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Stories from the Caribbean

Explore our latest insights on beauty, wellness, food, fashion, and travel across the islands.

Masqueraders dancing while playing mas in Trinidad during Carnival Monday with a moving band

13 Things That Separate a Great Trinidad Carnival From a Forgettable One

Trinidad Carnival Rewards Judgment, Not Effort Trinidad Carnival does not reward effort.It rewards judgment. The

Trinidad Carnival masqueraders close up

OS Insider’s Guide: Trinidad Carnival

Trinidad Carnival Is Not Something You Attend Trinidad Carnival is not something you attend.You enter

Tourists at Doctors Cave Beach

Jamaica, Uninterrupted

Life after Melissa — what’s open, what’s changed, and why Jamaica keeps moving Hurricane Melissa

Boutique hotel Caribbean exterior

Why Smaller Hotels Are Setting the New Standard

Something has shifted in Caribbean hospitality.Not loudly. Not abruptly. But with intention. Across the region,

Minimalist luxury hotel lobby with soft lighting and uncluttered design emphasizing calm and restraint

11 Small Things That Ruin a “Luxury” Experience

Luxury is fragile. It rarely unravels because of cost or ambition.It fails because of friction—the

Why Scotchies Has Nothing to Prove

Scotchies Never Chased the Moment — and That’s the Point

Scotchies never tried to become a concept. It didn’t rebrand.It didn’t elevate the experience.It didn’t

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