Digital download
Plan the escape in an evening.
Not six weekends of tabs. Twenty-four destinations with real numbers, a booking calendar that tells you when to buy, and a packing system that fits two weeks of sun into a carry-on.
Why this exists
Planning a winter trip is not hard because information is scarce. It's hard because it's infinite — every destination has 400 blog posts, none of which tell you what a week actually costs or when to buy the flight.
This is the opposite of that. Every destination is one page. Cost, window, flight time, what it's genuinely like, and the one thing that would ruin the trip if nobody told you.
The Winter Sun Planner
$29
- 24 warm-weather destinations, Nov–Mar
- Real cost breakdowns — flights, stay, food, per week
- The booking calendar: what to buy in which month
- Printable + Notion versions
The Escape Kit
$79
- Everything in the Planner
- Budget spreadsheet that prices a trip in 10 minutes
- 6 done-for-you itineraries (5–9 days)
- The resort capsule: 12 pieces, one carry-on, two weeks
- Free updates for the 2027 season
Instant download. 14-day refund, no questions — if it doesn't save you an evening, it isn't worth your money.
Questions
Is this just a list of places?
No. A list is free everywhere. What you're buying is the numbers and the timing — what a week costs and which month to book it in.
Will it be out of date?
Costs move, so cost ranges are given as bands with the month they were checked. The Escape Kit includes the 2027 refresh free.
Does it work outside the US?
Costs assume US departure. The destination research applies anywhere; the flight numbers won't.