Windsurf Migration Deep Dive

Windsurf Migration Deep Dive

Current State

Collect source and target editor versions during the inventory step; do not execute shell substitutions while loading this skill.

Overview

Comprehensive guide for migrating teams to Windsurf from VS Code + Copilot, Cursor, or other AI editors. Covers settings transfer, concept mapping, team rollout planning, and rollback strategy.

Prerequisites

• Current editor still installed (for config export)
• Target repositories identified
• Team buy-in for evaluation period

Tool Use

• Use Read to inspect only the repository files and configuration needed for the request.
• Use Write only for a new artifact the user requested; never write credentials or unreviewed production configuration.
• Use Edit for bounded, reviewable changes and preserve unrelated user work.
• Use only the command-scoped Bash entries declared in frontmatter, with non-destructive checks before mutations.

Instructions

Step 1: Feature Comparison Matrix

Step 2: Migrate from Cursor

#!/bin/bash
set -euo pipefail
echo "=== Migrating Cursor → Windsurf ==="

# 1. Convert rules files
if [ -f .cursorrules ]; then
  mkdir -p .devin/rules
  cp .cursorrules .devin/rules/project.md
  echo "Converted .cursorrules → .devin/rules/project.md"
fi

# 2. Convert ignore file
if [ -f .cursorignore ]; then
  cp .cursorignore .codeiumignore
  echo "Converted .cursorignore → .codeiumignore"
fi

# 3. Convert workspace rules
if [ -d .cursor/rules ]; then
  mkdir -p .devin/rules
  for rule in .cursor/rules/*.md; do
    [ -f "$rule" ] || continue
    BASENAME=$(basename "$rule")
    cp "$rule" ".devin/rules/$BASENAME"
    echo "Copied rule: $BASENAME"
  done
  echo ""
  echo "NOTE: Review .devin/rules/ files."
  echo "Windsurf uses frontmatter with 'trigger:' field:"
  echo "  trigger: always_on | glob | model_decision | manual"
  echo "  globs: **/*.test.ts (for glob trigger)"
fi

# 4. Migrate extensions
if command -v cursor &>/dev/null; then
  cursor --list-extensions > /tmp/cursor-extensions.txt
  echo ""
  echo "Extensions to install in Windsurf:"
  grep -v "cursor\|anysphere" /tmp/cursor-extensions.txt | while read ext; do
    echo "  windsurf --install-extension $ext"
  done
fi

echo ""
echo "Migration complete. Remove Cursor-specific references from .devin/rules/project.md"

Step 3: Migrate from VS Code + Copilot

#!/bin/bash
set -euo pipefail
echo "=== Migrating VS Code + Copilot → Windsurf ==="

# 1. Export and install extensions
code --list-extensions > /tmp/vscode-extensions.txt
echo "Installing $(wc -l < /tmp/vscode-extensions.txt) extensions..."
grep -v "github.copilot" /tmp/vscode-extensions.txt | while read ext; do
  windsurf --install-extension "$ext" 2>/dev/null || echo "  SKIP: $ext"
done

# 2. Copy settings
SRC="$HOME/.config/Code/User/settings.json"
DST="$HOME/.config/Windsurf/User/settings.json"
[ -f "$SRC" ] && cp "$SRC" "$DST" && echo "Settings copied"

# 3. Copy keybindings
SRC_KB="$HOME/.config/Code/User/keybindings.json"
DST_KB="$HOME/.config/Windsurf/User/keybindings.json"
[ -f "$SRC_KB" ] && cp "$SRC_KB" "$DST_KB" && echo "Keybindings copied"

# 4. Create new Windsurf-specific config (no equivalent in VS Code)
echo ""
echo "NEW: Create these files for Windsurf AI features:"
echo "  .devin/rules/project.md   — project context for Cascade AI"
echo "  .codeiumignore   — exclude files from AI indexing"
echo "  .devin/rules/ — triggered workspace rules"

Step 4: Team Rollout Plan

# Phased rollout strategy
migration_plan:
  week_1_pilot:
    participants: "2-3 senior developers"
    goals:
      - "Install Windsurf, import VS Code settings"
      - "Create .devin/rules/project.md for 1-2 main repos"
      - "Use Cascade for real tasks, document experience"
    success_criteria: "Pilot devs productive in Windsurf"

  week_2_expand:
    participants: "Full team (keep old editor available)"
    goals:
      - "All team members install Windsurf"
      - "Run setup-windsurf.sh for each repo"
      - "Training session: Cascade, Supercomplete, Workflows"
    success_criteria: ">70% team using Windsurf daily"

  week_3_optimize:
    participants: "Full team"
    goals:
      - "Refine .devin/rules/project.md based on team feedback"
      - "Create team workflows for common tasks"
      - "Configure Turbo mode allow/deny lists"
    success_criteria: "Acceptance rate >25%, team satisfied"

  week_4_commit:
    participants: "Full team"
    goals:
      - "Remove old editor from default toolchain"
      - "Decommission Copilot/Cursor licenses"
      - "Document final configuration"
    success_criteria: "100% team on Windsurf, licenses cancelled"

Step 5: Rollback Plan

rollback:
  trigger: "Team productivity drops or critical issues discovered"
  steps:
    1. "Keep old editor installed during evaluation (don't uninstall)"
    2. "Git config files (.devin/rules/project.md, .codeiumignore) don't affect other editors"
    3. "VS Code settings already backed up during migration"
    4. "Cancel Windsurf subscription within trial period"
  note: "Windsurf config files are safe to leave in repo — they're ignored by other editors"

Output

Deliver a migration inventory, feature mapping, converted configuration, unsupported-item list, validation evidence, user communication, and rollback path. Preserve the source editor configuration until the target cohort signs off on the migrated workflow.

Error Handling

Examples

Quick Evaluation Script

# Install Windsurf alongside existing editor
brew install --cask windsurf  # macOS

# Import settings
windsurf --list-extensions  # Check what's already imported

# Open same project in both editors, compare AI quality
windsurf /path/to/project
cursor /path/to/project  # or: code /path/to/project

Concept Quick Reference

Copilot → Supercomplete (Tab completions)
Copilot Chat → Cascade Chat (Cmd+L, Chat mode)
Copilot Edit → Cascade Write (Cmd+L, Code mode)
Composer (Cursor) → Cascade Write
Cmd+K (Cursor) → Cmd+I (Windsurf Command)
.cursorrules → .devin/rules/project.md
.cursorignore → .codeiumignore

Resources

• Focused first-party references
• Windsurf Download
• Windsurf vs Cursor Comparison
• Windsurf Changelog

Related Skill

Continue with windsurf-advanced-troubleshooting when migration validation exposes indexing, extension, MCP, authentication, persistent workspace-state, or editor-runtime failures.