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Last updated November 1, 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 travelers 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. When it launches, Free keeps one trip at a time, with 20 imports, and Pro adds unlimited trips and imports, your mailbox, your documents at the border, flight alerts on every trip, and more. The plans and prices 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 Play’s closed test. It isn’t in the App Store or on Google Play yet. All three share one account and one set of trips. The iPhone app also runs on iPad, full screen, and the Android app on foldables.

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 or Touch ID, and a PDF opens in another app on your phone.

On an iPad or a foldable phone

On an iPad, and on a foldable phone opened flat, such as the iPhone Duo or a book-style Android foldable, a trip opens as its itinerary on the left and the day’s map on the right. Each stop is numbered on the list and on the map and joined in order, and the map follows the day you’re reading as you scroll. Tap a row and its booking takes the map’s place; ‹ Map brings the map back. Tap a stop on the map and the list jumps to it. ⤢ opens the trip’s Map tab, and ‹ Trips goes back to your trips. A booking with a file to hand over, such as a hotel confirmation, opens beside that file. A flight does this only on the day you fly. A document you tap in a trip’s Docs opens beside the list. On the Map tab, the day’s list sits beside the map on all but the widest screens. On a foldable, the list ends at the fold, so nothing sits across the crease, and half open on the Map tab the map sits above the fold and the day below it. Unfold your phone in the middle of something, and what you had open stays open.

How do I join the test?

Leave your email on the homepage, check the box to be considered as a tester, and choose the devices you’d test on. 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, which puts your own phone’s install steps first. Testers install the iPhone app through Apple’s TestFlight, and the Android app through Google Play’s closed test.

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?

Emails that look like bookings, and their attachments. When it files one, it keeps the email’s text, up to 8,000 characters, and saves e-tickets and other PDFs from it with the booking. When it reads an email and leaves it out, it keeps the same text for 90 days, so you can see why and add it anyway. It doesn’t keep the text of 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 can’t find SirTripsALot in the share sheet

On iPhone, iOS puts newly installed apps under More. Open the share sheet, scroll the app row to the end, tap More, then tap Edit and add SirTripsALot to your favorites.

On Android, scroll the share menu’s list of apps to find SirTripsALot. On many phones, you can touch and hold it to pin it near the top.

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 and on your phone, notes come at the end of the trip’s itinerary, after the last day. 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. While a trip has notes, its Docs tab on your phone links to them.

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 weren’t filed, so you can add one yourself.

Signing in

Can I lock the app?

Yes, on your phone. In Settings → Sign-in and security, turn on Require Face ID or Touch ID to open SirTripsALot (on Android, the switch names your phone’s own lock, such as your fingerprint), 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: Require Face ID or Touch ID for travel documents. The first time you sign in on a phone with one of these locks, SirTripsALot asks once whether to use it, by its own name, such as “Use Touch ID to open SirTripsALot?”

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 points statement or a newsletter, 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 time zone. If the app and your calendar disagree, please tell us: that usually means the stored zone is wrong. A flight leaves in its departure airport’s local time and arrives in its arrival airport’s.

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.

A flight’s cabin is wrong or missing

SirTripsALot reads the cabin from the email’s words or the fare class. If it’s missing or wrong, open the booking, choose Edit, and pick the cabin for each leg. We won’t ask how you got the upgrade.

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. Canceling 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 in Settings → App, on the web and on your phone. 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 canceled; 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.

Can I share a trip with someone who has no account?

Yes. Each trip can make a read-only link, off until you ask for it, and you can replace or stop it at any time. The shared page leaves out confirmation codes, prices, other travelers’ names, and documents. You can also choose whether to share all trip details or just the major items like flights and hotel stays.

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. On your phone, an expense that hasn’t been sent yet says Pending sync. To remove one that can’t be saved, touch and hold it.

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.

How do card benefits work?

Add the cards you hold from our list, give each a nickname if you like, and choose which of its benefits to track: credits, free nights, companion fares, and other certificates. Log a use when you spend a credit, set up a repeat for one you use every month, and record a certificate’s dates. SirTripsALot shows what’s left on each benefit this period and sends a reminder before a credit with money left runs out or a certificate expires. Add your annual fee, and it shows what your logged credits add up to against it. Lounge passes too: see how many your card lists and how many you’ve used.

We never ask for a card number, and nothing is read from your bank, your card issuer, or your email. If a benefit looks wrong, tap Something’s wrong? at the foot of it, and we’ll check it against the issuer’s page. If your card isn’t in our list, tap Don’t see your card? Tell us which one when you add a card. To turn off the reminders, use Settings → Notifications → Card benefits, or turn off one benefit’s reminders on its card. Benefits change, so check with your issuer for your card’s current terms. Your issuer has the final say, and now and then it changes its mind.

Which card covers this?

At the top of All card benefits, search for a benefit by name, or tap a topic such as Lounge, Hotel, or Rideshare. On your cards lists what the cards you’ve added offer, with what’s left on the benefits you track. Not on your cards lists other cards in our list that offer it, A to Z by card. A lounge membership shows its network and its card, and only what the issuer states, such as guests, enrollment, and authorized users. It’s a list, not a recommendation, and nothing you search for is kept. Issuer terms apply.

Notifications and reminders

Will it send me anything?

Yes. From about 12 hours before your flight until about an hour after you land, SirTripsALot keeps checking your flight, even when the app is closed, and sends you a message when the gate, terminal, or departure time changes, or when your bags are on the carousel. SirTripsALot also sends a note about three hours before you fly when the airline says you’re on time. On your iPhone, on your travel day, your flight also sits on the Lock Screen from up to four hours before departure until about half an hour after you land, and updates as the airline posts the terminal and gate. Its “updated” time, on the Lock Screen and in the widget, is in your phone’s own time zone. iPhone keeps it there for eight hours at most, so for a long flight it appears an hour before departure. If you allow notifications, you’ll also get a reminder to write up your trip debrief notes once you’re home, if you haven’t already. What we can tell you depends on what the airline and airport publish, so keep your airline’s app handy on the day. We’re thorough, not psychic.

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. If you use card benefits, it can also email you before a benefit you track runs out, unless your phone already showed that reminder and you’ve opened the app since. 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 download them, your passport and visas open on your iPhone at the border, even with no signal. Anything you add or change offline is saved and sent when you’re back online. That includes a plane’s Wi-Fi before it reaches the internet: a debrief or an expense saves at once and is sent when you’re back online. On the web, a trip you save for offline keeps its itinerary in your browser; opening your documents with no signal is on iPhone only.

Which travel documents can I keep?

Your passport, visas, arrival forms, and similar travel documents, with their photos. They’re stored privately, under Your travel → Travel documents. On your phone they open behind Face ID or Touch 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. Some destinations recommend an official system without requiring it, such as Visit Japan Web. Those are marked Optional, but recommended. Where you’re only changing planes, it says Connecting through, with the filings that apply only if you leave the airport during your connection. 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. Only your own travel counts. A booking made only for other travelers, such as a family member’s, stays on the trip but isn’t counted. A family member’s trip was lovely, we’re sure, but it was theirs. Nor is a country where you only change planes. An airport lounge is not a country, however good the noodles.

What’s in Travel stats?

Your travel by year or all time, from the trips in SirTripsALot: flights, miles and hours flown, airports and airlines, hotel nights, countries, days abroad, and what your award bookings were worth in cash prices for the points you used. You can share a picture of your year, with your countries on a map. It never shows prices, confirmation codes, your home, or other travelers. The numbers cover only the trips in SirTripsALot, so adding past trips fills them in. Modesty is optional.

Assistants, Siri, and Apple Watch

Connecting Claude, ChatGPT, or Gemini to your trips

Connect Claude, ChatGPT, or Gemini to your trips. It can read your trips and answer questions about them. With Pro, and only if you allow it, it can also add bookings and trip ideas, see the subject, sender, and a short excerpt of emails you forwarded to us, and open or attach files on your bookings. It can’t see your travel documents or the emails from a connected mailbox. How to connect, what to ask, 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 trips, bookings, expenses, and trip documents, use Settings → Account → Download my data. For anything else, or a correction, email privacy@sirtripsalot.com.

Downloading your data

On the web: Settings → Account → Download my data. On your phone: the same row, near the foot of Settings. You get one zip file with your trips, bookings, expenses, notes, ideas, and links as spreadsheets (CSV files), and the documents attached to your trips and bookings, in a folder for each trip. If you use card benefits, it also has your cards, their benefits, which ones you track, the uses, repeats, and certificates you’ve logged, and any reports you’ve sent about them. Your passport, visas, and other files in Travel documents aren’t included: download those from Travel documents one at a time. The link to the file works for two minutes, and the file is deleted within 15 minutes.

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.