Private Caribbean villa with infinity pool overlooking the sea at dusk

My Caribbean Experiences

Caribbean holidays,
handled privately.

My Caribbean Experiences designs private island escapes — villas, yachts, chefs and on-island concierge — across six of the Caribbean’s most quietly beautiful islands.

What we do

We arrange the parts of a Caribbean holiday you never want to arrange yourself — the villa behind a private gate, the chef who knows the fish market, the yacht that leaves before the crowds wake — then stay close for the whole stay.

Six islands

Where we travel

Signature holidays

Trips we are known for

Each is built around a villa or yacht, a private chef, and the kind of access you only get with a local team on the ground.

Signature Island Escape
Saint Lucia

Signature Island Escape

7 nights

A clifftop villa above the Pitons with a private pool, butler and a dawn sail beneath the peaks.

  • Private clifftop villa
  • Dedicated butler
  • Sunrise catamaran
  • Return helicopter transfers

From

$9,800

per couple

Platinum Coast Retreat
Barbados

Platinum Coast Retreat

6 nights

A west-coast beach villa with a private chef, reef diving and an estate rum tasting behind the scenes.

  • Beachfront villa
  • Private chef
  • Estate rum tasting
  • Guided reef dive

From

$7,400

per couple

Private Cay Experience
The Bahamas

Private Cay Experience

5 nights

Your own cay in the Exumas, overwater villa, and a day with the famous swimming pigs to yourselves.

  • Exclusive cay
  • Overwater villa
  • Swimming-pigs charter
  • Private sandbar lunch

From

$12,600

per couple

The difference

Three things we do that a booking site cannot.

01

Private access

Villas, cays and charters that never appear on a public booking site — held back for our travellers.

02

Handled end to end

Flights, transfers, dining, guides and the quiet requests in between — one team, one thread.

03

On-island concierge

A local concierge meets you at the gate and stays reachable for the whole stay.

“We landed, someone met us at the gate, and we didn’t make a single decision for a week. That’s the whole point.”

— R. & J., Saint Lucia, 2025

Begin planning

Tell us the island, the dates and the party. We come back within 24 hours with a hand-built itinerary.

Enquire now