Best AI Coding Assistants · head-to-head

Windsurf (now Devin) vs Cursor

A sourced, side-by-side comparison for ai coding assistants. Windsurf (now Devin) has the lower entry price. Every figure links to the vendor's own page and the date we captured it.

At a glance

  • Price: Windsurf (now Devin) $0/mo vs Cursor $0/mo — Windsurf (now Devin) is cheaper to start.
  • Free tier: Windsurf (now Devin) Yes; Cursor Yes.
  • HIPAA: Windsurf (now Devin) —; Cursor —.

Side by side

Windsurf (now Devin)Cursor
Entry price$0/mo (Free)$0/mo (Hobby)
Free tierYesYes
HIPAA (BAA)
SOC 2Yes
GDPR
Best forEngineering teams wanting to parallelize repetitive dev workIndividual engineers wanting best-in-class autocomplete

Sources — Windsurf (now Devin): devin.ai (verified 2026-06-14). Cursor: cursor.com (verified 2026-06-14).

Key features

Windsurf (now Devin): Fully autonomous AI software engineer — handles multi-week projects end-to-end; Multi-repository code migration and legacy modernization (COBOL, .NET, ETL); PR review with visual QA using browser and desktop automation; Session-based learning: improves from past interactions and codebase tribal knowledge; Spin up parallel team of Devin agents for large tasks; Custom fine-tuning on domain-specific workflows (2x task improvement demonstrated); Ephemeral isolated sandboxes — destroyed after each session; Every session produces exportable audit transcript (SIEM-compatible); Unlimited inline edits and Tab completions on all plans (including Free); SAML SSO on Enterprise; role-based access controls; least-privilege by default

Cursor: Proprietary Tab autocomplete model trained for speed and accuracy; Multi-model selection: GPT-5.5, Claude Opus 4.8, Gemini 3.1 Pro, Grok 4.3, Cursor Composer 2.5; Full codebase semantic indexing for context-aware suggestions; Autonomous agent mode with configurable autonomy level; Privacy Mode: opt-in prevents training on user code (free and paid); SOC 2 Type II certified; SAML/OIDC SSO on Teams plan; SCIM provisioning on Enterprise; Audit logs and AI code tracking API on Enterprise; Cloud agents for async background work

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