Every week someone shows us a spreadsheet with forty tabs, three colour codes and a column called “maybe??”. It’s never a lack of effort. It’s that they planned in the wrong order.
When we build a two-week itinerary at Sunmile, we decide things in the same sequence every time. Not because we love rules, but because each decision makes the next one smaller. Here’s that sequence, with the shortcuts we’d give a friend.
Start with two anchors, not twelve stops
An anchor is the moment you’d be genuinely sad to miss: a sunrise temple, a ryokan night, a table you’ve wanted for years. Pick two. Write them down with the date they work best, and treat everything else as negotiable.
Two anchors give a fortnight its shape. Twelve turn it into a relay race. If you can’t choose, ask which one you’d still be talking about in five years.
- Check the season for each anchor — rice terraces are greenest in the wet months, Santorini’s ferries thin out in November.
- Note what’s bookable early — tea ceremonies, overwater villas and popular dive boats go first.
- Keep anchors at least three days apart so a delay never costs you both.
Then protect the slow days
Here’s the part spreadsheets skip. For every two “big” days, plan one with nothing fixed after lunch. It’s where the best meals, the unplanned swims and the actual rest happen.
“The day we didn’t plan was the day we found the little warung with the view. Leilani had told us that would happen.” — Hannah L., Temples & Terraces of Bali
A two-week skeleton that works almost anywhere
Three bases, never more than four nights in transit-free pairs. This is the shape we start from before a single flight is priced:
Flights last — and only now
Once you know your anchors and your bases, flights almost choose themselves. You’re no longer comparing forty fares; you’re comparing three that land at the right airport on the right day.
- Price the long-haul legs into your arrival city and out of your gateway — open-jaw tickets are often cheaper than a return.
- Add internal hops only where the ground journey is over five hours.
- Never book a connection under 90 minutes on separate tickets. Ever.
See it drawn out
This is the same order of decisions that shaped our most-booked Bali itinerary — two anchors (Jatiluwih at dawn, Uluwatu at sunset), three bases and a lot of protected afternoons.
The short version
Two anchors. Slow days on purpose. Flights at the end. If you’d rather not do any of it yourself, book a free 30-minute call and we’ll sketch the route with you.



