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 8, 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
  • 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
  • Your passport, visas, and arrival cards, saved on your phone so they open at the border even with no signal
  • Expenses: photograph a receipt and SirTripsALot fills in the expense for you to check
  • Your trips kept on your phone, so they’re there with no signal
  • A calendar feed of your trips for Apple Calendar, Google Calendar, or Outlook

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

Billing

  • 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.