08/31/2026
“How far in advance should we book?” It’s the question we hear more than any other, and the honest answer is: it depends on the trip. So we made you a cheat sheet.
12+ months: safaris, Antarctica and expedition cruises, Japan in cherry blossom season, festive holiday weeks, and river cruises.
9 to 12 months: Australia and New Zealand, European summer at top-tier properties, and multi-generational trips needing connecting rooms or villas.
6 to 9 months: most European trips, Southeast Asia, and Caribbean winter.
Under 6 months: city breaks, shoulder-season Europe, Mexico, and last-minute magic we can occasionally pull off through our relationships.
The pattern is simple: the smaller the property and the more specific the dates, the earlier you book.
Not sure where your dream trip lands on this list? Ask us. That’s what we’re here for.