aitrips.io vs TripIt

A post-booking organizer, not a planning tool

TripIt

Free tier, with TripIt Pro at $49/year for alerts and points tracking

aitrips.io

Free for one active trip. Pro is $6/mo or $39/yr — see full pricing.

TripIt's pricing and features checked against their site on 28 August 2026.

What TripIt does well

  • Forward any confirmation email to plans@tripit.com and it's parsed into your itinerary within seconds — the most mature import pipeline of anything on this list.
  • Pro adds real-time flight alerts: gate changes, delays, and cancellations pushed before the airline app tells you.
  • Neighbourhood safety scores and points/loyalty tracking most planners don't bother with.
  • Two decades of handling messy real-world confirmation formats reliably — TripIt just marked its 20th anniversary.

Where aitrips.io is different

  • A day-by-day plan you build before anything's booked — the activities, restaurants and ideas TripIt has no room for at all.
  • A map that draws the actual route between stops, on any device. TripIt's Map View is pins only, mobile-app-only, and its Navigator just hands off to Google or Apple Maps rather than routing in-app.
  • A group can comment and vote on individual plan items, not just get edit access to a shared list. TripIt's sharing roles let people edit, but there's no comment thread or voting on what to do.
  • A planning surface that's actually been designed this decade.
  • An animated recap that replays the trip's moments and photos. TripIt Rewind is a Spotify-Wrapped-style stats card — trip counts, distance, cities — not a replay of what actually happened.

Feature by feature

Map-first interface

aitrips.ioYes
TripItPins only, mobile app, no drawn route

Transport routing across multiple modes

aitrips.io11 modes, routed and drawn
TripItHands off to Google/Apple Maps, not routed in-app

Weather forecast on every activity

aitrips.ioYes
TripItMobile app only, not on the web

Automatic gap detection

aitrips.ioYes
TripItNo

Bring your own AI (MCP)

aitrips.ioClaude, ChatGPT, any MCP client
TripItNo

Real-time collaboration

aitrips.ioYes
TripItEdit-sharing roles, no comments or voting

Presence and a full activity log

aitrips.ioYes
TripItNo

Desktop-class planning UX

aitrips.ioYes
TripItFunctional, dated

Import from email confirmations

aitrips.ioVia a connected AI assistant, not email
TripItThe best in class

Native iOS / Android apps

aitrips.ioNo
TripItYes

Offline access

aitrips.ioToday tab caches; not the whole trip
TripItYes

File and document attachments

aitrips.ioNo
TripItYes

Data export, no ads or affiliate links

aitrips.ioYes
TripItExport via a support request, not self-serve

Self-hostable

aitrips.ioNo
TripItNo

Trip check-ins and emergency contact alerts

aitrips.ioYes
TripItNo

Offline nearest embassy/hospital lookup

aitrips.ioYes
TripItNo

Animated trip retrospective / recap

aitrips.ioCatch-up recap replay, mid-trip or after
TripItNo

Pick TripIt if

If your planning is basically done and what you actually want is every confirmation email in one place with real-time flight alerts, TripIt Pro is the mature, reliable choice. It's not trying to be a planner and it isn't pretending to be one.

Pick aitrips.io if

Pick aitrips.io for the part TripIt doesn't touch at all: deciding what the trip is. The days before anything's booked, when you're moving activities around a map, checking whether a day's plan is actually walkable, and figuring out transport between two ideas that don't have a confirmation number yet.

See the map before you sign up

A real, published itinerary with routed transport between every stop. No account needed to look.

Open the Tokyo itinerary

Plan your next trip on a map

Free to start, no credit card required. Takes about a minute to add your first trip.