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Windsurf

Sahil Kapoor's Playbook May 17, 2026
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Windsurf (by Codeium) is an AI IDE that competes directly with Cursor. Its key differentiator is Cascade, an agentic system designed around "flows", coherent multi-step coding sessions where the agent understands and remembers what it has done across many tool calls, rather than treating each interaction as isolated.

Cascade: The Core Agent

Cascade has simultaneous awareness of:

  • Your entire codebase (indexed for semantic search)
  • Terminal output (sees errors as they happen)
  • Browser state (can observe the running app)
  • File changes in real time

This lets Cascade complete tasks like "implement this feature, run the tests, and fix anything that fails" as a single coherent flow, without you explicitly managing context handoff between steps.

Write vs Chat Modes

Windsurf distinguishes between:

  • Write mode , the agent makes changes (Cascade); requires approval for file writes
  • Chat mode , read-only exploration and explanation

This separation reduces accidental modifications during exploratory conversations.

Windsurf vs Cursor

Both Windsurf and Cursor are VS Code forks with deeply integrated AI agents. The key differences:

  • Windsurf emphasizes Cascade's "continuous awareness" of terminal/browser state during a flow
  • Cursor has more established Mcp Model Context Protocol support and Cursor Rules for project-level configuration
  • Model selection: both support multiple underlying LLMs; Codeium's proprietary models are available exclusively in Windsurf

Pricing

Windsurf offers a free tier (limited model access) and paid plans. The free tier makes it accessible for side projects; the paid plans compete with Cursor Pro in pricing and capabilities.

Related Terms

  • Cursor, primary competitor; stronger MCP ecosystem
  • Github Copilot, extension-based alternative with broader IDE support
  • Mcp Model Context Protocol, protocol for AI tool integrations
  • Openhands, open-source alternative for teams that need self-hosted agents

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