New Warm Weather and Beach Destinations for Winter

Migrating south isn’t just for the birds. Here, the 12 much warmer places to go this season.

Courtesy Four Seasons Resorts
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While all Caribbean islands can tempt you with white sand beaches, turquoise waters, and charming towns, these attractions often have to be shared with throngs of day trippers emerging from massive cruise ships. Not so in Anguilla: Though luxury liners do dock here, few are larger than 550 passengers, or taller than Anguilla’s highest point (213 feet), so there’s never a blocked view nor a need to jostle for a sandy perch. In addition to limiting the cruise schedules, the pocket-sized island—part of the British West Indies—has banned casinos (the closest one is a ferry ride away) and limited development of high-rise hotels, helping to maintain its local culture and the serene atmosphere of its 30-plus beaches. (It’s also become something of a foodie secret, with over 100 restaurants packed into just 35 square miles.) With rumblings of larger resort projects on the horizon, though, now is the perfect time to soak up what’s still a tranquil spot in the tropics. Opened this November, The Reef by CuisinArt (from, $950; Merrywing Bay 2000; 264-498-2300; is a beachside boutique property with 80 contemporary golf- and seaview suites (some with Jacuzzis), waterfront dining, and extensive wellness and fitness programming. Guests also have access to all the facilities at the sister CuisinArt resort, an island mainstay that continues to earn raves for its service, activities, spa, and restaurants. (The latter two feature ingredients fresh from the onsite hydroponic farm). This fall also saw the launch of the Four Seasons Resort Anguilla (from $800; Barnes Bay, West End 2640; 800-201-9580;, the former Viceroy resort on the north side of the island, now reimagined with 181 upgraded accommodations (ranging from deluxe rooms to five-bedroom villas), a new seafood-focused restaurant (with the island’s first ceviche bar), and perks like an indoor-outdoor spa and onsite rock climbing.