44 | I Let AI Plan Our Sister Trip: What Worked, What Didn’t, and What I’d Do Differently

I used AI (ChatGPT) to plan a week-long sister trip on a tight budget—here’s exactly how I prompted it, what it did well, where it missed, and how we adjusted in real time. If travel planning overwhelms you, this will show you how AI can remove the heavy research while keeping your voice and preferences front and center.Takeaways:Give AI the real constraints: budget, past destinations, driving radius, and your must-haves.Ask for combined options (e.g., historic + beach + walkable + budget).Treat AI’s itinerary as a guide—add buffer time for driving, walking, and lingering.Re-prompt for realism: “Double drive times,” “assume average walking pace,” and “build relaxed blocks.”Use AI for food ideas, activity filters, and cost estimates—then verify any big-ticket items.Links:Join the AI for Mompreneurs membership: https://aiformompreneurs.net/Website: https://samanthawelch.net/ AI for mompreneurs, overwhelmed mom, simplify business, decision fatigue, AI trip planning, travel planning with AI, boundaries in business Get full access to AI For Mompreneurs at samanthawelchai.substack.com/subscribe