I like big trips
and I cannot lie.
SirTripsALot organizes your travel, tracks your spending, shows how much value you’re getting from your points, and does a whole lot more.
Forward a confirmation, paste an itinerary, take a screenshot, or connect Gmail or Outlook read-only. Each booking lands in the trip it belongs to.
Currently in private testing on iPhone and the web. Already testing? Sign in

Screens show an example trip.
See how much value you got from your points.
Add what an award booking would have cost in cash, and SirTripsALot shows the value you got per point and compares it to our benchmarks. Cash spending sits beside it, converted to your home currency.
Photograph a receipt and SirTripsALot fills in the expense for you to check.
Your confirmations, already sorted into trips.
With your permission, SirTripsALot connects to Gmail or Outlook, finds your booking confirmations (even the itinerary inside an e-ticket PDF), and files each one into the trip it belongs to. Important PDFs, like e-tickets with QR codes, are saved automatically in case you need them.
Booked somewhere else? Forward it from an address you’ve confirmed, or paste an itinerary. You can check what was added and fix anything.
Know what’s next. What you need at your fingertips.
Follow the trip day by day. Booking references, addresses, and tickets sit with the reservation they belong to. Flight status, gate, and terminal show as the day gets closer, and the baggage carousel once you’ve landed, with the time of the last update.
Every trip’s itinerary is kept on your phone, so it’s there even when you have no signal.
Keep tickets and documents with the trip, and see which are saved on your phone. Switch to the map to see where your bookings take you.
The Portugal trip’s map: Lisbon for three nights and Porto for four, with the next flight, TP 1944, underneath.
Your flight, on your Lock Screen.
On travel day, your flight sits on your Lock Screen with its terminal and gate, and updates as the airline changes them.
Add the SirTripsALot widget to your home screen to see your next booking and a countdown to it.
Passport, visa, arrival card. Ready at the counter.
Keep your passport, e-visas, and arrival cards together in one place. Your passport and visas open on your iPhone at the border, even with no signal. Your trip page shows each visa’s and arrival form’s dates beside the trip it covers.
Before you go. For each country on your trip, the visas, travel authorizations, arrival cards, and passport rules it asks of visitors, from official sources, with the date we last checked.
Your 90/180 days, counted from what you booked.
Visiting Europe’s Schengen area? Most visitors from outside the EU can stay 90 days in any 180-day stretch. SirTripsALot estimates your Schengen days from your recorded travel, counts the countries you’ve been to, and checks your passport’s expiry against your trips.
Remember that experience you’d book again.
Rate each stay, meal, activity, and flight, mark whether you’d repeat it, and leave a note for next time. Later, search them by city, booking, or trip, or browse what you’d go back to.
Ask Siri. Ask Claude.
Say “What’s next in SirTripsALot” and Siri tells you where you’re staying and what’s next. Or log an expense by voice, with the amount, currency, and what it was for, and Siri reads it back. Siri on your iPhone →
Connect Claude to your trips, read-only. It can read your trips, not change them, and it can’t see your travel documents or emails.
How it works →What did I get per point on the Atmos award to Lisbon?
Seattle to Lisbon on May 7 cost you 60,000 points and $88 in taxes, against a $1,480 cash fare. That’s 2.32¢ a point. Your Lisbon hotel nights came out higher, at 2.89¢ per point.
From SirTripsALot · read-only · an example trip
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