Apsley Travel · Bespoke Luxury Travel

Best luxury holidays for October

October is among the strongest months in the luxury travel calendar. It bridges peak and shoulder across most regions — the Maldives is entering its dry season (late October especially), Japan reaches peak autumn colour, the African safari season is still in full flow, Jordan is at its perfect temperature, Greece and Italy enjoy warm-water shoulder with fewer crowds, and the Caribbean is just opening for winter sun.

October is one of the best travel months globally — the Maldives enters dry season, Japan reaches autumn colour, Kenya safari peaks, Jordan is at its ideal temperature, Greece offers warm-water shoulder, and Italy has the wine harvest.

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Frequently asked questions

When is October half-term in 2026?

UK October half-term is October 26 – November 1, 2026. We recommend booking 6–9 months ahead, especially for Japan, Kenya safari, and short-haul European destinations.

Is the Caribbean safe in October?

October is the tail of hurricane season — risk is reduced after October 20 but not zero. We recommend late November onward for the Caribbean, and Indian Ocean (Maldives, Mauritius) for October half-term.

Is Italy too cold in October?

Daytime 18–24°C in Tuscany and Rome, slightly cooler in the north. The Amalfi Coast remains warm enough for swimming until mid-month. Ideal for non-beach Italy.