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Head-to-head · Travel Itinerary Apps

Stippl vs Pilot

  • Updated Oct 2026
  • Both researched from official sources
  • 6 checks side by side
Higher score Stippl #6 in Travel Itinerary Apps 8.7/10 Free plan Free plan✓ 5 of 5 features Visit Stippl
Pilot #8 in Travel Itinerary Apps 8.5/10 Free plan Free plan✓ 4 of 5 features Visit Pilot

Stippl leads on 0 checks, Pilot on 0, and 6 are even. Who comes out ahead on the 6 yes/no, price and count checks where we have data for both products. The editor score weighs everything else too.

Our verdict

  • Highest scoreStippl · 8.7/10
  • Free planboth
  • Most featuresStippl · 5 of 5

Stippl scores higher on our rubric for travel itinerary apps: 8.7 against 8.5 out of 10; our editors rank them #6 and #8.

Stippl is the better fit for affordable AI group trip planning. Pilot is the better fit for free AI-assisted itinerary planning.

  • Stippl fits best

    Affordable AI group trip planning

  • Pilot fits best

    Free AI-assisted itinerary planning

Advertiser disclosure: iTechGuides is reader-supported. Vendors can pay for top positions in our rankings and for a place on other products' pages, and we may earn a commission when you click some links. Bought places stand at the number bought; this page and our disclosure say so. Paying vendors may get a fuller, more detailed review from our editors, and that review can change their score. How we rank.

Side by side

Feature Stippl 8.7/10 Visit ↗ Pilot 8.5/10 Visit ↗
At a glance
Editor score 8.7 8.5
Ranking #6 in Travel Itinerary Apps #8 in Travel Itinerary Apps
Best for Affordable AI group trip planning Free AI-assisted itinerary planning
Pricing model Free plan + paid Free
Starting price €4.99/mo Free
Free plan ✓ ✓
Free trial — —
Deployment Cloud, Mobile Cloud, Mobile
Platforms Web, iOS, Android Web, iOS, Android
Support Email, Docs Email, Live chat
Compliance GDPR GDPR
Built for Solo, Small business, Mid-market Solo, Small business, Mid-market, Enterprise
Features Stippl 5/5 · Pilot 4/5
Reservation import ✓ ✓
Route planning ✓ ✓
Shared itineraries ✓ ✓
Offline access ✓ ✓
Calendar sync ✓ (best) Not checked yet
Specs
Trip limit Not checked yet Not checked yet
Primary platform Web Web
Our review
Pros
  • Free plan includes unlimited trips, destinations, activities, and co-planners
  • Combines shared itineraries, route maps, budgets, reservations, and packing lists
  • Pro adds AI plans, calendar sync, PDF export, and email reservation importing
  • Entirely free core plan with no annual charge
  • Imports reservations, files, screenshots, and forwarded emails
  • Combines collaboration, route planning, AI, and offline mobile access
Cons
  • AI trip and day-plan generation requires the Pro plan
  • Calendar sync, PDF export, and expense export are paid features
  • Its feature set is focused on travel planning rather than broader travel services
  • 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

Stippl is a travel itinerary app for individuals and groups planning multi-stop trips. It brings day-by-day schedules, activities, stays, transport, reservations, budgets, packing lists, travel journals, and route maps into a shared…

Read the review →

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…

Read the review →
  1. StipplTravel Itinerary Apps 8.7Free plan
  2. PilotTravel Itinerary Apps 8.5Free plan

Strengths and trade-offs

  • Stippl — where it wins

    • Free plan includes unlimited trips, destinations, activities, and co-planners
    • Combines shared itineraries, route maps, budgets, reservations, and packing lists
    • Pro adds AI plans, calendar sync, PDF export, and email reservation importing

    Where it doesn't

    • AI trip and day-plan generation requires the Pro plan
    • Calendar sync, PDF export, and expense export are paid features
    • Its feature set is focused on travel planning rather than broader travel services

  • Pilot — 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
  • Stippl8.7/10 · Free plan

    An affordable group trip planner with AI, maps, budgets, reservations, and offline access.

    Visit StipplFull verdict →
  • Pilot8.5/10 · Free plan

    A fully free itinerary planner with booking imports, collaboration, maps, AI, and offline access.

    Visit PilotFull verdict →

More comparisons

All travel itinerary apps comparisons → · Full ranking →

Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

Last updated · How we research and update