I Asked 4 LLMs the Same Travel Questions. Here is Who Crushed It (and Who Crashed).
I Tested 4 Leading LLMs for Travel Planning — Here’s Who Gave the Best Answers (and Who Missed the Mark)”These days, choosing a travel assistant is more about selecting the appropriate AI or, more precisely, the correct LLM (Large Language Model)than it is about Googling. That meant I tested four top candidates: ChatGPT, Copilot, Gemini, and Grok. I questioned them the identical four real-world travel questions and evaluated their responses for utility, vibe, personality, and visuals.Grok vs copilot vs gemini vs chatgpt1. Top Tokyo Stay for Remote Workers Who Enjoy Cafes Prompt: “If I work remotely and enjoy cafes, what’s the ideal area to stay in Tokyo?” Grok’s Opinion: Grok provided a fair list of remote-work-friendly Tokyo districts Shibuya, Nakameguro, Kichijōji, and Kōenji, each with a good vibe, cafe, connectivity, and ambiance analysis. What was useful: Grok underlined Nakameguro for cherry blossoms and relaxed cafés, while Koenji for indie flair and low-cost travel. Practical advice includes co-working ideas and closeness to JR Chuo Line. What lacked: No visual help or particular cafe names. A little too safe it read like a Lonely Planet blurb, not a local’s instruction sheet. Gemini’s Take: Stylish design and great detail showed Gemini’s great flexibility. It emphasized Shibuya, Shinjuku, Daikanyama, and Nakameguro, with mentions such as The Millennials, Cafe Caffice, and Tsutaya Daikanyama. What worked well: Actual cafe names and their feel worked wonderfully. Mentioned crowd sizes and Wi-Fi dependability. Clean visual hierarchy and clear advantages/disadvantages. ChatGPT’s Opinion: With depth, color, and character, ChatGPT got it. It added five neighbor hoods including Shimokitazawa, Koenji, and Kichijōji and tossed in phrases like “Brooklyn-meets-Bosphorus” (sure, we’re paying attention). What was effective: Gave you a vibe check before you booked: artistic? laid-back? walkable Bonus: Recommended looking up “ノマド” (digital nomad) and apps like Tabelog. Clever. Where to go better: Slightly less organized than Gemini but far more relatable. ✴️ Copilot’s Take: Copilot kept it short, mentioning only a few names like Bar & Cafe Camellia and Oriental Lounge. What was effective: Visual map! This is a great UX benefit. You immediately know where these locations are. Great for those seeking elegance (Marunouchi) or innovative co-working environments. Where it fell short: Little investigation into local vibes. No casual choices mentioned as Koenji or Shimokitazawa.

I Tested 4 Leading LLMs for Travel Planning — Here’s Who Gave the Best Answers (and Who Missed the Mark)”
These days, choosing a travel assistant is more about selecting the appropriate AI or, more precisely, the correct LLM (Large Language Model)than it is about Googling. That meant I tested four top candidates: ChatGPT, Copilot, Gemini, and Grok. I questioned them the identical four real-world travel questions and evaluated their responses for utility, vibe, personality, and visuals.
1. Top Tokyo Stay for Remote Workers Who Enjoy Cafes
Prompt: “If I work remotely and enjoy cafes, what’s the ideal area to stay in Tokyo?”
Grok’s Opinion:
Grok provided a fair list of remote-work-friendly Tokyo districts Shibuya, Nakameguro, Kichijōji, and Kōenji, each with a good vibe, cafe, connectivity, and ambiance analysis.
What was useful:
- Grok underlined Nakameguro for cherry blossoms and relaxed cafés, while Koenji for indie flair and low-cost travel.
- Practical advice includes co-working ideas and closeness to JR Chuo Line.
What lacked:
- No visual help or particular cafe names.
- A little too safe it read like a Lonely Planet blurb, not a local’s instruction sheet.
Gemini’s Take:
Stylish design and great detail showed Gemini’s great flexibility. It emphasized Shibuya, Shinjuku, Daikanyama, and Nakameguro, with mentions such as The Millennials, Cafe Caffice, and Tsutaya Daikanyama.
What worked well:
- Actual cafe names and their feel worked wonderfully.
- Mentioned crowd sizes and Wi-Fi dependability.
- Clean visual hierarchy and clear advantages/disadvantages.
ChatGPT’s Opinion:
With depth, color, and character, ChatGPT got it. It added five neighbor hoods including Shimokitazawa, Koenji, and Kichijōji and tossed in phrases like “Brooklyn-meets-Bosphorus” (sure, we’re paying attention).
What was effective:
- Gave you a vibe check before you booked: artistic? laid-back? walkable
- Bonus: Recommended looking up “ノマド” (digital nomad) and apps like Tabelog. Clever.
Where to go better:
- Slightly less organized than Gemini but far more relatable.
✴️ Copilot’s Take:
Copilot kept it short, mentioning only a few names like Bar & Cafe Camellia and Oriental Lounge.
What was effective:
- Visual map! This is a great UX benefit. You immediately know where these locations are.
- Great for those seeking elegance (Marunouchi) or innovative co-working environments.
Where it fell short:
- Little investigation into local vibes.
- No casual choices mentioned as Koenji or Shimokitazawa.