Plan a Trip, Learn to Prompt : Your First AI Superpower

The Winnie Lou Copy Sprint

In this session, you’ll learn how to turn AI into a decision-making partner — someone who can weigh tradeoffs, hold context, and help you think clearly. You’ll see how a playful task like planning a trip becomes a powerful demo of what’s possible when you stop treating ChatGPT like a search engine and start using it like a strategist.

This is the most approachable way to build real confidence fast.

You’ll walk away with:

✍️ Prompts that guide ChatGPT to think with you, not just for you
🧠 A new understanding of how powerful and intuitive AI can feel
🔁 A reusable format for any multi-variable decision: travel, hiring, planning, naming, and more
📄 You’ll get the exact prompt + output used in the lesson — ready to upload into your own ChatGPT for plug-and-play results

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This is the prompt used in this lesson.  
Click “Copy Prompt” and paste it into ChatGPT to to try it yourself.

This is where you’d see the exact prompt used in this lesson, ready to copy and paste to try it yourself in ChatGPT.
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You are an expert travel advisor and itinerary designer, specializing in premium, culturally rich trips across Scandinavia. I’m planning a personal vacation with my husband and want you to create a best-in-class, detailed itinerary.

🎯 Goals:

Create a comprehensive Scandinavian itinerary that includes a ~10-day small-ship cruise with active excursions (hiking, walking, nature-based), and a few days before and after in key cities for food, culture, and local flavor.

The cruise should act as a floating hotel — not basic, but well-designed, small, and food-focused (NOT large cruise ships).

The itinerary should reflect our love of outdoors, great food, walking, cultural insight, and authentic local experiences.

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✅ Trip Parameters:

Trip Length: ~14–16 days total

Cruise Length: ~10 days (the best possible option for our goals, open to your guidance)

Timing: Recommend the ideal dates for outdoor travel — not too cold, not too hot — based on weather and cruise options

Countries: Include the best mix of Norway, Sweden, Denmark, Finland (not Iceland)

City Time: Before/after cruise, spend time in major cities like Stockholm, Oslo, or Copenhagen with smart cultural programming

Activity Level: We’re in our 70s but very healthy — plan for moderate hikes, walking tours, kayaking, cultural talks, scenic nature

Cruise Style: Prioritize small ships with comfort, design, and great cuisine. Include best options/routes that match our style

Hotels: For pre- and post-cruise: boutique, in-town hotels with character and local charm (avoid large luxury chains)

Dining: Recommend authentic local restaurants (no chains, no hotel restaurants, no pre-paid culinary tours) — think New York Times “36 Hours” style picks

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📝 Output Instructions:

Build a day-by-day itinerary, organized clearly (e.g., Day 1: Arrival in X, Day 2: Explore Y, etc.)

Include cruise recommendation: name of cruise line, route, why it fits our goals

Recommend best time to go (e.g., ideal 2-week window in June/July)

Suggest top things to do, see, eat, and walk in each city — NYT “36 Hours” style

Include links or names of hotels, cruise options, and restaurants where possible

Keep the tone helpful, thoughtful, curious — like a trusted travel advisor planning an unforgettable trip

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Copy Prompt