The airport: one less thing to worry about.

Every winter, a window opens. From mid-December to April, the Caribbean fills with travelers leaving the cold behind: families on school break, couples on a long weekend, executives who finally take a week off. The beach is the reward. The airport is the part nobody plans for.

When several flights land close together, lines at immigration can build, bags take their time and a long travel day gets longer. On a Caribbean winter vacation, a Meet and Greet changes how that day feels. Your greeter welcomes you at the airport and escorts you through the terminal, from the aircraft to your car, so the trip starts calm.

Caribbean Winer Vacation: Why the winter window fills up early

Winter is the Caribbean’s high season, and airlines are adding seats for 2026-27. A few signals worth knowing:

• The season is long. On Mexico’s Caribbean coast, high season runs from mid-December through April, according to Oyster. The same guide suggests booking hotels for a mid-December to February week by early October.
• Airlines are adding winter routes. Southwest opened its February 2027 schedule with more warm-weather flying aimed at the stretch between the holidays and spring break, including Indianapolis to San Juan (Caribbean Journal).
• Luxury islands are getting easier to reach. BermudAir is linking Turks and Caicos with six North American gateways, including Newark, between October 2026 and May 2027 (eTurboNews).
• Canada is heading south too. Air Transat adds Montreal flights to Aruba and Barbados from December 2026 (PAX News).

More flights mean busier terminals on peak days, especially around Christmas, New Year and the February school breaks. Planning the airport now is as smart as booking the villa.

Where we welcome you in the Caribbean

Royal Airport Concierge offers arrival, departure and connection service at these Caribbean airports, part of a network of more than 500 airports worldwide.

Flying somewhere else? Browse all airports or ask our team to check your itinerary.

Landing, departure day and the trip home

Landing: one less thing to worry about. Your greeter welcomes you at the aircraft or the closest permitted point. We escort you through passport control and customs, help with your bags and walk you to your car.

Departure day: one less thing to worry about. Your greeter welcomes you at the curb, helps with check-in and escorts you through security to the lounge or your gate. Fast track at selected airports. Where it is not offered, we stay with you through each step of the terminal.

Flying home from Nassau or Aruba. Both airports host U.S. Customs and Border Protection preclearance (CBP). U.S.-bound travelers clear U.S. immigration and customs before boarding, so they land in the United States much like a domestic arrival. It means one more formal step on departure day in the islands. Your greeter walks you through it, so you board relaxed.

Your layover: one less thing to worry about. Connecting through San Juan or Sint Maarten to a smaller island? Your greeter meets you on landing, guides you through transit formalities and stays with you to your next gate.

Caribbean Winter Vacation: Families, bags and a few planning notes

Winter trips to the islands often mean family, beach gear and more luggage than usual. We take care of your bags so you walk through the terminal at ease.

• Bags: your greeter assists with up to three standard-size bags. For more, we can coordinate porter service (additional fee).
• Little ones: an extra pair of hands at immigration and baggage claim makes a long travel day calmer for parents.
• Reduced mobility: request a wheelchair directly with your airline. Your greeter makes sure the wheelchair you requested is ready and stays with you through the terminal.
• Book early for the holidays: we recommend booking at least 48 hours before your flight. Short-notice availability is limited, and a booking is confirmed once a greeter is assigned. For Christmas, New Year and February breaks, book as soon as your flights are set.
• Payment: your card is held and charged only once the service is completed.
• Travel advisors: add a Caribbean Meet and Greet to your clients’ winter trips and earn a 10% commission through our Agency Partners program.

Frequently asked questions

What is a Caribbean airport Meet and Greet? A personal greeter welcomes you at the airport and escorts you through the terminal on arrival, departure or connection, including help with your bags.

Is fast track included? Fast track at selected airports only. Where it is not offered, your greeter escorts you through each step of the terminal, and you may still wait in line.

When should I book for the winter season? At least 48 hours before your flight. For holiday weeks, book as soon as your flights are confirmed, since short-notice availability is limited.

What is U.S. preclearance in Nassau and Aruba? U.S. officers at both airports process U.S.-bound travelers before departure, so you land in the United States much like a domestic flight.

How is the price set? Your quote is an estimate based on the airport, the service, the number of guests and your luggage.

Planning a winter escape to the islands? Get an Instant Quote.

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