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SirTripsALot

Pricing

Start free. Upgrade to Pro for unlimited trips and imports, and to let your mailbox do the filing.

Pro isn’t on sale yet. It opens when SirTripsALot launches; until then, SirTripsALot is in private testing.

Last updated October 26, 2026

Free

$0

  • One trip, with its full itinerary
  • 20 free imports: bookings you paste, share, or forward
  • Type in as many bookings as you like
  • Flight alerts on your first trip with a flight
  • Your trips kept on your iPhone, so they’re there with no signal
  • A calendar feed of your trips for Apple Calendar, Google Calendar, or Outlook
  • Your Schengen days and the countries you’ve been to
  • Cents per point on your award bookings

Pro

$49 a year, or $6 a month

Everything in Free, plus:

  • Unlimited trips and imports
  • Connect Gmail or Outlook, read‑only, and your booking confirmations are filed into your trips
  • Flight alerts on every trip: a message when your gate, terminal, or departure time changes, or when your bags are on the carousel
  • Your passport, visas, and arrival cards, saved on your iPhone so they open at the border even with no signal
  • Expenses: photograph a receipt and SirTripsALot fills in the expense for you to check

Start with 14 days free. Cancel before the trial ends and you won’t be charged.

Billing

When Pro opens, billing works as below.

  • On the web, Pro is sold by Paddle, our reseller and merchant of record. Paddle takes the payment and adds any sales tax or VAT that applies.
  • In the iPhone app, Apple takes the payment through your Apple Account.
  • The price is the same either way. Prices are in U.S. dollars; the App Store shows your local price.
  • Pro renews automatically until you cancel. On the web, cancel in Settings → Account → Manage subscription. On iPhone, cancel in the Settings app → your name → Subscriptions. You keep Pro until the end of the period you’ve paid for.
  • Refunds: see our refund policy.

Questions

What happens to my trips if I stop paying?

They stay. You go back to Free’s limits for adding new trips and imports, and nothing you’ve added is deleted.