AI in SaaS itinerary planning uses conversational assistants, live supplier data, and price signals to create and continuously update personalized day‑by‑day trips from discovery to on‑trip support. The newest tools combine LLMs with platform knowledge so travelers can ask in natural language, get bookable options, and auto‑replan when delays or weather hit.
What it is
- AI trip planners blend an LLM front‑end with real inventory and reviews to recommend destinations, build itineraries, and deep‑link into bookings in a chat‑style flow.
- These assistants run inside major travel apps and the web, using past behavior and platform signals to tailor suggestions and surface book‑now choices.
Why it matters
- Planning compresses from hours to minutes as assistants translate open‑ended goals into structured routes, activities, and hotels with one tap to reserve.
- Dynamic re‑planning handles disruptions by swapping flights or adjusting daily plans, increasingly across Search, Maps, and messaging channels.
Platform snapshots
- Booking.com AI Trip Planner
- Expedia “Romie” (EG Labs)
- Trip.com TripGenie
- Google Search/Maps/Gemini
- Tripadvisor Trips
- Kayak.ai
- Navan (Ava)
- Amadeus Cytric AI (Teams)
How it works
- Sense
- Decide
- Act
- Learn
High‑value use cases
- Weekend inspiration and fast booking
- Multi‑city optimizer
- Group planning in chat
- Policy‑aware business travel
30–60 day rollout
- Weeks 1–2: Pilot a conversational planner (e.g., Booking.com/Trip.com tools or Kayak.ai) and export itineraries to Maps or in‑app lists.
- Weeks 3–4: Enable chat‑based collaboration and real‑time updates (Romie/iMessage or WhatsApp) for a live trip.
- Weeks 5–8: Add price tracking/freeze and hotel alerts; test enterprise assistants (Navan/Amadeus) for policy‑aligned trips.
KPIs to track
- Plan‑to‑book conversion
- Time‑to‑itinerary
- Replan responsiveness
- Savings and price outcomes
- Engagement and satisfaction
Governance and trust
- Grounding and freshness
- Safety and ethics
- Transparency
Buyer checklist
- Conversational planner with deep links to bookables and export to Maps/Docs.
- Real‑time updates/rebooking via chat integrations.
- Reviews‑grounded recommendations and live pricing in chat.
- Enterprise options: policy‑aware assistants in Teams/Slack with agentic rebooking.
Bottom line
- The best results come from pairing conversational itineraries with live data, proactive alerts, and easy booking—so trips are tailored in seconds, resilient to change, and simple to share across apps travelers already use.
Related
How did Booking.com combine structured and unstructured data for personalization
What privacy safeguards does Booking.com’s AI Trip Planner use for user data
How quickly did Booking.com build their AI Trip Planner and why it mattered
How does Expedia’s Romie compare technically to Booking.com’s assistant
How can I integrate real-time pricing and availability into an AI itinerary tool