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beach in Grand Cayman Islands winter travel destinations

If the dark-at-5 pm doldrums are already setting in, grab your sunscreen, kaftan, protective sun hat, and fly like the hummingbirds to a warmer locale. See you in paradise.

Grand Cayman Island

Trip Highlights:

Swim with the stingrays, explore the island’s famed Crystal Caves, and adventure out to the Cayman Turtle Center to learn about the island’s native green sea turtles.

Stay at:

Grand Cayman Marriott on iconic Seven Mile Beach. Rooms come with nautical decor, floor-to-ceiling windows, and private balconies, perfect for morning coffee.

Bequia, St. Vincent and the Grenadines

Trip Highlights:

The Grenadines island of Bequia (pronounced Bek-way) is often called ‘the island in the clouds.’ Pristine beaches (including Princess Margaret Beach), see-to-the-bottom waters, clear skies, and snorkeling are the big draw here.

Stay at:

Hugging the island’s turquoise coastline, The Liming Bequia, is composed of villas and junior suites, replete with private terraces and hot tubs. For ultimate indulgence, book the five-bedroom Gingerlily Mansion House.

Curacao, ABC Islands

Trip Highlights:

One of the ABC islands, Curacao is known most for its colorful buildings, unique architecture, and azure waters. Take a historic city tour, or snorkel at the site of a sunken tug boat alongside sea turtles and parrot fish.

Stay at:

For a romantic stay, head to the 23-room, Baoase Luxury Resort. Built around an 80-year-old Banyan Tree, the Balinese-inspired property  features hand-chosen furnishings and art; many rooms come with their own private plunge pools.

Rosemary Beach, Florida

Trip Highlights:

Known for its turquoise waters and stretches of white sand, Rosemary Beach, on Florida’s Panhandle, uniquely features a cobbled-stone downtown and distinctive architecture.

Stay at:

Easy to spot by its signature black-and-white awnings and turrets, The Pearl recently completed a refresh of its 55 rooms, for a chic coastal vibe. Lounge on your own private beach and end the day in the hotel’s speakeasy-style, adults-only lounge.

Rio de Janeiro, Brazil

Trip Highlights:

To really turn winter on its head, fly yourself down to Rio. December to March is summer in Brazil, with average temperatures ranging in the 90sF.

Stay at:

The iconic Copacabana Palace, A Belmond Hotel — forever immortalized in the film Flying Down to Rio — is celebrating its 100th birthday in 2023. Dine in the hotel’s two Michelin star restaurants: Ristorante Hotel Cipriani ( Italian)  or MEE Restaurant (pan-Asian). Stay on the hotel’s 6th floor and be privy to the ‘secret black pool.’