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Plan an LA trip with Claude Skills, Projects and ChatGPT Booking.com

WorkedEvidence: Described by posterPosted Feb 24, 2026Last checked Nov 5, 2026

Ellie Selden used a Claude Travel Skill, Projects and ChatGPT's Booking.com app to plan an LA week without TikTok.

Source checked Nov 5, 2026
Results shared

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Prompt

Original prompt

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I want to build a skill that captures all of my travel tastes and preferences for you to use whenever I want you to help me plan a trip. Interview me on everything you need to know to best plan all my leisure trips going forward.

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Optional stronger version

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Before you start, ask me 1–3 short questions about the details below and wait for my answers. Once I've answered, confirm the plan in one line and run the whole task start to finish.

Goal: Set up reusable travel preferences, then plan one LA week with lodging and walkable day maps.

Questions to ask me first:
- Who do you travel with, and what is the budget band?
- Any dietary limits or must-do neighborhoods?
- Prefer Claude Project, ChatGPT Project, or both for sharing?

Inputs (fill in or confirm):
- Preference interview answers: [NOTES]
- Friend recommendations: [LIST]
- Trip dates and neighborhood priorities: [DATES / AREAS]
- Lodging filters: [TYPE / BUDGET]

Rules:
- Save preferences as a reusable Skill/Project before one-off chats.
- Prefer places multiple friends recommended when I say so.
- Use @Booking.com (or equivalent) for lodging shortlists inside chat when available.
- Build day itineraries that export to Google Maps walking routes.

Checkpoint: Finish the preference interview and confirm the Skill contents before planning Day 1.

If you get stuck: If an app integration is unavailable, output a manual Booking.com filter checklist instead.

Verify before you finish: Each day has travel time that fits walking or transit between stops.

Output: A saved travel Skill summary, a week overview, lodging shortlist and day-by-day maps.

Done when: I can travel the week without rebuilding preferences from scratch.

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Preference interview answers

Friend recommendations

Trip dates and neighborhood priorities

Lodging filters

Your prompt

Before you start, ask me 1–3 short questions about the details below and wait for my answers. Once I've answered, confirm the plan in one line and run the whole task start to finish.

Goal: Set up reusable travel preferences, then plan one LA week with lodging and walkable day maps.

Questions to ask me first:
- Who do you travel with, and what is the budget band?
- Any dietary limits or must-do neighborhoods?
- Prefer Claude Project, ChatGPT Project, or both for sharing?

Inputs (fill in or confirm):
- Preference interview answers: [NOTES]
- Friend recommendations: [LIST]
- Trip dates and neighborhood priorities: [DATES / AREAS]
- Lodging filters: [TYPE / BUDGET]

Rules:
- Save preferences as a reusable Skill/Project before one-off chats.
- Prefer places multiple friends recommended when I say so.
- Use @Booking.com (or equivalent) for lodging shortlists inside chat when available.
- Build day itineraries that export to Google Maps walking routes.

Checkpoint: Finish the preference interview and confirm the Skill contents before planning Day 1.

If you get stuck: If an app integration is unavailable, output a manual Booking.com filter checklist instead.

Verify before you finish: Each day has travel time that fits walking or transit between stops.

Output: A saved travel Skill summary, a week overview, lodging shortlist and day-by-day maps.

Done when: I can travel the week without rebuilding preferences from scratch.

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AI tools

Claude ChatGPT

Outcome

Ellie Selden planned a week in LA without TikTok by combining Claude and ChatGPT. Selden interviewed Claude to build a reusable Travel Planner Skill covering companions, favorite places, diet and budget, then created a Claude Project with recommendation docs and itinerary Google Docs. For lodging, Selden used ChatGPT's Booking.com app via @Booking.com filters to surface stays without leaving chat. Claude turned day plans into Google Maps walking routes and optional visual artifacts. Selden's verdict: AI is not a full end-to-end travel agent yet, but already a strong travel assistant.

Evidence: Described by posterThe person describes what happened in words, without screenshots or video.

Source

Posted: Feb 24, 2026 by Ellie Selden
Last checked: Nov 5, 2026
Method:: How we verify

https://elliestoolbox.substack.com/p/planning-trips-with-ai-instead-of

Context: Quoted prompt is the Skill interview opener; later itinerary and @Booking.com prompts are summarized in the strongerPrompt. Author says AI is not a full travel agent yet.