The Caribbean, matched to you.
Dozens of islands and hundreds of resorts — I’ll help you find the one that fits, with VIP perks included.
Every island has its own personality: Turks and Caicos for powder-white Grace Bay, St. Barts for French flair, St. Lucia for the Pitons and rainforest, Grand Cayman for easy flights and world-class diving.
Then there’s the big question: luxury resort or all-inclusive?
Your Caribbean Trip, Handled
Where I’d Send You
Turks & Caicos — Amanyara, COMO Parrot Cay, or Grace Bay Club on one of the world’s most beautiful beaches.
St. Barts & Anguilla — Rosewood Le Guanahani, Cheval Blanc St-Barth, or Four Seasons Anguilla.
St. Lucia — Jade Mountain or Sugar Beach, with the Pitons as your backdrop.
Grenada — Six Senses La Sagesse, a quiet, wellness-focused retreat on an unspoiled island.
Grand Cayman — The Ritz-Carlton or Kimpton Seafire, easy to reach and great for families.
Booked through my preferred partner programs, many of these include breakfast, resort credits, and upgrades when available.
Luxury Resort or All-Inclusive?
Luxury resort — Freedom to dine around and explore, plus perks like breakfast and resort credits.
All-inclusive — One upfront price and no bill at checkout, ideal for families and groups.
Best of both — Upscale all-inclusives like Hermitage Bay in Antigua, or meal plans at resorts that offer them.
Why Plan with Michelle
With so many islands and resorts, the hard part is narrowing it down. I’ll help you weigh the trade-offs — which islands are easiest to reach from the West Coast, which beaches are calm enough for kids, and when an all-inclusive actually saves you money — then match you with the resort that fits your trip and your budget.
As a Fora (X) advisor, I book through preferred hotel partner programs, so you get added perks and a direct line to the hotel team — usually at the same rate you’d find booking yourself.
How It Works
Tell me what you’re dreaming about. Share your dates, who’s traveling, and what you want this trip to feel like.
Get your Hotel LookBook. I’ll send a curated set of resorts, with perks noted, matched to your style and budget.
I handle the rest. Once you choose, I book your stays and experiences and stay on call while you travel.
Planning the Caribbean for 2027?
Book before December 31, 2026 and your planning fee is waived. Start with a free Hotel LookBook — no commitment.