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Start Planning Your Winter Escape

Category: Insiders Guide | 07.12.2019

While you might be settling in to enjoy the sunny weather and time with the kids as they finish for the summer, it’s never too early to start planning your winter escape. And while December is a time traditionally for snowy thoughts and cuddling by the fire, it also makes an incredible opportunity to go traveling. Experience how other countries celebrate the festive season and bring home a few traditions to make the winter season truly yours. The holiday season is already booking up fast, so start planning now!

Aspen, Colorado

Why We Go: Aspen is famous for its four ski mountains that make up the Aspen Snowmass resort. Whether you’re a ski bunny or a thrill-seeking snowboarder, Aspen has an impressive reputation thanks to the amount of space available for you to indulge in whatever kind of outdoor activity you enjoy. If après-ski is more your scene, there are few places in America that do it better.

Where to stay: Chateau’s in Aspen

Anguilla, Caribbean

Why We Go: If snow isn’t really your thing, then the azure waters and white sands of Anguilla might just be the remedy you want for a freezing cold winter. The island of Anguilla is one of the Caribbean’s best-kept secrets, and it’s easy to see why. When it’s winter back home, enjoy the balmy 80 degree weather and lack of rain or snow.

Where To Stay: Luxury Villas in Anguilla

Revelstoke, Canada

Why We Go: Maybe Aspen isn’t thrill seeking enough for you, or perhaps you take your winter sports more seriously than most. If so, Revelstoke is the perfect place for you to spend the winter season, thanks to its annual snowfalls of between 40 and 60 feet. Not only that, but Revelstoke has the most skiable vertical in North America, as well as plenty of opportunities to engage in heli-skiing and cross-country. If you want the best snow of the season and some outdoor thrills, this is the place for you.

Where To Stay: Chateau’s in Revelstoke

Puerto Vallarta & Punta Mita, Mexico

Why We Go: Do you ever feel like you can’t decide what you want? You want beautiful beaches but mountain views. You want big city luxuries but an easygoing seaside vibe? Well then, Puerto Vallarta is the best place to spend a winter away from the big freeze. With incredible dining options, big city shopping and art experiences, and temperatures that linger in the 70s and 80s, this is an incredible place to settle in for a warmer winter experience.

Where To Stay: Luxury Villas in Puerto Vallarta,    Luxury Villas in Punta Mita

Bridgetown, Barbados

Why We Go: Obviously, nobody needs us to tell them about the sea, sand, and surfing that Barbados has to offer – the pretty island practically invented the Caribbean cliché. Base yourself in Bridgetown if you want to experience the best of the best on this island – from golf resorts to the best in fine dining, as well as the opportunity to shop til you drop in the island’s capital city. Nearby you can visit remnants of Barbados’ colonial past thanks to the plantation homes scattered around the rolling hills and lush greenery. A perfect place to while away the winter days.

Where To Stay: Luxury Villas in Barbados

Split, Croatia

Why We Go: The Dalmatian Coast is the legendary stretch of the Croatian Adriatic which is home to crystal blue waters and idyllic limestone cliffs. Split is renowned for its slower pace of life and Old World charm. While the winter weather is a little sharper than the blissful summers, it’s a great way to experience some of the regional Christmas markets, and for those who prefer things not to be too hot or too cold, you might find that Split is just right.

Where To Stay: Luxury Villas in Dalmation Coast

Crete, Greece

Why We Go: Crete is one of those islands that everybody should visit at least once in its life. Thanks to its size, and location, the island is protected from having too many extremes of weather, which means that no matter the time of year that you visit you can enjoy gorgeous beaches and charming villages. Visiting after Christmas is also a wonderful opportunity to enjoy a Greek Orthodox Christmas, which is celebrated a week after traditional Christmas, and is a fabulous way to engage in the winter traditions of another culture.

Where To Stay: Luxury Villas in Crete

Lisbon, Portugal:

Why We Go: Thanks to Portugal’s subtropical Mediterranean climate, winter in Lisbon is usually a pretty mild place, with temperatures lingering around 57 degrees Fahrenheit. The city is famous built across seven hills overlooking the Rio Tejo, and offers a postcard-esque opportunity to view white-domed cathedral and local cultural experiences. Every year, the Winter Festival of Lisbon is thrown, giving you the opportunity to engage in local fun and games while enjoying a relaxing vacation.

Where To Stay: Luxury Villas in Portugal

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