Iconic Saint-Barth & Anguilla

Dip your toes into some of the Eastern Caribbean’s most fabled terrain, while soaking up the signature pleasures of life aboard an Orient Express Sailing Yachts—on a  four-day, three-night itinerary that will feel far lengthier. Departing from the Creole charm of Marigot on Saint Martin, we head for a protected natural island reserve off of Anguilla’s coast, where time seems to dissolve into salt and sunlight. Laze along a heavenly ribbon of white sand stretched between turquoise waters and untamed tropical scrub, or descend into a glistening undersea dreamscape. A two-day sojourn in iconic St. Barth follows, highlighted by an exclusive “Under the Sea” gala evening at Cheval Blanc, celebrating the ocean’s beauty transposed into artworks and jewelry. Departing the ship here in Gustavia, fly onward, feeling inspired.

  • Marigot, Creole Elegance

    Legend has it that in 1648, the French and the Dutch divided the island now known as Saint Martin and Sint Maarten, by scurrying off in opposite directions from a central point, claiming terrain as they walked. Spend a delightful day surveying the result as you explore Marigot, capital of the northern French half, brimming with colonial houses and bustling markets offering Creole charm and irresistible codfish fritters. Make your way up to the ruins of Fort Louis for majestic bay views and a peek at Anguilla out on the horizon. Further north, the tiny, traditional lolo restaurants of Grand Case dish out authentic fare and convivial spirit. While down on the Dutch side, casinos and duty-free bring a different kind of vibrancy to the island spirit, as do the white sands and lazy turquoise waves of Mullet Bay.

    information

    • Departure14 Nov 2026 19:00
    • DockingMarigot, Saint Martin

  • Prickly Pear Cay in Anguilla, Castaway Dreams

    Six nautical miles north of Anguilla, an enchantingly wild islet, Prickly Pear Cay, emerges like a mirage, adrift in turquoise waters where time dissolves into salt and sunlight. This protected sanctuary embodies true escape, accessible only to those seeking paradise. Freedom is at your feet, walking ribbons of snow-white sand and swimming crystalline waters. Overhead, frigates and terns wheel across endless skies while beneath, kaleidoscopic reefs teem with life, making this stop a dreamscape for snorkelers. One cay shaped by wind, the other by serenity, this marine reserve remains gloriously raw yet refined—where a simply grilled lobster with chilled cocktails becomes pure poetry. 

    information

    • Arrival15 Nov 2026 10:00
    • Departure15 Nov 2026 20:00
    • DockingPrickly Pear Cay, Anguilla

    included activities

    • Beach Day at Prickly Pear Cay

  • Saint-Barth, A Jewel on the Azure Sea

    Measuring a mere 10 kilometers long and four wide, Saint-Barthélemy could have remained a hidden pearl in the Caribbean. But when David Rockefeller built a retreat here in 1957, followed by JFK in the 1960s, this exquisite island quietly became a secret haven for the world’s elite. Arriving by sea, red-tiled roofs and lush palm-fringed hills frame Gustavia’s harbor, where yachts drift beside sailboats in serene harmony. The capital exudes the charm of Saint-Tropez, yet with a Caribbean twist. Whether you are leisurely browsing luxury boutiques and emerging designer stores, or strolling to the Place de la Rétrocession, in flip-flops or in heels, iconic St. Barth offers a blissful blend of effortless beauty, sun-drenched scenery, and unforgettable style.

    information

    • Arrival16 Nov 2026 10:00
    • DockingGustavia, Saint-Barth

    included activities

    • Under the Sea - Art & Pearls at Cheval Blanc
The stopovers (location, date, arrival and departure time)
PortPositionDateArrivalDeparture
Location and date :Marigot, Saint-Martin14 Nov 2026DockedArrival and departure time:Arrival and departure time:19:00
Location and date :Prickly Pear Cay, Anguilla15 Nov 2026AnchoredArrival and departure time:10:00Arrival and departure time:20:00
Location and date :Gustavia, Saint-Barth16 Nov 2026AnchoredArrival and departure time:10:00Arrival and departure time:
Location and date :Gustavia, Saint-Barth17 Nov 2026AnchoredArrival and departure time:08:00Arrival and departure time:
Marigot, Saint-Martin
Docked
14 Nov 202619:00
Prickly Pear Cay, Anguilla
Anchored
15 Nov 202610:0020:00
Gustavia, Saint-Barth
Anchored
16 Nov 202610:00
Gustavia, Saint-Barth
Anchored
17 Nov 202608:00

Our Suites

  • AGATHA CHRISTIE

    Penthouse Suites

    A two-bedroom suite inspired by Agatha Christie, with a king-size beds, marble bath, literary artwork, fitness room and a spacious terrace with a jacuzzi.

    • guests4 Guests

    • surfaceSuite: 2,422 ft² - Terrace: 1,938 ft²

    • servicesAll inclusive

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  • ZEPHYR

    Penthouse Suites

    Spacious two-bedroom retreat inspired by the west wind, featuring coastal hues, luxurious textiles, king-size beds, an Orient Express Heritage cabin, and a spacious private terrace with a jacuzzi.

    • guests4 Guests

    • surfaceSuite: 2,486 ft² - Terrace: 1,206 ft²

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  • MELTEM

    Penthouse Suites

    Spacious suite with two bedrooms, a living room, a private dining, a marble bath and a terrace with a jacuzzi—ideal for relaxation and entertaining. The suite also features an Orient Express Heritage cabin.

    • guests4 Guests

    • surfaceSuite: 1,916 ft² - Terrace: 1,206 ft²

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  • LIBECCIO

    Penthouse Suites

    Luxurious two-bedroom with vibrant accents, modern furnishings, king-size beds, and a private terrace offering uninterrupted views.

    • guests4 Guests

    • surfaceSuite: 1,389 ft² - Terrace: 506 ft²

    • servicesAll inclusive

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  • SCIROCCO

    Penthouse Suites

    A two-bedroom suite with sleek furnishings, king-size beds, a spacious lounge, marble bathroom, and a private terrace with ocean views.

    • guests4 Guests

    • surfaceSuite: 990 ft² - Terrace: 506 ft²

    • servicesAll inclusive

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  • SUITE DUPLEX

    Signatures Suites

    A grand two-level suite connects living and rest with a sweeping staircase, marble bath, plush rugs, mahogany tones, and a private terrace.

    • guests3 Guests

    • surfaceSuite: 1,324 ft² - Terrace: 205 ft²

    • servicesAll inclusive

    • pricePlease call for Availability

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Included Experiences Ashore

  • Sea, Sun and Wellness

    Lifestyle

    A rejuvenating day by the turquoise sea dedicated to injecting energy into your well-being

Onboard Experiences

  • La Table de l'Orient-Express by Yannick Alléno

    Restaurants & Bars

    Our specialty restaurant by multi-starred Michelin Chef, Yannick Alléno showcasing culinary masterpieces in a stunning setting.

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Vibrant horizons, picturesque ports, and iconic destinations… Sail through breathtaking landscapes and immerse yourself in the history, culture, and timeless beauty of each journey.

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