Yacht Escape
A crewed yacht between empty anchorages and beach-bar lunches. A private, tailored journey of 7-10 days in The Caribbean, designed end to end by a Forest Travel advisor — with Virtuoso privileges at the finest luxury hotels, from US$15,000 per traveler.
- Yacht · Sail
- 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$15,000 per traveler — a starting point, tailored to you
- Designed one-to-one by a Forest Travel advisor
- Virtuoso privileges at the finest luxury hotels
A crewed yacht between empty anchorages and beach-bar lunches. A private, tailored journey of 7-10 days in The Caribbean, designed end to end by a Forest Travel advisor — with Virtuoso privileges at the finest luxury hotels, from US$15,000 per traveler.
Few places pair such effortless turquoise beauty with the depth of privacy and service the islands quietly reserve for their most valued 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 crew who chart each day around the anchorages you most want to find.
- Beach-bar lunches reached only by tender, with your table waiting on the sand.
- Snorkelling and diving over reefs far from any other boat.
- Sundowners on deck as you swing quietly at anchor off an empty cay.
A sense of the rhythm
Life aboard follows the sea rather than the clock. You wake wherever the last evening left you, choose the day over breakfast, and let the crew handle everything between one anchorage and the next. The islands slip past on your own terms, with the freedom to stay or move as the mood takes you.
How to do it well
The counsel our advisors give travelers planning this journey:
- Match the yacht to your party rather than the itinerary, then build the route around it.
- Sail in the drier winter months for steadier trade winds and calmer anchorages.
- Let the crew keep one day flexible for the anchorage that turns out to be everyone's favourite.
- Tell us your preferences in advance so the galley and cellar are exactly as you like them.
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$15,000 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 Yacht Escape around you — privately, every Virtuoso privilege included. Request your private consultation →
Questions, answered.
Around St Thomas and the Virgins, short hops and sheltered water make for easy, sociable sailing. The Grenadines to the south are wilder and more remote, with longer passages and far fewer boats. We route the charter to match the sailing you have in mind.
Start with your party, not the itinerary. Our advisors match the yacht to the people sailing on it, then build the route around that choice. Share your preferences in advance as well, so the galley and cellar are stocked exactly as you like them before you step aboard. From there, a private crew charts each day around the anchorages you most want to find.
Life aboard follows the sea rather than the clock. You wake wherever the last evening left you and choose the day over breakfast, while the crew handles everything between one anchorage and the next. A day might hold a beach-bar lunch reached only by tender, snorkelling or diving over reefs far from any other boat, and sundowners on deck at anchor off an empty cay.
Yes. Our advisors suggest letting the crew keep one day flexible for the anchorage that turns out to be everyone's favourite. The islands slip past on your own terms, with the freedom to stay or move as the mood takes you, so the route can bend around the places your party enjoys most rather than a fixed schedule.
We suggest 7-10 days for Yacht Escape. Those days follow the sea rather than the clock: you wake wherever the last evening left you, choose the day over breakfast and let a private crew handle everything between anchorages. Expect beach-bar lunches reached only by tender, snorkelling and diving over reefs far from other boats, and sundowners on deck off an empty cay. Keep one day flexible for the anchorage that becomes everyone's favourite; your advisor tunes the length to your calendar and pace.
As a private, tailored journey it starts from roughly US$15,000 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 is the ideal window for Yacht Escape, with dry, sun-warmed days and calm seas before the summer humidity and hurricane months arrive. These drier winter months bring steadier trade winds and calmer anchorages, the conditions that make tender rides to beach-bar lunches, snorkelling and diving over quiet reefs, and sundowners at anchor most enjoyable. Your advisor times the charter to the light, the crowds and your own calendar.
On a Caribbean yacht charter, beach-bar lunches are reached only by tender, with your table already waiting on the sand when you step ashore. Each is arranged privately and shaped to you. Because you choose the day over breakfast and the crew handles everything between one anchorage and the next, lunch can fall wherever the morning's sailing leads.
A Caribbean yacht charter lets you snorkel and dive over reefs far from any other boat, with a private crew charting each day around the anchorages you most want to find. If seeing fewer boats overall matters most, the Grenadines to the south are wilder and more remote, with longer passages and far fewer boats than the waters around St Thomas and the Virgins.
Evenings on a Caribbean yacht escape mean sundowners on deck as you swing quietly at anchor off an empty cay. You then wake wherever the last evening left you. Tell your advisor your preferences in advance so the galley and cellar are exactly as you like them, and in the drier winter months the anchorages are calmer.
The Caribbean
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