5 Winter Destinations for 2020

| POSTED ON January 8th, 2020
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Winter is already here, and if you have yet to make your plans for even a brief getaway from the cold or gloomy conditions that are part of any winter season, we have five Caribbean destinations that would make a perfect choice.

Before we look at why they are each, individually, a perfect spot for a winter escape, let’s look at some general reasons they will all fit the bill for an idyllic retreat.

  • They are all known for their perfect beaches
  • They each have a great food and drink scene, whether it is five-star dining or beach shack snacking
  • They all have luxury villas that can serve as your sole destination for a holiday
  • Each has a unique culture that will make a visit an enchanting and even educational experience
  • All of these islands have plenty of outdoor activities that guarantee you will be able to overcome even a serious case of the winter blues
  • It is easy to fly directly to each of these islands and transportation upon arrival is easy and convenient

With those general reasons for heading to the Caribbean this winter, let’s take time to consider our five top picks for 2020:

Barbados

The newspaper The Independent says that this island is the “Perfect Luxury Getaway,” for several reasons. These include that it is a “captivating sight, with miles of idyllic beaches and picture-perfect palm trees framing an island paradise that’s a breathtaking testament to nature’s beauty.” They go on to talk about the many things to see and do during any visit.

There are charming colonial-era cities so well preserved as to be UNESCO sites, and there are the amazing beaches. There is the perfect underwater environment for snorkeling and diving, and there are the many natural wonders, including the native wildlife that includes sweet little monkeys and deer.

The island has a wonderful food culture with the oldest rum production facility on the planet offering tasting experiences and tours. Some of the best restaurants in the Caribbean are here, including the famous Oistins Fish Market.

There are also amazing villas perfect for a romantic retreat for two, a solo getaway, or a group holiday.

St Martin

Some of the most iconic images of the Caribbean come from St. Martin, and it makes sense when you think of its nearly year-round perfect weather, its amazing beaches, its many gorgeous mountains and landscapes, and its lovely architecture.

Rich in culture, history, and food, it is a cosmopolitan spot divided in two between French and Dutch holdings. Many travelers say there is a distinctly European flair to the island and there is no difficulty navigating between each side. There is a tremendous food and drink culture, but those who savor the nightlife will also appreciate the presence of casinos.

Here too, though, you find the same prevalence of luxury villas offering a perfect base from which to explore both areas of the island or to serve as the only destination throughout the trip.

Turks & Caicos

Forbes magazine said that Turks & Caicos is the perfect Caribbean Island for its flawless beaches, amazing snorkeling and its many excellent restaurants and bars. It points out that there is an endless number of activities, and then has this to say of the local culture and its “general we-know-how-to-roll-out-the-welcome-mat-for-visitors,” mindset.

Whether you stay on Providenciales (which is the main, busier) area or another of the islands in the chain, you will find that everything is far smaller and quieter than elsewhere in the Caribbean, but also a bit more luxurious. Yet, even those in luxury villas end up heading to the less opulent restaurants that dot the beachfront. A true food culture around conch has emerged and places like Da Conch Shack are must-try destinations just as much as the luxury spots like Magnolia overlooking Turtle Bay.

With an array of locations to enjoy, a stay at one of the luxury villas on Turks & Caicos is sure to place travelers just moments from some of the top activities and attractions.

St Barts

Many travel experts say that St. Barts is a “bucket list” destination, or should be. They explain their argument by explaining that it is one of the most low-key places due to its Swedish and French influences. It is currently one of the top destinations for the world’s most famous celebrities, and yet it remains an accessible and appealing spot for “the rest of us.”

It has 14 white sand beaches that are deemed second to none by many. It has charming harbor towns and lots of cafes and restaurants to savor. There is a European flair to most of the island, but particularly St Jean and Gustavia.

There are many premium and luxury villas to enjoy in town and out on the shore and hills above, and there is a tremendous number of activities for the culturally oriented, including hikes to historic points, and more.

Caymans

Lastly, the Cayman Islands (the three largest, anyway) have long been described as must-see destinations. Home to luxury villas and amazing beaches, experts say that there are scores of reasons to head here for the winter. These include its Seven Mile Beach, its predictable and excellent weather, its world-class diving and snorkeling, its many options for water sports, and its opportunities for exploring and enjoying nature.

The Caymans are also famous for a food culture that credits it as the culinary capital of the entire region. That is why some luxury villas have options for private chefs, but many are close to some of the area’s top restaurants, too.

You now have many reasons to head to some of the Caribbean’s most famous islands for your winter retreat. Whether you go for just an extended weekend or a few weeks of downtime, and whether it is a solo trip, couples’ getaway, or holiday with family or friends, you will find that there is much to love about each of these unique island escapes.

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Have a question? Need more information?

Send us a message and a villa specialist will contact you as soon as possible!

Toll Free: 1.855.475.3258
International: +1.704.256.8327 (USA)
Fax: 1.866.521.9771
Villa and Reservation Inquires:
[email protected]
Concierge & Guest Relations inquiries:
[email protected]
Isle Blue, LLC
1209 Churchill Downs Drive
Waxhaw, North Carolina 28173
USA