Anguilla Three Ways

Yes, winter is coming, so start preparing your exit strategy now

HEATWAVES ACROSS the country this summer have meant that even if you didn’t get out of the office until evening you were still going to enjoy great temperatures and a bit of sunshine. But let’s remember what lies ahead: winter. Having a cold-weather exit strategy may be key to your mood’s survival.

Luckily, the Eastern Caribbean island of Anguilla has exactly what you’ll need: bright sunshine, white sand and gorgeous blue waters.

> Sophisticated Party Palace: Kishti Villas Kishti has three luxury villas on the island, and each offers a private enclave experience with all the amenities you need to feel pampered and relaxed. At Kishti on Meads Villa West, your six-bedroom property has rooftop and patio gardens, a home theatre, and plenty of space to spread out or be together — including a pool deck and hot tub overlooking Meads Bay Beach. The private chef will make use of your two kitchens but, if you’re ready to explore beyond the property, sunset drinks at the Four Seasons Resort and Residences Anguilla await. 

> Family Fun: Zemi Beach House Bringing the family? Zemi Beach House offers something for everyone. Adults looking to unwind can do so at the Zemi Thai House Spa, where a hammam and treatments are set within a 300-year-old Thai house and garden. Children will love the mermaid pool on the beach, where Kids Club activities include donning a fishtail and having your photo taken through the glass-paned pool sides.  And everyone will enjoy fresh seafood dinners that are steps from the sand. 

> Solo Retreat: Frangipani Beach Resort Pick a top-floor suite at Frangipani and you’ll be rewarded with stunning views of Meads Bay. Pick a ground-floor suite and you can walk straight out into that turquoise water. Suites are well-appointed and spacious with kitchens that make longer stays easy. The popular Straw Hat Restaurant offers delicious meals, and the friendly staff can direct you to toes-in-the-sand hot spots where you can meet the locals.

Heather Greenwood Davis is a lawyer, a contributing editor to National Geographic Traveler, and a columnist for The Globe and Mail. Reach her at