06/01/2026
When I’m booking clients to St. Lucia and Turks and Caicos, this is the exact question I ask first.
If you’re honeymooning, celebrating a big milestone, or finally taking the trip you’ve been talking about for years, I’m telling you to splurge on the room with the view, the private transfer, and the resort with the adults-only pool.
That’s where the trip starts feeling special the second you arrive.
The mistake I see all the time is saving on the one thing you’ll notice every single day, then spending the whole trip wishing you had booked the better option.
I’d rather help you spend smart in the places that matter, and skip the extras that nobody remembers after day two.
If your trip has a real reason behind it, I’ll tell you exactly where the upgrade is worth it.