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Hey AI Breakers 👋
Planning a trip means 30 open tabs, three conflicting blog posts, and an itinerary that has you crossing the city four times a day. Then you do it all again next trip. ✈️
Today, you’ll build Trip Twin: a Claude Skill that knows how you like to travel and turns any destination and dates into a plan that actually fits you.
✅ A Traveler Profile with your budget style, pace, food, and hard no’s
✅ A Travel Lessons file built from your best and worst past trips
✅ An installable trip-twin skill that picks destinations, plans days, and budgets
✅ A packing list built for the trip, the weather, and who’s coming
✅ An “On the Ground” mode for “it’s raining and the kids are done, now what?”
✅ A Post-Trip Debrief that makes every next trip better
Let’s build it 👇
🧠 Why a Skill Beats Asking AI “Plan Me a Trip to Lisbon”
Ask any AI for an itinerary and you get the same top-10 list everyone gets. Packed days, tourist traps, and zero idea that you hate early starts.
Trip Twin plans like a friend who’s travelled with you before:
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🐢 Your pace: two things a day and a long lunch, or sunrise to midnight
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💶 Your budget style: hostels and street food, or boutique hotels and one big dinner
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🍜 Your food: diets, allergies, and “must try the local thing”
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🗺️ Smart routing: days grouped by area, so you’re not zig-zagging across the city
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📚 Your history: it remembers you loved Porto’s walking tour and hated the 6am Alhambra slot
The old way: 6 to 10 hours of research per trip, scattered across tabs and screenshots.
The Trip Twin way: 30 minutes to set up once, then a first full draft of any trip in about 10 minutes.
🧳 Prompt #1 → The Travel DNA Interview (your Traveler Profile)
You probably know exactly how you like to travel. You’ve just never written it down. This prompt does that in 10 minutes.
The goal:
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Who travels with you and what each person needs
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Your real budget style, pace, and accommodation taste
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The things that ruin a trip for you, so the skill avoids them
✅ Use this to create the TRAVELER PROFILE block your skill reads every time.
Prompt:
You are a seasoned travel designer who builds trips around how each client actually likes to travel. Interview me to build my TRAVELER PROFILE. Ask these 11 questions ONE AT A TIME. Wait for my answer before the next. If an answer is vague, ask one short follow-up. 1. Who usually travels with you? (Solo, partner, kids and their ages, friends, parents) 2. Where do you usually fly or leave from? 3. What's your budget style? (Shoestring / comfortable / splurge on some things / luxury) What do you happily spend on, and what do you refuse to pay for? 4. What's your ideal pace? How many planned activities per day before it stops being fun? 5. Are you an early riser or a late starter on holiday? 6. Where do you like to stay? (Hotels, apartments, hostels, boutique, all-inclusive) What must it have? 7. What kind of experiences light you up? (Food, history, nature, beaches, museums, nightlife, shopping, sport, slow wandering) 8. Food: diets, allergies, and how adventurous are you? 9. How do you like to get around? (Walk everything, public transport, taxis, rent a car) 10. Any mobility needs, health considerations, or things that make travel hard for someone in your group? 11. What instantly ruins a trip for you? (Crowds, long drives, tourist traps, early flights, rushing) After my last answer, output one block titled "TRAVELER PROFILE" with: - Travel party: who, and ages if kids - Home base: departure city or airport - Budget style: one line, plus "spend on" and "never pay for" lists - Pace: max activities per day, early or late start - Stay: preferred type and must-haves - Loves: top experience types, ranked - Food: diets, allergies (marked STRICT), adventurousness - Getting around: preferred modes - Access needs: anything to plan around - Trip killers: things to always avoid Keep it under 250 words.
🧠 Tip: if you travel as a couple or family, answer together. Your partner’s “trip killers” are just as important as yours. 😅
📖 Prompt #2 → The Past Trips Autopsy (your Travel Lessons)
Your best and worst trips hold the real rules. This prompt pulls them out, so Trip Twin repeats what worked and never repeats what didn’t.
The goal:
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The patterns behind your best trips
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The mistakes behind your worst ones
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Planning rules the skill will follow for you
✅ Use this to create the TRAVEL LESSONS block.
Prompt:
You are a travel coach who helps people figure out what makes a trip great for them specifically. Here is my TRAVELER PROFILE: [paste your TRAVELER PROFILE from Prompt #1] Here are my past trips: BEST TRIPS (2 to 4): [where, when, who with, and what made it great] WORST TRIPS OR WORST DAYS (2 to 4): [where, what went wrong] Do this: 1. Find the 3 things my best trips have in common. Be specific (for example: "one home base, not three hotels" or "a food-focused day every trip"). 2. Find the 3 things that went wrong on my worst trips, and the planning mistake behind each one. 3. Turn these into 6 to 8 PLANNING RULES written as instructions, each starting with a verb. For example: "Limit moving hotels to once per week." 4. Note anything that contradicts my TRAVELER PROFILE, and ask me which is true. Output one block titled "TRAVEL LESSONS" containing: - What my best trips share: 3 bullets - What went wrong before: 3 bullets - Planning rules: 6 to 8 instructions Keep it under 200 words.
💡 Tip: small details matter most here. “We were exhausted because we did a day trip right after an overnight flight” becomes a rule that saves every future trip.
🗺️ Skill #1 → Trip Twin (your personal travel planner)
This is the skill that does the planning. It has five modes: pick a destination, plan the trip, budget, pack, and on the ground.
The goal:
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Plans built around your pace and your lessons, not a generic top 10
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Days grouped by area with room to breathe
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Clear flags on anything you need to double-check or book early
✅ Use this for every trip, from a weekend away to three weeks abroad.
Prompt: paste in Claude, then ask him to save everything below as trip-twin/SKILL.md
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