TRIP TIP Want to find the island with the cheapest flights from your hometown? Go to
Google Flights, plug in your dates, and enter “Caribbean” as your destination. A map will
pop up that displays fares to major airports throughout the region.
IF YOU PLAN ON SPENDING AS MUCH
TIME UNDERWATER AS ON DRY LAND:CAYMAN ISLANDS
With a mix of decadent hotels and celeb-
chef-helmed restaurants, the main island
of Grand Cayman feels a bit like Miami—
with much better beaches. And just off
that powdery white sand, you’ll find some
of the Caribbean’s best snorkeling and
diving. Explore the Cali shipwreck near
capital George Town, commune with sea
turtles at Coral Gardens off Rum Point, or
feed rays in the shallow sandbars of
Stingray City. Then exchange fins for flip-
flops at the Ritz-Carlton Grand Cayman
(doubles from $499; ritzcarlton.com) on
famous Seven Mile Beach, where the
daybed-filled cabanas (with butler ser-
vice!) and six-course tasting menu at Eric
Ripert’s Blue restaurant will ruin you for
real life. As will the epic romance of a
horseback ride—and swim—along the
uninhabited stretches of Grand Cayman’s
north shores (ponies.ky). —J.M.VICEROY ANGUILLA’S
SUNSET LOUNGEGRAND CAYMANIF YOUR INSTA IS FULL OF FOOD SHOTS:ANGUILLA
This arid isle may be just 16 miles long and three miles wide, but
Anguilla lays claim to 33 insane white-sand beaches and more
restaurants per capita than New York City. Take your pick of next-
level eateries: seafood mecca Blanchards, nouveau newcomer
De Cuisine, eclectic favorite Veya, or one of tons of delish dining
spots at the isle’s haute hotels. The modern Viceroy Anguilla
(doubles from $500; viceroyhotelsandresorts.com), perched on
two to-die-for beaches, with rooms designed by Kelly Wearstler,
has five stellar restaurants alone. Ask and the concierge will
arrange a five-stop culinary crawl through nearby islets, including
a beach barbecue at Sandy Island and grilled lobster and rum
punch on the white sands of Scilly Cay. And if you want to bring a
taste of the island back home, sign up for a private cooking class
at CuisinArt Golf Resort & Spa (cuisinartresort.com), featuring
ingredients grown on the on-site hydroponic farm. —J.M.VICEROY ANGUILLA332 F E B R U A R Y / M A R C H 2 0 1 6GETAWAY
CLOCKWISE FROM TOP LEFT: COURTESY OF THE HOTEL (2); DAVID ZIGERELLI(continued on page 336 )