Practical AI Travel Planning Workflow: What Works and What Doesn't

AI Travel Planning: One Year, Six Countries
A developer has been using AI tools for travel planning for about a year, covering six countries ranging from weekend city breaks to two-week trips. The experience reveals specific strengths and weaknesses of current AI systems for practical travel planning.
What AI Does Well
- Rapid itinerary creation: Building day-by-day itineraries in minutes instead of hours. Example: Giving Claude "4 days in Dubai, 2 colleagues, architecture and food, mid-range budget" produced a solid plan in 2 minutes.
- Discovering hidden gems: Surfacing experiences not found on page 1 of Google. A suggested dhow dinner cruise became a trip highlight.
- Logistics optimization: Grouping nearby attractions, estimating transit times, and suggesting optimal visit order.
- Budget accuracy: Budget breakdowns were within 10-15% of actual spending.
Where AI Still Fails
- Opening hour inaccuracy: Opening hours are wrong approximately 20% of the time.
- Over-scheduling: AI consistently suggests too much content. The developer cuts about 30% of what any AI suggests.
- No real-time awareness: Without browsing capabilities (like Perplexity), AI doesn't know about closed restaurants, renovations, or seasonal changes.
- Missing local nuance: AI won't identify tourist traps or provide genuine local insights.
Current Workflow
The developer has refined their approach to a five-step process:
- Use ChatGPT or Claude for initial itinerary framework
- Use Perplexity for anything requiring current information (prices, hours, availability)
- Verify everything on Google Maps
- Check Reddit/forums for local perspective
- Return to AI to adjust based on all verification
The developer has written a full breakdown of tools, workflows, and mistakes to avoid at their personal site.
📖 Read the full source: r/ClaudeAI
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