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Green Season, Private Advantage: Why May–November Is the Best Time to Fly Private in Costa Rica

The conventional wisdom says: avoid Costa Rica in the rainy season. The reality is more nuanced — and for the right traveler, far more compelling.

What Green Season actually means

Costa Rica’s Green Season runs roughly from May through November. It doesn’t mean constant rain. It means afternoon showers, dramatic skies, and a landscape that reaches its visual peak.

Waterfalls at full capacity. Jungle so dense it looks layered from above. Wildlife more active. Temperatures more manageable. And destinations that feel genuinely quiet.

The crowds that define Dry Season — December through April — simply aren’t there.

Why most travelers get it wrong

The assumption is that rain equals disrupted travel. For commercial aviation, that logic holds — delays, cancellations, and schedule dependency make wet-season travel genuinely unpredictable.

Private aviation operates differently.

Departure times are flexible. Routes adapt to conditions. Pilots with deep local knowledge — like those at Prestige Wings — read the weather and fly around it, not into it. Most tropical showers in Costa Rica are localized and short-lived, which means the window to fly is almost always available.

The result: Green Season travelers who fly private experience the country at its most beautiful, with none of the commercial travel friction that makes the season feel risky.

The access advantage

Green Season also changes what’s accessible. Destinations that feel crowded in peak season — Nosara, Tamarindo, Manuel Antonio — return to something closer to what they actually are: remote, quiet, extraordinary.

And destinations that are always difficult to reach by road — Tortuguero, Drake Bay, Barra del Colorado — become even more compelling when the journey is measured in minutes, not hours.

The honest case

Green Season isn’t for every traveler. But for those who prioritize experience over certainty of sunshine, and who move by private charter rather than commercial schedule — it’s the most rewarding time to be in Costa Rica.

The country is at its most alive. And private aviation is what makes it fully accessible.

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Cancellation Policies

-72 hours prior the flight the penalty will be 25%

-48 hours prior the flight the penalty will be 50%

-24 hours prior the flight the penalty will be 100%

Outstanding circumstances:

Prestige Wings is not responsible for cancellations due to poor weather conditions. It is recommended that passengers acquire travel insurance, which should cover the costs derived from delays or cancellations of this type. 

If a flight is canceled because of any of (but not limited to) the following circumstances, which would not have been possible to avoid: Air traffic control, Climate, Security alerts, strikes, Flight safety eventualities, Accidents, Runway closures Prestige Wings will not be responsible for any compensation. However, Prestige Wings will help passenger to reprogram travel to destination on the following flight pending availability.

The airline may change, cancel, alter or delay the itinerary of any flight at any time for safety reasons or for forces beyond our control that justify such changes.