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Pilot

Free#8 of 45 in Travel Itinerary AppsAI Travel Planners

Pilot: A fully free itinerary planner with booking imports, collaboration, maps, AI, and offline access. Ranked #8 of 45 in Travel Itinerary Apps by our editors (8.5/10); pricing: Free plan; best for free AI-assisted itinerary planning.

8.5/10Editor score
Pilot8.5 Visit Pilot

At a glance

  • Editor score
    8.5 / 10
  • Pricing
    Free plan
  • Best for
    Free AI-assisted itinerary planning
  • Free plan
    Yes
  • Paid from
    Free
  • Founded
    2022 · Vancouver, Canada
  • Facts checked
    21 Sep 2026
Pilot screenshot
  • Where it wins

    • Entirely free core plan with no annual charge
    • Imports reservations, files, screenshots, and forwarded emails
    • Combines collaboration, route planning, AI, and offline mobile access
  • Where it doesn't

    • Offline access is limited to the iOS and Android apps
    • Paid add-ons and premium services are separate from the core product
    • Accommodation booking and discovery may not suit travelers wanting itinerary planning only

Our verdict on Pilot

Pilot is a web and mobile travel planning app for solo travelers, groups, and teams. It combines a flexible drag-and-drop itinerary builder with map pins, route planning, reservation imports, shared editing, trip invitations, AI-generated itineraries, PDF export, and offline mobile access. Users can import booking confirmations, screenshots, files, and email-forwarded reservations, then organize trip stops and travel details in one itinerary. Pilot also includes accommodation discovery and booking, travel requirement information, and optional group hotel and retreat-planning services. It is best suited to travelers who want collaborative planning with AI assistance without paying for the core product.

The published Pilot plan costs $0 per year and includes the main planning features: itinerary building, route and map tools, file and reservation import, real-time collaboration, iOS and Android apps, and offline mobile access. The plan also supports AI-generated and customizable itineraries, PDF export, and shared trip management. Pilot’s broad feature set makes it useful for trips that involve multiple people, several stops, and booking documents from different sources. Optional add-ons and premium services are available around the core product, including group hotel and retreat-planning services, so organizations with those needs should evaluate those offerings separately.

Pilot’s platform coverage spans web, iOS, and Android, with offline itinerary access specifically available on mobile. That combination supports planning on a desktop and referencing the itinerary while traveling, while route tools and map pins help connect stops into a trip plan. The main trade-off is focus: travelers seeking only a simple itinerary may find accommodation discovery, booking, collaboration, AI suggestions, and document imports broader than necessary. Pilot is a strong fit for free, shared, document-heavy trip planning; travelers who require offline access in a browser or a narrowly focused schedule tool should consider another option.

Your product? Our editors can test Pilot in depth and publish a review, labelled as paid · from $149/mo →

Pilot pricing

Plans Free planFree Free to use — no paid tier required for the core job.
See plans on pilotplans.com

All 1 Pilot plans and prices →

Pilot fact sheet

Free planYes
Paid fromFree
Reservation importYes
Route planningYes
Shared itinerariesYes
Offline accessYes
Trip limitNot verified
Calendar syncNot verified
Primary platformWeb
DeploymentCloud, Mobile
PlatformsWeb, iOS, Android
Compliance & securityGDPR
SupportEmail, Live chat
Built forSolo, Small business, Mid-market, Enterprise (editorial estimate)
PricingFree plan (source)
Websitepilotplans.com
Facts checked21 Sep 2026

Alternatives to Pilot

See all Pilot alternatives →

Pilot vs the competition

Compare Pilot with any tool side by side →

Also Ranked In

Pilot is ranked in 2 of our directories.

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Featured on iTechGuides

Featured on iTechGuides — Pilot 8.5/10

Pilot is listed in our Travel Itinerary Apps directory. Add the badge to your site — it links back to this page.

<a href="https://www.itechguides.com/products/pilot-travel-itinerary-app/"><img src="https://www.itechguides.com/best/badge/pilot-travel-itinerary-app.svg" alt="Featured on iTechGuides" width="230" height="46"></a>

Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

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