The Best Winter Getaway Spots
We’ll admit that the first snow of the season is everything Lorelai Gilmore promises in the first season of Gilmore Girls: “Everything’s magical in the snow, everything looks pretty.” That being said, after weeks of bundling up in a parka to endure the freezing cold, we all start dreaming of a tropical destination that will warm us right up. So if you’re ready to escape the cold this winter, you’re in luck: we’ve rounded up our favorite getaway spots—from the Caribbean to the West Coast—so you can get away this winter.
Courtesy of Round Hill Hotel and Villa
ROUND HILL HOTEL & VILLAS, JamaIca
Located west of Montego Bay in Jamaica, Round Hill Hotel and Villas is a historic resort that is just as luxurious as it is beautiful. With 27 private Villas—most with private pools, all situated only steps away from some of the most beautiful beaches in the Caribbean—and 36 Ralph Lauren-designed oceanfront guest rooms in the Pineapple House, any guest will feel right at home. Amenities include the open-air terrace dining and The Grill at Round Hill, family programs at the Pineapple Kid’s Club, an infinity pool, tennis and pickleball courts, and an Elemis spa.
The St. Regis Bermuda Resort, Bermuda
The St. Regis Bermuda Resort is situated in the historic Town of St. George’s and located on St. Catherine’s Beach. The resort features 120 elegant guest rooms, which features a private balcony overlooking the ocean views and stunning vistas of Bermuda’s celebrated Fort St. Catherine. The resort’s sophisticated food and beverage offerings include Lina, a flavorful all-day restaurant whose name is a playful nod to the nickname of St. Regis’ founding patroness Mrs. Caroline Astor. The resort will also debut the Gates Bay Mary, its unique twist on the brand’s signature cocktail – the Bloody Mary.
The Ritz-Carlton Turks & Caicos
Situated on the world-famous Grace Bay in Providenciales, The Ritz-Carlton, Turks & Caicos offers an idyllic tropical getaway. The design of this luxury resort is inspired by the island, with use of rich woods, flora of cactuses, sisals, and sponges from Turks and Caicos. The resort features 147 refined ocean-view guest rooms overlooking the stunning turquoise waters of the Caribbean Sea. If you want to take to the seas, The Lady Grace, the private catamaran of The Ritz-Carlton, Turks & Caicos, will give you an opportunity to explore beyond the shores.
Malliouhana Auberge Resort, Anguilla
Known as Anguilla’s “Stylish Icon” and a stunning romantic getaway, the Malliouhana Auberge Resort opened over 30 years ago and is a quick 4-hour flight from NYC. The oceanfront resort is set on top of a bluff that oversees the beautiful bright blue sea. From their delicious food options to the infinity pool and a beachside bar, there’s no doubt you’ll lounge and relax island-style.
Sugar Beach, St. Lucia
“We went here last Winter and it was amazing, and a super easy flight from NYC,” says one of AOI’s team members, Victoria. Just looking at the photos of Sugar Beach, A Viceroy Resort, you can just picture a perfect cold-weather getaway. With 100 acres of rainforest along the Caribbean Sea, this resort is located on an 18th-century sugar plantation that holds beachfront bungalows, mountain cottages, and suites along vibrant gardens. The activities—from hiking in the rainforest, relaxing on the beach, or indulging in a spa treatment in a rainforest treehouse (!!)—it’s clear memories will be made here.
Amanyara, Turks & Caicos
Located on the secluded shores of an 18,000-acre nature preserve, the Aman Resort’s Turks and Caicos location, Amanyara overlooks half a mile of white sand beaches and turquoise water of Providenciales' North West Point Marine National Park. Choose from private villas and pavilions to have the most luxurious stay, and enjoy exploring the island—whether it be on horseback or a leisurely walk down the beach. A retreat for all ages, the resort offers restorative wellness retreats and endless possibilities for discovery above and below the waves.