Vacation Planning Checklist & Countdown

A simple vacation checklist so you can pack and leave without stress.

Use this timeline to organize flights, lodging, packing, and itinerary details. Share the countdown with travel companions.

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Planning timeline

30 days before

  • Book flights and lodging
  • Request time off
  • Confirm passports or documents
  • Start a packing list

14 days before

  • Book activities or reservations
  • Plan transportation
  • Check travel requirements
  • Buy travel essentials

7 days before

  • Confirm reservations
  • Set a budget for the trip
  • Coordinate with travel companions
  • Set reminders to pack

1 day before

  • Pack essentials
  • Charge devices
  • Set travel alarms
  • Share the itinerary

Home Screen Widgets

Beautiful countdown widgets that sit right on your home screen.

Lock Screen Widgets

See your countdown without even unlocking your phone.

Live Activities

Real-time countdown updates on your Dynamic Island.

See the app in action

Use the same Outside app experience you saw on the homepage to keep your plan, countdown, and reminders in one place.

Related dates

Related countdowns

Plan with less stress

Outside keeps your trip timeline in one place, with reminders so nothing gets missed.

Share the countdown

Invite friends or family to the countdown so everyone can stay aligned on travel details.

Frequently Asked Questions

When should I start planning a vacation?

For most trips, start 4-8 weeks out. Longer trips may need more lead time.

Can I add packing reminders?

Yes. Add reminders for passports, tickets, and packing to stay on track.

Can I share the trip countdown?

Yes. Invite travel companions so everyone sees the same countdown and reminders.

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