
The Best Time to Visit Costa Rica — a Luxury Guide, Month by Month
Costa Rica has a dry season and a green season rather than a summer and a winter. The month decides the sunshine, the crowds and which coast is at its best.
Straight answers from advisors who design private travel for families who travel privately — when to go, where, and what only forty years of relationships can open.
94 guides in Beaches & Islands

Costa Rica has a dry season and a green season rather than a summer and a winter. The month decides the sunshine, the crowds and which coast is at its best.

Cancún's sun is reliable for half the year and a calculation for the other half. Knowing the dry season, the hurricane window and the sargassum months decides the trip.

Eden Roc Cap Cana’s 2026–27 festive programme runs from 18 December 2026 to 2 January 2027, with a Signature Christmas Gala on Christmas Eve, a Caribbean Christmas Market on 25 December and the Allegria gala on New Year’s Eve. As of 26 October 2026 the hotel still has a Luxury Pool Family Suite for 22–27 December and a Four Bedroom Imperial Villa for 19–26 December, with a five-night minimum.

Naples is the quieter, more characterful counterpart to Rome: a UNESCO-listed historic centre, Pompeii and Herculaneum at the foot of Vesuvius, and the islands and the Amalfi Coast within a boat ride. How to use it as a base, privately.

Short enough to be spontaneous, on the one island where a twenty-minute drive changes the country, the language and the menu. The French side to sleep, the Dutch side for the evening that runs late. A private, tailored journey of 5 Days · 4 Nights in St Martin, The Caribbean, designed end to end by a Forest Travel advisor — with Virtuoso privileges at the finest luxury hotels, from US$4,200 per traveler.

A staffed house above Baie Longue or Baie Rouge, where the beaches are long, undeveloped and almost entirely empty on a weekday — the quiet half of an island that also knows how to be loud. A private, tailored journey of 7 Days · 6 Nights in St Martin, The Caribbean, designed end to end by a Forest Travel advisor — with Virtuoso privileges at the finest luxury hotels, from US$12,500 per traveler.

A house large enough for the whole party on the Platinum Coast, a chef briefed on the evening that matters, and a long table set where the sun goes down over the water rather than behind the island. A private, tailored journey of 8 Days · 7 Nights in Barbados, The Caribbean, designed end to end by a Forest Travel advisor — with Virtuoso privileges at the finest luxury hotels, from US$18,500 per traveler.

A staffed estate between Holetown and Paynes Bay, where the Caribbean sea is flat enough to swim at any hour — a chef, a housekeeper, and a stretch of sand that is public by law and private by habit. A private, tailored journey of 7 Days · 6 Nights in Barbados, The Caribbean, designed end to end by a Forest Travel advisor — with Virtuoso privileges at the finest luxury hotels, from US$18,500 per traveler.

Aruba in December to April — the trade winds constant, the Caribbean south coast the calmest in the hurricane-free zone, and the certainty of sun that makes this island the winter escape for the Caribbean-experienced traveller who has learned to choose by reliability of weather, not by reputation. A private, tailored journey of 7 Days · 6 Nights in Aruba, The Caribbean, designed end to end by a Forest Travel advisor — with Virtuoso privileges at the finest luxury hotels, from US$8,500 per traveler.
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