JAMAICA

The best multigenerational family vacations are the ones everyone remembers years later. Grandparents watching the kids run around by the pool. Parents finally getting a chance to relax. Long lunches that stretch into the afternoon, cousins disappearing off to play, and evenings ...

Destinations

The best Caribbean islands for families depend on the kind of trip you are planning. Turks and Caicos is particularly well suited to younger children and easy beach days. Jamaica stands out for fully staffed multigenerational villas, while Grand Cayman combines straightforward lo...

Destinations

A beachfront villa sounds like a straightforward proposition: choose an island, find a beautiful home beside the water, and start planning what to drink by the pool. The reality is more nuanced. One villa may sit on a broad stretch of powdery sand with calm, swimmable water. Anot...

Destinations

Picture a villa on Negril’s West End cliffs. Morning comes slowly. The Caribbean stretches flat and brilliant below the terrace, and the light shifts through the palms before your chef has started breakfast. There is nowhere to be until the afternoon, when the sun drops into the ...

Destinations

You arrive through a guarded gate and step into a golf cart. The driver heads down a winding road through 2,200 acres of tropical landscape until the Caribbean opens up in front of you. A staff member is waiting at the villa with a cold drink and a smile. Welcome to the Tryall Cl...

Destinations

Picture this: you wake to Blue Mountain coffee on the terrace, the Caribbean glinting below, breakfast already set. Your butler appears with a quiet smile. The pool is pristine. Your only decision is whether to swim first or linger over a second cup. This is what Jamaica villas w...

Destinations

The appeal of all-inclusive travel hasn’t changed. The clarity of knowing what your trip costs before you arrive, the convenience of having every detail handled, and the freedom to focus entirely on your group are still reasons travelers choose the format. What has changed is tha...

Destinations

Montego Bay is Jamaica’s most polished contradiction. It’s a place where world-class golf courses meet jerk chicken shacks, where you can sip champagne on a clifftop estate one hour and dance to reggae at a beach bar the next. It’s the island’s glam hub without the stuffiness, th...

Destinations

With some of the best courses in the Caribbean, Jamaica is a dream golf destination. Think gorgeous ocean views, sweeping fairways, and sprawling golf villas conveniently located near your course of choice. But with so many options, it can be overwhelming to decide where to stay,...