Suggestions appear as you type. Use the up and down arrows to choose one and Enter to open it.

This page's audience our own tag's counts — open to see them
–Visits
–Page views
–Clicks to vendors
–Time on page
–Reading now
Clicks to vendors, by tool
  • –
Top countries
  • –
Devices
  • –

– · visits, page views and clicks counted by our own tag, which counts more than our checked analytics; every figure rounded down · how we count

Head-to-head · Travel Itinerary Apps

TripIt vs Stippl

  • Updated Oct 2026
  • Both researched from official sources
  • 6 checks side by side
Higher score TripIt #4 in Travel Itinerary Apps 8.9/10 Free plan · 30-day trial Free planFree trial✓ 5 of 5 features Visit TripIt
Stippl #6 in Travel Itinerary Apps 8.7/10 Free plan Free plan✓ 5 of 5 features Visit Stippl

TripIt leads on 0 checks, Stippl 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 scoreTripIt · 8.9/10
  • Free planboth
  • Free trialonly TripIt

TripIt scores higher on our rubric for travel itinerary apps: 8.9 against 8.7 out of 10; our editors rank them #4 and #6.

TripIt is the better fit for reliable booking-to-itinerary organization. Stippl is the better fit for affordable AI group trip planning.

  • TripIt fits best

    Reliable booking-to-itinerary organization

  • Stippl fits best

    Affordable AI group trip 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 TripIt 8.9/10 Visit ↗ Stippl 8.7/10 Visit ↗
At a glance
Editor score 8.9 8.7
Ranking #4 in Travel Itinerary Apps #6 in Travel Itinerary Apps
Best for Reliable booking-to-itinerary organization Affordable AI group trip planning
Pricing model Free plan + paid Free plan + paid
Starting price — €4.99/mo
Free plan ✓ ✓
Free trial 30 days —
Deployment Cloud, Mobile Cloud, Mobile
Platforms Web, iOS, Android Web, iOS, Android
Support Email, Tickets, Docs Email, Docs
Integrations 7 integrations 3 integrations
Built for Solo, Small business, Mid-market Solo, Small business, Mid-market
Features TripIt 5/5 · Stippl 5/5
Reservation import ✓ ✓
Route planning ✓ ✓
Shared itineraries ✓ ✓
Offline access ✓ ✓
Calendar sync ✓ ✓
Specs
Trip limit Not checked yet Not checked yet
Primary platform Web Web
Our review
Pros
  • Automatically builds itineraries from forwarded booking confirmations
  • Supports sharing, calendar feeds, offline access, and document storage
  • Available on web, iOS, and Android with major calendar integrations
  • 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
Cons
  • TripIt Pro costs $49 per year after its advertised 30-day trial
  • The public API is no longer available for new integrations
  • The free plan allows three document uploads per trip
  • 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
Our verdict

TripIt organizes flights, hotels, rental cars, trains, activities, and other travel plans into a single itinerary. It is designed for leisure and business travelers who want booking confirmations, reservation details, maps, directions,…

Read the review →

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 →
  1. TripItTravel Itinerary Apps 8.9Free plan · 30-day trial
  2. StipplTravel Itinerary Apps 8.7Free plan

Strengths and trade-offs

  • TripIt — where it wins

    • Automatically builds itineraries from forwarded booking confirmations
    • Supports sharing, calendar feeds, offline access, and document storage
    • Available on web, iOS, and Android with major calendar integrations

    Where it doesn't

    • TripIt Pro costs $49 per year after its advertised 30-day trial
    • The public API is no longer available for new integrations
    • The free plan allows three document uploads per trip

  • 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
  • TripIt8.9/10 · Free plan · 30-day trial

    A capable booking-to-itinerary organizer with useful free features and a $49 annual Pro tier.

    Visit TripItFull verdict →
  • Stippl8.7/10 · Free plan

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

    Visit StipplFull 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