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Caribbean & Bahamas

The Lesser Antilles

Secluded beaches and pastel ports await in the Caribbean, where culture-rich capitals, hidden coves, and dense archipelagos provide the ultimate yachting playground. With its year-round sunshine and blue skies, calm waters, and abundance of lagoon-like marinas, the Caribbean is a tropical dream come true.

Map of the CaribbeanMap of the Caribbean

Our Journeys

Find your perfect Lesser Antilles Voyage

Aerial view of Grenada

Lesser Antilles featuring Tobago & Grenada

Available dates

Nov 2 - 2, 2025
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view of bay in Nevis

Lesser Antilles featuring Nevis & Saint Martin

Available dates

Nov 2 - 2, 2025
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Aerial view of St Barths

Lesser Antilles featuring St Barths & Martinique

Available dates

Nov 2 - 2, 2025
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Explore the Region

The Four Seasons Yachts Difference

Aerial view of a Guadeloupe bay

World’s Most Exclusive Harbours

Discernment dictates our choice of ports. We dock where the waters are still and the crowds thin out, giving you an exclusive introduction to the Caribbean and Bahamas hidden gems: spots that are hushed, lush, and ripe with authentic local flavours. Our journeys are bespoke, crafted not for the multitude but for the inquisitive few with an appetite for the waves less sailed. Aboard a remarkable yacht, cruise to new horizons.

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Bespoke Shoreside Excursions & Private Arrangements 

Customize your voyage with bespoke experiences on land, like a stunning private dinner shoreside or an extended stay with Four Seasons at the beginning or end of your journey.  

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Dining at Culinary Crossroads

Cheers to a dining scene that salutes the spirit of the Caribbean and Bahamas. On deck, meals are served up as crafted experiences; a global gathering plated up right before you. You’ll find that, here, it’s less about the eating, and more about the meeting—of spices, stories, and seafarers, all converging where your glass clinks and your fork dives in. 

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Dedicated Marina Days in Select Itineraries

Our anchor drops where the extraordinary calls home, and at marinas that double as portals to the Caribbean's very essence. On this expedition, the ocean becomes your select promenade, each mooring a special event, and the horizon? Merely your initiation. Amidst the grandeur of St Lucia's majestic Pitons, the yacht is your ticket to an exclusive tale told by only a handful. 

Our Stories

Featured Stories To Inspire Your Journey

Within the pages of these stories, the genuine passion of our yachting endeavor comes to life, unveiling the meticulous consideration woven into every aspect, from design and itineraries to the overall experiences and beyond. Whether you are in the reflective stage, have confirmed your sailing, or are on the verge of embarking on your journey, these narratives beckon.

Our Story
Nadim Ashi welding the coins to the keel.

Our Journey Begins: Four Seasons Yachts Lays Keel for Four Seasons I

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Destination
Guadeloupe

Navigating the Soul of the Caribbean with Four Seasons Yachts

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Style & Design
Our Story
Milos Suite Bathtub

The Interiors on Four Seasons I Are Beyond Your Wildest Dreams

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The Grenadines

You’ll drop anchor just off the sun-kissed shores of Princess Margaret Beach during your visit to Bequia, the largest and most spectacular of the Grenadines.

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Barbados

Bridgetown, Barbados is your gateway to some of the Caribbean’s most iconic yachting locales on this journey.

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Canouan

A prized yachting haven in the Grenadines, Canouan captivates with pristine, white-sand beaches, verdant green hills, and an 18-hole cliffside golf course where the 13th hole offers spectacular ocean views.

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Castries

St. Lucia is well known for its awe-inspiring natural beauty, encompassing verdant rainforests, rolling mountains, and crystalline waters.

5 SailingsDetails

Nevis

The smaller, quieter, and more exclusive sister isle to popular St Kitts, Nevis brims with charming villages, secluded beaches, and rich history.

6 SailingsDetails
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Tobago

One of Tobago’s most private and sought-after locales, the white-sand beaches and sleepy waterfront of Charlotteville feel a world away from the bustle of Scarborough.

2 SailingsDetails

Antigua

Home to one of the best culinary scenes in the Caribbean, Antigua is an epicure’s delight.

5 SailingsDetails

Fort-de-France

Sail to Fort-de-France—Martinique's radiant heart. This lively port is a collage of Creole heritage, French history, and tropical wonders.

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St Barths

St Barths is one of the Caribbean’s top yachting destinations, and laidback Gustavia is your gateway to its many wonders.

7 SailingsDetails

Guadeloupe

Terre-de-Haut is one of the largest islands that make up the Les Saints archipelago, and Bourg Town is its glittering heart.

2 SailingsDetails

Le Marin

Navigate to Le Marin, where Martinique's spirit is on display in vivid colours.

3 SailingsDetails

Manchioneel Bay

Fringed by forested hills and crystal-clear waters, Manchioneel Bay is a peaceful anchorage known for its secluded coves and easy access to The Baths, Virgin Gorda’s legendary granite grottoes. Here, massive boulders form hidden sea pools and labyrinthine trails, creating one of the Caribbean’s most unique beach experiences. Beloved by divers, the nearby Moskito Island offers stunning opportunities for underwater exploration, making this corner of the British Virgin Islands a dream for nature lovers.

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St Lucia

St Lucia checks all the boxes for a literal tropical paradise—dense emerald forests, awe-inspiring beaches, and majestic mountains.

3 SailingsDetails

Marigot

With its palm-fringed shores and unique blend of French and Dutch heritage, Saint Martin mixes Caribbean cool with cosmopolitan European flair.

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Marina Day Palmetto Point

Barbuda is a truly unique destination, and there’s no better way to experience it than with a marina day aboard our vessel.

3 SailingsDetails

Peter Island

Peter Island is undoubtedly the best-kept secret in the British Virgin Islands—and the best way to experience it is by yacht.

3 SailingsDetails

Aruba

With its rosy shores, sepia-toned deserts, and pastel-hued colonial towns, Aruba is a kaleidoscope of colour, culture, and natural beauty.

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Sint Maarten

Dive into Sint Maarten’s rich Dutch heritage and easygoing Caribbean atmosphere during your journey.

17 SailingsDetails

Pointe du Bout

Pointe du Bout in Martinique offers a unique blend of chic sophistication and wild beauty.

1 SailingsDetails

Prickly Bay

Drop anchor for an unforgettable day in Prickly Bay, just off the southern end of Grenada in chic Lance Aux Épine.

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