Tripsy’s iOS 27 update includes smarter imports, on-device AI insights, more
9to5mac.com Sep 16, 2026

Tripsy’s iOS 27 update includes smarter imports, on-device AI insights, more

AI-summarised brief · reviewed before publication

Tripsy released version 3.10 for iOS 27, adding support for the new extra‑large widget, a Smart Import tool that pulls links, PDFs, emails, screenshots, Instagram and TikTok posts, and map lists into trip itineraries, and Smart Insights that uses on‑device AI to extract details like baggage limits, breakfast, parking, cancellation policies, and costs from attached documents. The update follows Apple’s “Surprise and Shine” event, where Siri’s upcoming ability to add restaurant recommendations to Tripsy was previewed. Smart Import and Smart Insights are Pro features, priced at $59 annually or $299 lifetime.

💡 Why It Matters

  • · By integrating AI‑driven data extraction directly into travel planning, Tripsy reduces manual entry and streamlines itinerary creation, positioning it as a more efficient tool for frequent travelers.
  • · The partnership with Apple’s new Siri capabilities signals a broader trend of voice assistants becoming central to travel logistics.