charter flight Caribbean

Caribbean Winter Vacation: Chasing After The Sun

Caribbean Winter Vacation High season in the Caribbean is here and local businesses are pulling out all the stops to make sure your visit is the most memorable it can be. What better antidote is there for the Winter Blues than warm island breezes, white sand and the most favourable weather anywhere on Earth?Caribbean Winter Vacation


If the snow is falling back home, then this is the perfect time to book a winter getaway to one of our five elite Caribbean destinations. Here are a few of the best reasons why.

Winter in Anguilla (charter flights to Anguilla) Caribbean Winter Vacation

Anguilla’s weather is warm and dry all year. The island recognises two tourist seasons. The winter season is their high season and runs from 15 December to 15 April. Summer is the off-season and encompasses the remainder of the year.

The best part about Anguilla is that even during the high season, crowds are light. This is the perfect place to plan a winter escape if you want yours to be truly that. Seclusion, quiet and an easy-going Caribbean mood dominate Anguilla even in winter when travel to the island is at its peak. All accommodations on the island are available right now, and the wide price range is there to provide a vacation that is moulded to your budget.

Charter Flights to Punta Cana

High Season in Nevis (charter flights to Nevis) Caribbean Winter Vacation

One of the great things about Nevis is that it is possible to see the entire island in just one day. A drive around the perimeter of the island is doable during an afternoon. That’s not to say that there’s nothing to do here – quite the opposite! If you take that car ride in a taxi, for example, you will get the best possible tour and learn all there is about Nevis in a few hours’ time.

Nevis is also a great destination for local history buffs since the island is absolutely teeming with it. In fact, you can immerse yourself in the local history by booking accommodations at one of the island’s historic sugar mills – many have been converted into hotels. Best of all, the locals are always happy to greet visitors, and are the true definition of Caribbean hospitality.

Charter Flights to Punta Cana

Warm Winter Memories of Virgin Gorda (charter flights to Virgin Gorda)

With temperatures hovering near 30°C (85°F) year round, Virgin Gorda is an ideal destination at any time of year. The most lively crowds can be found here during winter however, and of our three mentioned destinations, Virgin Gorda definitely offers the most up-beat, party-esque atmosphere according to visitors.

Every business on the island is waiting to greet visitors at this time of the year, and competition for everything from rooms, to villas and drinks at the local bars helps keep prices competitive and predictable. We’re not saying it will be cheapest to go to Virgin Gorda in the High Season, but the sheer variety of things to do here and the level of hospitality you’ll enjoy make it worth every single penny – and more.

Charter Flights to Caribbean Winter Vacation

But don’t take our word for it!

Try it yourself instead, and see how amazing an exotic vacation during winter can be – you’ll come back to tell us how bad we were at praising these islands’ realistic beauty.

For the most hassle-free experience as far as getting on your island of choice, we encourage you to book one of our Caribbean charter flights. We can get you there quick, safe and excited – as we are sure you will be after you see the island of your dreams, approaching it slowly from inside one of our awesome charter flight aircraft. If you need any more information or have any queries whatsoever, please contact us right away and we will respond promptly.

Image sources: Paradise in the World, Four Seasons, 4myviCaribbean Winter Vacation

VIP Services

VIP Concierge Team

Caribbean Charter Flights offers the following VIP airport transfer services at selected hubs:

  • Personalized Meet & Greet
  • Seamless transfer services between flights
  • Escort through airport terminal with dedicated VIP Service agent
  • Expeditious Immigration & Customs formalities
  • Baggage reclaim & transfer to your next flight

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