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Last updated October 17, 2026
About SirTripsALot
What is SirTripsALot for?
It keeps your bookings, your travel documents, and your spending in one place: flights, stays, activities, and the ground legs between them, in order and in local time. It also does the sums travellers do by hand: what a trip cost across currencies, what each point got you on an award booking, your Schengen days, and the countries you’ve been to. Everything it does →
What does it cost?
Nothing today. SirTripsALot isn’t open to the public yet, nobody is being charged, and there’s no card on file. The plans and prices for launch are on Pricing, along with our refund policy.
Web, iPhone, or Android?
The web app works in any modern browser. The phone app is in testing on iPhone, through Apple’s TestFlight, and on Android, by invitation through Google’s Firebase App Tester. It isn’t in the App Store or on Google Play yet. All three share one account and one set of trips.
A few things are iPhone-only because they’re built on Apple’s own features: your flight on the Lock Screen on a travel day, the home-screen widget, Siri, Apple Wallet passes, and Apple Watch. On Android, your fingerprint or screen lock stands in for Face ID, and a PDF opens in another app on your phone.
How do I join the test?
Leave your email on the homepage and tick the box to be considered as a tester, on iPhone, the web, or Android. Confirm your email to join the pool. We choose a small group at a time, so we can’t promise everyone a place. Your invitation email links to a guide for testers. Testers install the iPhone app through Apple’s TestFlight, and the Android app through Google’s Firebase App Tester.
Getting bookings in
How do bookings get in?
Any mix of these:
- Connect your mailbox. Gmail or Outlook, read-only, with your permission. SirTripsALot finds booking confirmations and files them.
- Forward an email to plans@sirtripsalot.com, from the address you sign in with or one you’ve confirmed.
- Share it from your phone. Send a screenshot, a PDF, or an email to SirTripsALot from your phone’s share sheet, on iPhone or Android.
- Upload a file on the web. Add a booking takes a PDF, a screenshot, or a Wallet pass.
- Paste the text of a confirmation, and check the preview before anything is filed.
- Type it in, for the booking that never sent an email.
Do I have to connect my mailbox?
No. Everything else works without it, and you can disconnect at any time. Reading stops the moment you do.
What does it read if I connect it?
Booking confirmations and their attachments. E-tickets and other PDFs from those emails are saved with the booking. It doesn’t keep the rest of your mail. The privacy policy has the details →
My forwarded booking never showed up
Forward it from an address SirTripsALot knows is yours: the one you sign in with, or one you’ve added and confirmed in Settings. Mail from addresses we don’t recognize is ignored, so nobody else can add to your trips. If it came from your address but your email provider couldn’t confirm that, we’ll email you at your sign-in address with a private address to use instead.
I shared a file that isn’t a booking
SirTripsALot offers what else it can do with it. Save to Travel documents keeps a passport, visa, or arrival form with your own documents. Attach to a booking keeps a ticket, a receipt, or anything else with the booking it belongs to. Its list also has New booking on this trip, to type the booking in with the file attached. On the web, Add a booking → Upload a file offers the same choices.
Can I keep a Wallet pass with my booking?
Yes, on iPhone. In Apple Wallet, share the pass to SirTripsALot and attach it to its booking. It’s kept with the booking’s other files, and tapping it opens Apple’s own Wallet screen for it. You can also forward an email with the pass attached, or upload the pass on the web, where it downloads when you open it. Android has no Apple Wallet, so there a kept pass can be shared to another app.
A booking was saved as a note
When SirTripsALot can’t find a date in what you shared or forwarded, it keeps the booking as a note on the trip rather than guess. On the web, notes come at the end of the trip’s itinerary, after the last day; on your phone, they’re in the trip’s Docs tab. Each shows its confirmation code, if it had one, and the day it was added. To put it on a day, add the booking by hand with its date.
What’s in the Inbox?
Bookings that need your decision wait at the top of your Inbox until you say which trip they belong on. Already handled lists what was filed, with Move and Undo. Your connected mailboxes are there too, with Sync now and Disconnect. It also lists emails that looked like travel but weren’t added, so you can add one yourself.
Signing in
My sign-in link opened a browser, not the app
Links opened inside the Gmail app open in Gmail’s own browser first. You’ll see the website, then a prompt to open SirTripsALot. Tap Open and you’re signed in. Links opened from Apple Mail go straight to the app. On Android, if the link opens a web page instead of the app, tap Open SirTripsALot on it.
Can I lock the app?
Yes, on your phone. In Settings → Sign-in and security, turn on Require Face ID to open SirTripsALot (on Android, your fingerprint or screen lock), and choose how long the app can sit in the background before it asks again. Travel documents have a switch of their own just below it.
On your trips
A booking is on the wrong trip
Go to Inbox and find the booking in the Already handled list. Choose Move and pick the right trip, or New trip from this booking. If it isn’t travel at all, such as a dinner reservation or a points statement, choose Not travel. We’ll take it off and leave that sender out of your trips from then on.
A time is off by a few hours
Each booking is shown in the time zone where it happens. When a confirmation doesn’t say which zone, we use the home time zone on your profile, so check it in Settings → About you → Home timezone. If the app and your calendar disagree, please tell us: that usually means the stored zone is wrong.
Something’s missing and I don’t know why
On the web, every trip page has a Why isn’t something here? link. It shows what we read, what we filed, and what we skipped.
Why does it say I’m holding 2 flights home?
Some travelers book two ways home and decide later. When two of your flights are alternatives to each other, SirTripsALot marks them: each card says “One of 2 flights home · Choose”, and Trips says so under Next up. Choose lets you take one off the trip, or Keep both if you mean to. Neither answer changes anything with the airline. Cancelling one is still yours to do with them.
Two trips should be one, or one trip should be two
On your phone, open the trip’s settings. Merge with another trip… joins it to another trip, and Split this trip… makes a new trip from the day you pick. On the web, Merge trips is under ••• on Trips, and Split trip is in a trip’s settings. Both show what goes where before you finish, and bookings, expenses, ideas, notes, and saved links go with their trip. When two trips look like one journey, Trips suggests merging them. Dismiss keeps that suggestion away.
Can I add places I’d like to see?
Yes, as ideas. Add places you’d like to see, with or without a day. Share a place from Apple Maps or Google Maps and it lands on the trip and its map. Share a route with several stops, and each stop becomes an idea of its own. On the web, Add a booking has Add an idea, and takes a pasted maps link. Ideas are yours alone: they don’t count in Spend, your days in Europe, or your countries.
Where did my Grab or Uber rides go?
Rides are hidden from the itinerary unless you choose to show them, and Spend always counts them. To see them on your trips, turn on Show rides in itinerary: on the web in Settings → Appearance, and on your phone in Settings → App. On the web, a trip says how many rides are hidden, with Show.
What is For today?
On your travel day, the trip card on Trips puts today’s arrival form, visa, and e-ticket one tap away, under For today. It lists files you’ve saved to your trip and your travel documents. It doesn’t check what a country asks of you; that’s Before you go.
Does it show flight status?
Yes. From two days before your flight until a few hours after you land, the flight card shows what the airline and airport report: whether it’s on time, delayed, or cancelled; the new times if it’s delayed; the terminal and gate, including a gate change; and the baggage carousel once you’ve landed. It checks again whenever you open the flight, and shows how long ago it last checked. Some airlines and airports publish less than others, so a detail can be missing on some flights. The airline’s own app is still the final word at the gate.
When should I leave for the airport?
Above the first flight of a journey, your itinerary shows when to be at the airport: 2 hours before a domestic flight and 3 hours before an international one, unless you change them. On iPhone, SirTripsALot works out when to leave for the airport: your buffer plus the travel time Apple Maps estimates from where you’re staying. Apple’s estimate allows for the usual traffic at that hour. It’s an estimate, and you can change the buffers, or turn it off, in Settings → Notifications.
What are debriefs?
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.
Does it put my trips in my calendar?
Yes, as a subscription: one feed URL per account that Apple Calendar, Google Calendar, and Outlook can subscribe to. It updates on its own, on whatever schedule your calendar app chooses — which is sometimes slower than you would like, and is not something SirTripsALot controls.
The forecast stops partway through my trip
Forecasts reach about 16 days ahead. After that we show nothing rather than a guess.
Spending and points
How does spending work?
Each trip has a Spend tab. Log an expense or scan a receipt, and every cost is shown in your own currency, converted once at the rate for the day it was paid. The bookings you’ve filed count too, and an award shows its points and fees. Under Your travel, Convert currency converts between any two currencies, and Points or cash? compares an award with its cash price.
Can I scan a receipt?
Yes. Photograph a receipt and SirTripsALot fills in the expense, with the amount, currency, date, and the business’s name, for you to check before it’s saved. You can keep the photo with the expense or let it go. Scanning needs a connection.
How is cents per point worked out?
You add what the award would have cost in cash. SirTripsALot subtracts the taxes and fees you paid, divides by the points you used, and compares the result to our benchmark for that program.
Notifications and reminders
Will it send me anything?
On your iPhone, on your travel day, your flight sits on the Lock Screen from about four hours before departure until about half an hour after you land, and updates as the airline posts the terminal and gate. If you allow notifications, SirTripsALot also sends a note on your iPhone about three hours before you fly when the airline says you’re on time, and, on your iPhone, a reminder to write up your trip debrief notes once you’re home, if you haven’t already, so you remember what you liked and what you didn’t like. What we can tell you depends on what the airline and airport publish, so keep your airline’s app to hand on the day.
Email reminders, and turning them off
SirTripsALot can email you about three things on your trips: online check-in, a day before a flight; free cancellation, 48 hours before the deadline your confirmation states; and an arrival form, when its filing window opens. If your phone already showed the same check-in or arrival-form reminder and you’ve opened the app since, there’s no email. With an older version of the app, you may still get the email. Each email gives the date and time in full, and links only to SirTripsALot. To turn them off, use the link at the foot of any reminder email, or Settings → Notifications → Email reminders, on the web or your phone.
Is there a widget?
Yes, on iPhone. Add the SirTripsALot widget to your home screen to see your next booking and a countdown to it. The countdown goes from days and hours to minutes as the booking gets close.
Documents, travel limits, and offline
Does it work offline?
Yes, on iPhone. Every trip’s itinerary is kept on your phone, so your bookings, times, addresses, and confirmation codes are readily available. Once you opt to download your passport and visas, these and other documents can be opened at the border or wherever you need them, even with no signal. Anything you add or change offline is saved and sent when you’re back online.
Which travel documents can I keep?
Anything you want. Common documents would include your passport, visas, and arrival forms, with their photos. They’re stored privately, under Your travel → Travel documents. On your phone they open behind Face ID on iPhone, or your fingerprint or screen lock on Android. SirTripsALot warns you when your passport will be too close to expiry for a booked trip, and shows a visa’s dates on the trip it covers.
How does the Schengen count work?
SirTripsALot counts your days in the Schengen area from your bookings and shows the whole 180-day window, so you can see which stay would take you over and try other dates. EU, EEA, and Swiss citizens have no limit, and the app knows that once your citizenship is on record. It’s an estimate from your bookings, not immigration advice.
What does Before you go show?
For each country on your trip, Before you go lists what it asks of visitors: visas and travel authorizations, arrival cards, and its passport rules. Each line comes from official sources, shows the date we last checked, and links to where you file. Coverage is widest for U.S. citizens and growing for other passports. It never says whether you’ll be let in; the airline and the border officer decide that.
What does In an emergency show?
For each place on your trip, In an emergency lists the local emergency numbers and, for U.S. citizens, the U.S. embassy or consulate that serves where you’re staying, from the State Department. While you’re abroad, it’s one tap from the top of the trip. Each entry names its source, and where we haven’t confirmed a number, it links to the source instead.
Countries you’ve visited
Your countries, on a map: every country and territory you’ve been to, counted from your stays and flights as well as any you enter manually from the days before you started using SirTripsALot.
Assistants, Siri, and Apple Watch
Connecting Claude, ChatGPT, or Gemini to your trips
Connect Claude, ChatGPT, or Gemini to your trips, read-only. Each can read your trips, not change them, and can’t see your travel documents or emails. How to connect, and what it can see →
SirTripsALot with Siri
Say “What’s next in SirTripsALot” and Siri tells you where you’re staying and what’s next. Say “Log an expense in SirTripsALot” to add one by voice, with the amount, currency, and what it was for. Siri reads it back, and you’ll see it in your trip next time you open SirTripsALot. Siri needs iOS 17 or later and Apple’s Shortcuts app on your iPhone. If Siri says SirTripsALot “hasn’t added support for that”, reinstall Shortcuts from the App Store. The phrases, and what to tell us →
SirTripsALot on Apple Watch
A Watch app and watch-face complication show what’s next. They’re still in testing. How to install it, and what to tell us →
Your account and data
Can I use 24-hour time, or metric?
Yes. In Settings → About you, Time format chooses 12-hour or 24-hour time, or whichever your device uses, and Units chooses Imperial (°F, miles) or Metric (°C, kilometers). Both are kept on your account, so the web and your phone agree, and the time format is used in notifications and email too.
Where is my data?
In one hosted database where each account is walled off from the others, and in private file storage that makes a short-lived link only when you open a document. For a copy of your data or a correction, email privacy@sirtripsalot.com.
Deleting your account
On the web: Settings → Account → Delete account. On your phone: the foot of Settings. It removes your bookings, documents, and files at once, and it can’t be undone. There’s no “contact us to delete” step.
Still stuck? Email us.
To help us fix it on the first reply, include:
- the email address you sign in with
- which trip and which booking
- what you expected and what you saw
- web or phone, and roughly when
Please never send passwords, card numbers, or passport scans. We’ll never ask for them.