.

Why Windsurf + Pear?

Windsurf's Cascade is designed for agentic workflows that go beyond just code. With Pear, Cascade can help you plan your development sprints around your actual calendar availability, set deployment reminders, or quickly find a colleague's contact info — all without leaving the flow of coding.