Set Sail for the Caribbean This Winter
From October 2026 to March 2027, Orient Express Sailing Yachts will chart a new course through the Caribbean, offering highly curated, intimate journeys from three to eight nights. A truly all-inclusive experience, with world-class dining, curated excursions and personalized service elevating every moment.
€250 Onboard Credit + Limited Availability for 2026/2027
With availability still open for Autumn-Winter 2026 and new 2027 itineraries tailored to every preference, now is the time to book. From glamorous Saint Barth to the pristine BVIs, discover secret coves aboard the world’s largest sailing yacht and enjoy a €250 onboard credit per person.
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Featured Itineraries
The Jewel of the Lesser Antilles: Saint-Martin to Barbados
Marigot Bridgetown
4 Nights | Departing Dec 1, 2026
Corinthian
(Suite Panoramique)From
$24,300* USD
$34,115* CAD
(taxes/fees included)
Itinerary
Sail from Marigot’s French-Creole charm to Antigua’s historic Falmouth Harbour. Discover the pristine sands of Barbuda’s Princess Diana Beach, explore Saint-Pierre’s dramatic volcanic shores in Martinique, and conclude your elegant Caribbean voyage in Bridgetown, Barbados.
Destinations:
Marigot, Saint-Martin > Falmouth Harbour, Antigua > Princess Diana Beach, Barbuda > Saint-Pierre, Martinique > Bridgetown, BarbadosInclusions
Accommodations
- All-Suite Staterooms with Butler Service
- Laundry Service
- Bespoke Amenities
- Jacuzzis/Sunbeds (in some suites)
Culinary
- Multiple restaurants by Chef Yannick Alléno, bars and lounges
- Fine Wines, Spirits & Beverages
- In Suite Dining
Entertainment
- Live Music
- Theater
- Recording Studio
- Cinema
- Game Room and Library
- Marina Platform with Water Toys
- Nautical Instruction
- Hammam and Sauna
Conversions only for reference. Orient Express Sailing Yachts Prices are in Euros: From € 21,200 including taxes for a Suite Panoramique. Price subject to change.
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Caribbean Voyage of the Senses
Marigot San Juan
3 Nights | Departing Jan 8, 2026
Corinthian
(Suite Panoramique)From
$18,914* USD
$26,560* CAD
(taxes/fees included)
Itinerary
Depart from Marigot’s French charm to Nevis for an exclusive sensory gala in lush botanical gardens. After a Sailing & Marina day* around St. Kitts, conclude your journey exploring the vibrant history and colorful streets of San Juan, Puerto Rico.
Signature experience included in this itinerary: Symphony of the Senses – On January 9, set within an exquisite botanical garden that captures the rare beauty and biodiversity of the Caribbean, this exclusive experience offers a sensorial journey like no other. Accompanied by three world-renowned experts: Guerlain for wellness, multi-starred chef Yannick Alléno for gastronomy, and Eminente premium Cuban rum, guests are guided through an immersive exploration of the region’s most captivating aromatic treasures.
*Subject to weather and Master’s approval.
Destinations:
Marigot, Saint-Martin > Charlestown, Nevis, Saint-Kitts-et-Nevis > Marina Day (Guadeloupe) > San Juan, Puerto RicoInclusions
Accommodations
- All-Suite Staterooms with Butler Service
- Laundry Service
- Bespoke Amenities
- Jacuzzis/Sunbeds (in some suites)
Culinary
- Multiple restaurants by Chef Yannick Alléno, bars and lounges
- Fine Wines, Spirits & Beverages
- In Suite Dining
Entertainment
- Live Music
- Theater
- Recording Studio
- Cinema
- Game Room and Library
- Marina Platform with Water Toys
- Nautical Instruction
- Hammam and Sauna
Conversions only for reference. Orient Express Sailing Yachts Prices are in Euros: From € 16,500 including taxes for a Suite Panoramique. Price subject to change.
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Barbados, the Grenadines & the Leeward Isles
Roundtrip Bridgetown
8 Nights | Departing Mar 5, 2027
Corinthian
(Suite Panoramique)From
$51,260* USD
$71,980* CAD
(taxes/fees included)
Itinerary
Embark on a roundtrip voyage from Bridgetown. Discover the tranquil shores of Canouan, Bequia’s charming waterfront, and Guadeloupe’s refined anchorages. Experience Marigot’s relaxed spirit, Antigua’s historic Falmouth Harbour, and the sunlit ease of Sugar Bay, before exploring historic Saint-Pierre in Martinique.
Destinations:
Bridgetown, Barbados > Canouan, Saint Vincent & the Grenadines (overnight) > Bequia, Saint Vincent & the Grenadines > Marina Day (Guadeloupe) > Marigot, Saint-Martin > Falmouth Bay, Antigua > Sugar Bay, Saint Lucia > Saint-Pierre, Martinique > Bridgetown, BarbadosInclusions
Accommodations
- All-Suite Staterooms with Butler Service
- Laundry Service
- Bespoke Amenities
- Jacuzzis/Sunbeds (in some suites)
Culinary
- Multiple restaurants by Chef Yannick Alléno, bars and lounges
- Fine Wines, Spirits & Beverages
- In Suite Dining
Entertainment
- Live Music
- Theater
- Recording Studio
- Cinema
- Game Room and Library
- Marina Platform with Water Toys
- Nautical Instruction
- Hammam and Sauna
Conversions only for reference. Orient Express Sailing Yachts Prices are in Euros: From € 44,720 including taxes for a Suite Panoramique. Price subject to change.
More
Included Signature Experiences on Select Voyages
Beyond the horizon, the legend of Orient Express unfolds through extraordinary personal journeys. On select Caribbean itineraries, exceptional experiences are offered to seamlessly elevate each voyage.
Crafted alongside iconic partners—including Guerlain for wellness, multi-starred chef Yannick Alléno for gastronomy, and Eminente premium Cuban rum—these unrivalled moments are designed as rare, intimate privileges.
From candlelit concerts aboard and private beach days in secluded coves to exclusive island galas and immersive botanical tours guided by world-renowned experts, these curated experiences are designed to be deeply memorable.
Terms and Conditions
Please reach out to your travel advisor for details.
