When Is the Best Time to Visit Riviera Maya? A Luxury Villa Guide

By Joe Schwimmer
May 27, 2026

Riviera Maya is one of the few destinations in the world that works year-round. The Caribbean is warm in every season, the cenotes are always open, and the jungle stays ...

Destinations

Negril vs. Montego Bay: Which Jamaica Villa Destination Is Right for You?

By Joe Schwimmer
May 20, 2026

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 ...

Destinations

Where to Stay Near Chalk Sound, Turks and Caicos: Your Guide to the Southwest Side

By Joe Schwimmer
May 14, 2026

Most visitors to Providenciales arrive thinking of Grace Bay. It is the island’s calling card, and for good reason. But on the southwest side of the island, a different kind ...

Destinations

Where to Rent St Barts Beachfront Villas: A Complete Area Guide

By Joe Schwimmer
May 7, 2026

St Barts beachfront villas are some of the most sought-after private stays in the Caribbean, but they are also far rarer than many travelers expect. The island is uniquely beautiful, ...

Destinations

Where to Stay in Grace Bay: Choosing the Right Area in Turks and Caicos

By Joe Schwimmer
April 29, 2026

Grace Bay is the reason most people come to Providenciales. The beach here is consistently ranked among the best in the world, not for dramatic reasons but for simple, undeniable ...

Destinations

Casa de Campo Golf Guide: Stay in Luxury Villas & Play World-Class Courses

By Joe Schwimmer
April 21, 2026

Casa de Campo golf starts the way the best golf trips do: coffee on the terrace, early light over the Caribbean, and a tee time waiting at one of the ...

Destinations

Where to Find the Best Mexico Beachfront Villas for a Luxury Escape

By Joe Schwimmer
April 14, 2026

Imagine stepping through glass doors onto a terrace where the sand begins just beyond the pool and the Pacific or Caribbean stretches out in front of you, the defining experience ...

Destinations

Your Tryall Club Jamaica Guide: 7 Things to Know to Book the Perfect Stay

By Joe Schwimmer
April 7, 2026

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 ...

Destinations

Where to Stay in the Dominican Republic for a Luxury Villa Vacation

By Joe Schwimmer
March 29, 2026

The Dominican Republic is one of the Caribbean’s most rewarding destinations for a villa vacation. You get the white-sand beaches and warm turquoise water people come for, but also a ...

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