Forest Travel — Luxury Travel Advisory
Plan Your Journey Inquire Now
Ultra-Luxury Retreat

Ultra-Luxury Retreat

Private islands, butlers and the most coveted villas in the region.

Curated by Juan David· Travel Agent, Forest Travel· Updated July 2026
Key takeaways
  • Bespoke
  • Ideal length: 7-10 days
  • Best time: December through April brings dry, sun-warmed days and calm seas, the ideal window before the summer humidity and hurricane months arrive.
  • Private guiding, access and transfers throughout
  • From US$21,000 per traveler — a starting point, tailored to you
  • Designed one-to-one by a Forest Travel advisor
  • Virtuoso privileges at the finest luxury hotels

Private islands, butlers and the most coveted villas in the region.

Few places pair such effortless turquoise beauty with the depth of privacy and service the islands quietly reserve for their most discerning guests.

When to go

December through April brings dry, sun-warmed days and calm seas, the ideal window before the summer humidity and hurricane months arrive. Your advisor times it to the light, the crowds and your own calendar.

The experiences

A sense of what this journey can hold — each one arranged privately and shaped to you:

  • A private island taken in its entirety, staffed and yours alone.
  • A dedicated butler and household anticipating every wish before it is spoken.
  • A private yacht and pilot on standby for the region's most remote anchorages.
  • Chefs and wellness practitioners flown in to shape days entirely around you.

A sense of the rhythm

This is the region at its most rarefied and its most private. Days unfold with absolute discretion, every detail handled before you notice it, every space yours without compromise. The pace is whatever you decide it should be, and the world beyond simply falls away.

A private island or the most coveted villa?

A private island offers total seclusion and a world sealed off entirely for your party. The most coveted villas trade a measure of that solitude for proximity to St Barth's tables and glamour. We secure whichever answers the retreat you have in mind, and both are held long in advance.

How to do it well

The counsel our advisors give travelers planning this journey:

  • Plan a year ahead, as the most exclusive properties and private islands are reserved far in advance.
  • Let us assemble the staff around your household, from chef to security, before you arrive.
  • Arrange private aviation end to end so the journey stays as seamless as the stay.
  • Share your preferences in full detail early, so nothing needs to be asked of you on the island.

What only your advisor can open

The difference between a good trip and an unrepeatable one is access — and access is a relationship, not a booking. Every guide, room and moment is chosen and sequenced for you.

Who it's for

Travelers who value privacy, time and doing it once — beautifully — and who would rather have one trusted advisor orchestrate every detail than assemble it themselves.

Estimated investment

From US$21,000 per traveler, based on double occupancy — scaled to your dates, party size and level of privacy. A starting point, not a final quote; confirmed once your advisor tailors the itinerary.

Designed entirely around you

Nothing here is a package. A Forest Travel advisor shapes the whole journey and stays one message away before and throughout your trip.

Your Virtuoso privileges

As a Virtuoso member, Forest Travel includes benefits reserved for Virtuoso guests at the finest luxury hotels, at no added cost: a room upgrade on arrival when available, daily breakfast for two, a property credit toward dining or spa, and early check-in with late check-out when the hotel allows.

Continue exploring The Caribbean

Part of our The Caribbean travel guide. Related private journeys:

Begin the conversation

Tell a Forest Travel advisor how you like to travel and they will design Ultra-Luxury Retreat around you — privately, every Virtuoso privilege included. Request your private consultation →

Common Questions

Questions, answered.

We suggest 7-10 days to do it without rushing — enough for the private guiding, the unhurried mornings and a little room to simply be there. Your advisor tunes the length to your calendar and pace.

As a private, tailored journey it starts from roughly US$21,000 per traveler (double occupancy) and scales with your dates, party and level of privacy — a starting point, never a fixed package price. Your advisor confirms the figure once the itinerary is tailored.

December through April brings dry, sun-warmed days and calm seas, the ideal window before the summer humidity and hurricane months arrive. Your Forest Travel advisor times it to the light, the seasons and your calendar.

A private island offers total seclusion and a world sealed off entirely for your party. The most coveted villas trade a measure of that solitude for proximity to St Barth's tables and glamour. We secure whichever answers the retreat you have in mind, and both are held long in advance.

A private island taken in its entirety, staffed and yours alone. A dedicated butler and household anticipating every wish before it is spoken. A private yacht and pilot on standby for the region's most remote anchorages. Everything is private and shaped to you.

Yes — because it is built from scratch for your party, it adapts to honeymoons, milestone celebrations, and multigenerational families alike, with the pace, privacy and comfort set to your group.

A Virtuoso member like Forest Travel unlocks room upgrades, daily breakfast, hotel credits and early/late check-out at the finest hotels, plus a dedicated advisor who designs and manages the whole journey — access and service a booking engine can't match.

Explore the journeys

The Caribbean

See the collection →

Tell a private advisor how you like to travel — no quotes, no obligation.

Begin Your Private Consultation