Island Windjammer Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises
Island Windjammers Cruises - Caribbean and Mediterranean Sailing Cruises

 

Croatia & Montenegro 7 Night Sailings

Homeport:  Split to Dubrovnik via Montenegro or vice versa
Split  |  Hvar  |  Vis  |  Korcula  |  Mjlet  |  Sipan  |  Montenegro  |  Dubrovnik

Explore the Dalmatian Coast’s most iconic and hidden gems. From medieval towns to secluded coves, every port is steeped in culture, history, and natural wonder. Drift through turquoise waters to sun-drenched islands with storybook streets, like Hvar and Korcula. Inhale the pine-scented tranquility of Mljet National Park. Paddle through the serene charm of Sipan and sip wines where vines meet the sea. Experience the captivating beauty of Montenegro.

2027  May | June | July | August | September – LEDA

To find out more about our 7-night cruises in Croatia aboard our new ship Leda, click here. Zero Emission. Big Adventure.

Greek Isles 6 Night Sailings

Homeport:  Athens, Greece
Kea  |  Aegina  |  Kythnos  |  Ydra  |  Spetses  |  Poros

Sail through the sun-drenched Saronic Gulf on an itinerary that blends ancient myth and modern leisure. From the wild beauty and hidden coves of Kea, to Aegina’s striking Temple of Aphaia, each island reveals its own legend. Wander the quiet, whitewashed villages of Kythnos, stroll Ydra’s car-free, artistic lanes, and soak in Spetses’ rich naval history. End your journey in Poros, where green hills, harbor cafés, and sacred ruins offer a perfect taste of authentic Greece.

2026  May | July | August | September – LYRA
2027  June | July | August – LYRA

Caribbean 6 Night Sailings

Homeport:  Rodney Bay, St. Lucia
ST. LUCIA  -  Anse Chastanet  |  Pigeon Island
MARTINIQUE  -  Grande Anse D’Arlets  |  Pt Anse D’Arlets  |  St Pierre

Wrap yourself in a lush blanket of green, as you trek through the rainforest to the sound of wild macaws and cascading waterfalls.

Take an afternoon swim in the shadow of the majestic Pitons. Try horseback riding or ziplining. You might happen upon an abandoned plantation, or a smoldering volcano that serves to remind you that the hearts of these islands beat to the rhythm of nature.

Savor Creole cuisine with the locals, in a picturesque fishing village where colorful gingerbread houses dot the seashore. Eclectic island boutiques and open-air markets feature Caribbean madras, one-of-a-kind jewelry, French perfumes and locally distilled rhum.

Sail around the bend to a secret oasis, and sip a “sundowner” as the day comes to an end, and the stars light up the sky to guide the way home. If you love nature, boutiques, and a touch of French culture, this is the adventure for you!

2025  December 21 – VELA

Homeport:  Marigot, St Maarten
St Maarten  |  St Barth's  |  Anguilla

Set sail on our Caribbean Classics cruise—an unforgettable round-trip adventure from vibrant St. Maarten to the chic shores of St. Barths and the pristine beaches of Anguilla. Indulge in sun-soaked days and turquoise waters as you hop between these island gems, each offering its own blend of laid-back charm, irresistible Caribbean rhythm and ideal snorkeling spots. Swim in hidden coves, sip rum cocktails at sunset, and discover why these iconic destinations have long been favorites of sailors and jet-setters alike.

2026  January | February | March – VELA
2026  December – KLARA 7-nights + bonus islands St Kitts & Nevis
2027  February | March – KLARA 7-nights + bonus islands St Kitts & Nevis

Homeport:  Portsmouth, Dominica
Îles de Saintes  |  Guadeloupe  |  Marie Galante

Beauty comes naturally to lush Dominica. Visit the Kalinago territory, go for a rugged hike, and refresh yourself under a cascading waterfall. We'll sail to Guadeloupe and the tiny islets of Iles des Saintes where you can choose your beach by the color of the sand... from brilliant white, to pink, gold, and volcanic black. Savor the delicious coconut sorbet, paddle through mangroves, snorkel magnificent reefs, and swim in protected lagoons.

2026  March | April – VELA

Homeport:  St. George’s Grenada
Carriacou  |  Mayreau  |  Tobago Cays

If your perfect escape includes secluded isles ringed with white sand beaches and swaying palms, allow us to tempt you with a sail through the Windward Islands!

You’ll swim with sea turtles in the protected waters of marine preserves, and snorkel above colorful reefs that come alive with waving sea fans and electric blue damselfish.

Hike to spectacular vistas, and snap yourself next to cannons protecting the ruins of old forts. Purchase a unique piece of scrimshaw or a handcrafted model boat from a local artisan.

Experience the local nightlife with an intoxicating “cultural walk”. Lime with the locals and dance the night away on this progressive tour of island-style watering holes!

2025  June | July | November – DIAMANT
2025  November – VELA
2026  May | June – VELA
2026  November – DIAMANT
2027  June – DIAMANT

Homeport:  Providenciales (Provo), Turks and Caicos
Turks and Caicos

Take a few swift fin kicks from the brilliantly white sand beach, and you'll be waving hello to friendly moray eels, graceful manta rays, and energetic schools of tropical fish. The Turks and Caicos islands are home to one of the largest barrier reefs in the world! Flocks of pink flamingos stand watch from the shore, awaiting the annual winter migration of humpback whales. Savor a rummy-delicious Caribbean cake, and "wine" in time to the beat of Ripsaw music. Come for the charm, the luxe, and the sailing divine!

2026  February | March – DIAMANT
2027  February | March | April – DIAMANT

Homeport:  Young Island, St. Vincent
Bequia  |  Canouan  |  Tobago Cays

If you listen closely, you'll hear a mermaid's laughter rising from the turquoise deep, while pods of migrating whales murmur and sing their approval. Monkeys chatter. Sparks light up the sky from volcanoes which color the beaches a dark charcoal, speckled with diamond dust.

The West Indies are wild, wonderful, and undiscovered. Immerse yourself in their beauty and hide in plain sight....Sail Vela to sun-dappled islands and find yourself!

2026  April | May – VELA

Homeport:  St Kitts to St Maarten or vice versa
St Kitts  |  Nevis  |  St Barths  |  Anguilla  |  St Maarten

This is an exclusive voyage through some of the Caribbean’s most refined and enchanting destinations. Beginning in the volcanic beauty of St. Kitts, you’ll cross to the tranquil charm of Nevis, where quiet beaches and colonial elegance set the tone. Drift northward to the French sophistication of St. Barths, a haven of haute cuisine and secluded coves, before discovering the powdery white sands and laid-back luxury of Anguilla. Conclude your journey in vibrant St. Maarten, where Dutch and French cultures meet in a fusion of color, flavor, and Caribbean rhythm. This is a sailing for those who seek understated elegance, barefoot comfort, hidden harbors, and the serenity of the seas that lie between the saints.

2026  March – VELA - St Maarten to St Kitts
2027  January – DIAMANT - St Kitts to St Maarten

Homeport:  St Kitts to Dominica
St Kitts  |  Nevis  |  Guadeloupe  |  Marie Galante  |  Illes des Saintes  |  Dominica

Escape on a captivating voyage through the Caribbean’s wild beauty and rich history, sailing from volcanic St. Kitts to lush, unspoiled Dominica. Along the way, explore the colonial charm of Nevis, the vibrant culture of Guadeloupe, the sugarcane fields of Marie Galante, and exhale in the picturesque bays of Iles des Saintes. This journey blends natural wonders with island heritage, offering a perfect balance of adventure and authenticity.

2026  March – VELA

Homeport:  Dominica to St Lucia
Dominica  |  Martinque  |  St Lucia

Sail through the soul of the Windward Islands on a nature-filled voyage from wild Dominica to the iconic Pitons of St. Lucia. Along the way, discover the lush rainforests and waterfalls of Dominica, the French-Caribbean flair and volcanic landscapes of Martinique, and finish beneath St. Lucia’s towering peaks— where emerald hills meet turquoise seas in unforgettable harmony. A perfect cruise for lovers of nature and adventure.

2026  April – VELA

Itineraries are not guaranteed and are subject to change.

Greek Isles 10 Night Sailings

Homeport:  Athens, Greece
Kythnos  |  Paros  |  Folegandros  |  Kimolos  |  Sifnos  |  Serifos  |  Delos - Mykonos

Sail through the heart of the Cyclades...a journey where ancient myth meets mezze, set in modern Mediterranean magic. Explore the quiet charm of Kythnos, said to be the home of Apollo’s son. Wander the sacred ruins of uninhabited Delos while soaking in the glamour of nearby Mykonos. Discover Paros, where ancient legends of gods meet cosmopolitan elegance. Lose yourself in the raw beauty of Folegandros and the lunar landscapes of Kimolos. In Sifnos, indulge in world-renowned cuisine and explore legendary coastal caves once home to mythical Sirens. Find peace on Serifos, where Perseus’s story began among rugged hills and timeless chapels. Sail, swim, paddleboard and explore a quieter side to the Greek Isles, aboard a premium sailing yacht.

2026  June | July | August | September – LYRA
2027  May | June | September | October – LYRA

Itineraries are not guaranteed and are subject to change.

Caribbean 12 Night Sailings

Extended sailings are perfect for those who prefer a schedule ruled by the sun, moon and tides. The ports of call are not pre-planned. Each day will bring a new destination – a perfect little island present, wrapped in palm trees, white sands, and turquoise waters.

DIAMANT
December 22, 2024 to January 3, 2025
Windward Islands
Home port: St. George’s, Grenada + Rodney Bay, St. Lucia
Visit a selection of:
Bequia  |  Canouan  |  Carriacou  |  Grenada  |  Mayreau  |  Petit St. Vincent  |  Sandy Island  |  St. Lucia  |  St. Vincent  |  Tobago Cays
Union Island  |  Young Island

January 5 - 17, 2025
French West Indies + Leeward
Home port: Rodney Bay, St. Lucia + Philipsburg, St. Maarten
Visit a selection of:
Anguilla  |  Antigua  |  Dominica  |  Guadeloupe  |  Iles des Saintes  |  Martinique  |  Montserrat  |  Nevis  |  St. Barths  |  St. Kitts
St. Lucia  |  St. Maarten

VELA
Jan 5 - 17, 2025
French West Indies
Home port: Rodney Bay, St. Lucia + Frigate Bay, St. Kitts
Visit a selection of:
Anguilla  |  Dominica  |  Guadeloupe  |  Iles des Saintes  |  Martinique  |  Montserrat  |  Nevis  |  St. Barths  |  St. Kitts  |  St. Lucia

March 16 - 28, 2025
Leeward + British Virgin Islands
Home port: Philipsburg, St. Maarten + Road Town, Tortola
Visit a selection of:
Anguilla  |  Cooper Island  |  Jost Van Dyke  |  Norman Island  |  St. Barths  |  Salt Island  |  Tortola  |  Tortola  |  Virgin Gorda

DIAMANT
May 25 - June 6, 2025
French West Indies + Leeward
Home port: Philipsburg, St. Maarten + Rodney Bay, St. Lucia
Visit a selection of:
Anguilla  |  Antigua  |  Dominica  |  Guadeloupe  |  Iles des Saintes  |  Martinique  |  Montserrat  |  Nevis  |  St. Barths  |  St. Kitts
St. Lucia  |  St. Maarten

June 8 - June 20, 2025
Windward Islands
Home port: Rodney Bay, St. Lucia + St. George’s, Grenada
Visit a selection of:
Bequia  |  Canouan  |  Carriacou  |  Grenada  |  Mayreau  |  Petit St. Vincent  |  Sandy Island  |  St. Lucia  |  St. Vincent  |  Tobago Cays
Union Island  |  Young Island

December 7 - 19, 2025
Windward Islands
Home port: St. George’s, Grenada
Visit a selection of:
Bequia  |  Canouan  |  Carriacou  |  Grenada  |  Mayreau  |  Petit St. Vincent  |  Sandy Island  |  St. Vincent  |  Tobago Cays  |  Union Island
Young Island

VELA
May 11 - 23, 2025
British Virgin Islands + Leeward Islands
Home port: Road Town, Tortola + Philipsburg, St.Maarten
Visit a selection of:
Anguilla  |  Cooper Island  |  Jost Van Dyke  |  Norman Island  |  St. Barths  |  Salt Island  |  Tortola  |  Virgin Gorda

May 25 - June 6, 2025
French West Indies
Home port: Frigate Bay, St. Kitts + Rodney Bay, St. Lucia
Visit a selection of:
Anguilla  |  Dominica  |  Guadeloupe  |  Iles des Saintes  |  Martinique  |  Montserrat  |  Nevis  |  St. Barths  |  St. Kitts  |  St. Lucia

November 16 - 28, 2025
Windward Islands
Home port: St. George’s, Grenada + Rodney Bay, St. Lucia
Visit a selection of:
Bequia  |  Canouan  |  Carriacou  |  Grenada  |  Mayreau  |  Petit St. Vincent  |  Sandy Island  |  St. Lucia  |  St. Vincent  |  Tobago Cays
Union Island  |  Young Island

November 30 - December 12, 2025
French West Indies
Home port: Rodney Bay, St. Lucia
Visit a selection of:
Dominica  |  Guadeloupe  |  Iles des Saintes  |  Martinique  |  Montserrat  |  Nevis  |  St. Kitts  |  St. Lucia

DIAMANT
December 28, 2025 to January 9, 2026
Windward Islands
Home port: St. George’s, Grenada + Rodney Bay, St. Lucia
Visit a selection of:
Bequia  |  Canouan  |  Carriacou  |  Grenada  |  Mayreau  |  Petit St. Vincent  |  Sandy Island  |  St. Lucia  |  St. Vincent  |  Tobago Cays
Union Island  |  Young Island

January 11 - 23, 2026
French West Indies + Leeward Islands
Home port: Philipsburg, St. Maarten + Rodney Bay, St. Lucia
Visit a selection of:
Anguilla  |  Antigua  |  Dominica  |  Guadeloupe  |  Iles des Saintes  |  Martinique  |  Montserrat  |  Nevis  |  St. Barths  |  St. Kitts  |  St. Lucia
St. Maarten

March 22 - April 3, 2026
April 5 - April 17, 2026
April 19 - May 1 2026
More Treasure of the Atlantic
Home port: Providenciales, Turks and Caicos
Visit a selection of:
South Bank Marina to Bay Cay, Provo (Provo is short for Providenciales)  |  West Sand Spit  |  French Cay  |  Molasses Reef
South West Caicos  |  Yankee Town Moorings West Caicos  |  West Caicos Marina Development  |  Logwood Point West Caicos
West Harbour Bluff  |  Sapodilla Bay  |  Taylor Bay

December 27, 2026 to January 8, 2027
Windward Islands
Home port: Rodney Bay, St. Lucia + St. George’s, Grenada
Visit a selection of:
Bequia  |  Canouan  |  Carriacou  |  Grenada  |  Mayreau  |  Petit St. Vincent  |  Sandy Island  |  St. Lucia  |  St. Vincent  |  Tobago Cays
Union Island  |  Young Island

VELA
December 28, 2025 to January 9, 2026
French West Indies
Home port: Rodney Bay, St. Lucia + Frigate Bay, St. Kitts
Visit a selection of:
Anguilla  |  Dominica  |  Guadeloupe  |  les des Saintes  |  Martinique  |  Montserrat  |  Nevis  |  St. Barths  |  St. Kitts  |  St. Lucia

January 11 - 23, 2026
Leeward + British Virgins
Home port: Frigate Bay, St. Kitts + Road Town, Tortola
Visit a selection of:
Anguilla  |  Cooper Island  |  Jost Van Dyke  |  Norman Island  |  Salt Island  |  St. Barths  |  St. Maarten  |  Tortola  |  Tortola  |  Virgin Gorda

December 27, 2026 to January 8, 2027
Windwards Islands
Home port: St. George’s, Grenada + Rodney Bay, St. Lucia
Visit a selection of:
Bequia  |  Canouan  |  Carriacou  |  Grenada  |  Mayreau  |  Petit St. Vincent  |  Sandy Island  |  St. Lucia  |  St. Vincent  |  Tobago Cays
Union Island  |  Young Island

DIAMANT
May 17 - May 29, 2026
French West Indies + Leeward
Home port: Philipsburg, St. Maarten + Rodney Bay, St. Lucia
Visit a selection of:
Anguilla  |  Antigua  |  Dominica  |  Guadeloupe  |  Iles des Saintes  |  Martinique  |  Montserrat  |  Nevis  |  St. Barths  |  St. Kitts  |  St. Lucia
St. Maarten

May 31 - June 12, 2026
Windward Islands
Home port: Rodney Bay, St. Lucia + St. George’s, Grenada
Visit a selection of:
Bequia  |  Canouan  |  Carriacou  |  Grenada  |  Mayreau  |  Petit St. Vincent  |  Sandy Island  |  St. Lucia  |  St. Vincent  |  Tobago Cays
Union Island  |  Young Island

December 6 - 18, 2026
Windwards Islands
Home port: St. George’s, Grenada + Rodney Bay, St. Lucia
Visit a selection of:
Bequia  |  Canouan  |  Carriacou  |  Grenada  |  Mayreau  |  Petit St. Vincent  |  Sandy Island  |  St. Lucia  |  St. Vincent  |  Tobago Cays
Young Island

VELA
May 10 - 22 2026
Windward Islands
Home port: St. Vincent + St. George’s, Grenada
Visit a selection of:
Bequia  |  Canouan  |  Carriacou  |  Grenada  |  Mayreau  |  Petit St. Vincent  |  Sandy Island  |  St. Lucia  |  St. Vincent  |  Tobago Cays
Union Island  |  Young Island

December 6 - 18 2026
Windward Islands
Home port: St. George’s, Grenada
Visit a selection of:
Bequia  |  Canouan  |  Carriacou  |  Grenada  |  Mayreau  |  Petit St. Vincent  |  Sandy Island  |  St. Vincent  |  Tobago Cays  |  Union Island
Young Island

Itineraries are not guaranteed and are subject to change.

Island Windjammers

ALWAYS ON ISLAND TIME