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Captain

Captain is an AI-powered Chatbots tool — AI Telegram bot for booking and managing flights. Best for: Chatbots. Pricing: Free (GateOnAI Score: 67/100).

AI Telegram bot for booking and managing flights

FreeLive

Captain was an AI flight‑search and price‑tracking experiment by Moonlight that explored using a conversational agent and visual workspace to help people shape complex trips, compare live flight options, and watch prices as plans changed. Users could start with an early idea or a firm plan, describe preferences in plain language, and refine the trip through dialogue. The system turned questions into live searches, pulling live flight data from Duffel and presenting options within the conversation. It built a structured itinerary as users discussed cities, soft dates, events, and constraints, handling one‑way, round‑trip, and multi‑city plans with conditions like “before Wednesday” or “the first week of May.” Context such as budget, cabin, stop, and airline preferences was carried forward to make later answers more relevant. Once the trip was defined, Captain could monitor prices daily and notify users when meaningful changes occurred. The experiment closed in August 2026 and is no longer available.

Summary written from Captain's own website on 14 Oct 2026. Check the vendor's website for current details.

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Questions to ask the vendor

  1. Will you sign a GDPR data processing agreement (Article 28) and share your list of sub-processors?
  2. Where is our data stored and processed, and is it used to train your models?
  3. Are there usage limits on the free version, and could it become paid?
  4. Can we export all our data, and how is it deleted when we cancel?
  5. (Chatbots) Does the chatbot tell users that they are talking to an AI?
  6. (Chatbots) Can we control what the chatbot answers and review its conversations?

EU AI Act

Under Article 50 of the EU AI Act, people must be told when they interact with an AI system, unless this is obvious. Ask the provider how Captain does this. This is general information, not legal advice.

Full checklist: 43 questions to ask an AI vendor · Alternatives to Captain · Compare Captain with Claude

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