01
A villa above an empty bay
A staffed estate facing west — chef, butler, captain, all yours; the bay below private to your stay.
The West Indies & the Riviera Maya
The Caribbean
A private villa above a turquoise bay, a yacht between empty cays, and barefoot luxury with a butler always near.
- When to Go
- December – April
- Estimated From
- ~US$1,600 per person, per night
The Caribbean's pleasures are simple and absolute — warm water, soft sand, long lunches. The difference at the top is privacy: a staffed villa, a yacht of your own, a cay reachable only by sea.
Access · Not Itinerary
Signature Moments
What an advisor can open that an algorithm cannot. Each of these is staged on your terms — the access, the timing, the people.
02
A catamaran between empty cays
Your own crew, your own course — anchorages reached only by sea, lunch on the water, swimming where reefs begin.
03
Sunset on a cay no boat will reach
Staged by your advisor with a tender, a table, and the day's catch.
Curated Journeys
Curated Journey Archetypes
Not packages — points of departure. Find the journey that already feels like yours; your advisor reshapes it entirely around you.
Private Villa Journey
A fully-staffed villa above a turquoise bay, with a private chef.
Designed to your pace
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Caribbean Honeymoon
Cliffside villas, French tables and a yacht day to neighbouring cays.
Designed to your pace
Explore
Yacht Escape
A crewed yacht between empty anchorages and beach-bar lunches.
Designed to your pace
Explore
Family Beach Journey
Space, staff and the clearest water in the islands.
Designed to your pace
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Ultra-Luxury Retreat
Private islands, butlers and the most coveted villas in the region.
Designed to your pace
Explore
The Region, Privately
The Places We Open
Each opens onto a private chapter — its rhythm, its access, the hours only a relationship can hold open.
Mexico
Riviera Maya
Cenotes, Maya ruins and design-led beach retreats along the Yucatán coast.
Explore the Region
Dominican Republic
Punta Cana
Palm-lined beaches, championship golf and expansive resort villas.
Explore the Region
French West Indies
St Barth
The chicest isle — cliffside villas, French tables and a yacht-filled harbour.
Explore the Region
The Atlantic
Turks & Caicos
Grace Bay's impossibly clear water and some of the Caribbean's finest villas.
Explore the Region
Windward Islands
St Lucia
The Pitons, rainforest and dramatic, romantic resort settings.
Explore the Region
U.S. Virgin Islands
St Thomas
Sheltered bays, sailing and the gateway to the quieter Virgin Islands.
Explore the Region
Leeward Antilles
Aruba
Reliable sun, calm seas and white-sand beaches beyond the hurricane belt.
Explore the Region
The Lesser Antilles
Barbados
The best-connected island in the eastern Caribbean — west-coast estates, an Atlantic shore, and two coasts that behave nothing alike.
Explore the Region
The Leeward Islands
St Martin
One island, two countries — the French side for the table, the Dutch side for the harbour, and the gateway to half the eastern Caribbean.
Explore the Region
Common Questions
Questions, answered.
The finest windows are December – April. Your advisor times the journey to the season you choose, balancing weather, light and crowds.
Discerning couples, families and celebrants who value privacy, access and genuine expertise over packages and queues.
Entirely. The Private Villa Journey, the Caribbean honeymoon, a Yacht Escape, the Family Beach Journey and the Ultra-Luxury Retreat are starting points rather than packages, and they overlap: a villa above an empty bay, a catamaran between empty cays, sunset on a cay no boat will reach. Your advisor rebuilds the route around your party, across the December–April season.
Yes — The Caribbean pairs naturally with neighbouring regions, and we design seamless multi-stop journeys with private transfers throughout.
In private, staffed residences and the suites that rarely list publicly. Your advisor places you where the service, setting and privacy fit your trip — often in properties held through relationships built over four decades.
Through personal relationships, not a booking engine — the table that doesn't take reservations, the guide everyone wants, doors opened after hours. In The Caribbean, it's access, not availability.
Enough to travel unhurried. Rather than a fixed package, your advisor shapes the length around your pace and the moments that matter — a few unforgettable days or a slower, immersive stay.
The Advisor's Guide to The Caribbean
Answers before you ask
When to go, how long to stay and what it starts from — the questions our advisors answer most for this destination.
A Long Weekend, Both Sides
Short enough to be spontaneous, on the one island where a twenty-minute drive changes the country, the language and the menu. The French side to sleep, the Dutch side for the evening that runs late. A private, tailored journey of 5 Days · 4 Nights in St Martin, The Caribbean, designed end to end by a Forest Travel advisor — with Virtuoso privileges at the finest luxury hotels, from US$4,200 per traveler.
St Martin, Anguilla and the Cays
The island as a base rather than a destination: a crewed day to Anguilla's beaches, another to the uninhabited cays offshore, and a lagoon behind you that shelters more yachts than anywhere else in the region. A private, tailored journey of 8 Days · 7 Nights in St Martin, The Caribbean, designed end to end by a Forest Travel advisor — with Virtuoso privileges at the finest luxury hotels, from US$12,500 per traveler.
A Villa on the French Side
A staffed house above Baie Longue or Baie Rouge, where the beaches are long, undeveloped and almost entirely empty on a weekday — the quiet half of an island that also knows how to be loud. A private, tailored journey of 7 Days · 6 Nights in St Martin, The Caribbean, designed end to end by a Forest Travel advisor — with Virtuoso privileges at the finest luxury hotels, from US$12,500 per traveler.
Explore Other Destinations
Begin in The Caribbean
None of this is fixed.
Every journey here is a starting point a private advisor reshapes entirely around you — your pace, your people, the version of The Caribbean only you would recognise.