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1,530 dates on 31 premium ships. Sorted by date, filtered by region, ship, duration and budget. Enquire in under two minutes.
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Duration & price
Duration
2 – 30 nights
Price from cabin
€500 – €20.000
- Le PonantCaribbean
Lesser Antilles: Guadeloupe and Antigua
History and culture across the Caribbean islands
Sailing experiencePointe-à-Pitre→Îles des Saintes · Falmouth Bay · Barbuda · Charlestown · Gustavia · Prickley Pear Cays→MarigotFrom · p.p.DetailsEUR 7,660Double cabin - Star FlyerCaribbean
British Virgin Islands and the Lesser Antilles via St Kitts
Caribbean Island Hopping: St Maarten to St Barths with Star Flyer
Sailing experiencePhilipsburg→Road Bay · Jost Van Dyke · Sopers Hole · Sir Francis Drake Channel · Norman Island · Spanish Town · British Virgin Islands · Basseterre · South Friars Bay · Gustavia→PhilipsburgFrom · p.p.DetailsEUR 2,575Double cabin - Royal ClipperCaribbean
The Grenadines: Barbados, Grenada & Martinique
The Grenadines under White Sails, Sailing Cruise aboard Royal Clipper
Sailing experienceBridgetown→The Grenadines · Saint George · Tobago Cays · Kingstown (Saint Vincent) · Bequia (island) · Fort-de-France · Marigot Bay · Soufriere→BridgetownFrom · p.p.DetailsEUR 2,840Double cabin - Silver ShadowCaribbean
Lesser Antilles and Windward Islands: British Virgin Islands, Antigua, St. Lucia & Grenada
Caribbean Island Dreams: A Voyage of Discovery Through Paradise
San Juan (Puerto Rico)→Jost van Dyke · Gustavia (St. Barthélemy) · St. John's (Antigua) · Little Bay (Montserrat) · Îles des Saintes · St. Kitts · Les Trois-Îlets (Martinique) · Castries (St. Lucia) · Saint George (Grenada)→BridgetownFrom · p.p.DetailsEUR 3,540Double cabin - Sea Cloud SpiritCaribbean
Lesser Antilles: Martinique, St Lucia & Dominica
Caribbean Dreamscapes: A Voyage to Hidden Paradises
Sailing experienceSteinwayPhilipsburg→Saint-Pierre · Soufrière · Cabrits National Park · Charlestown · Road Bay→PhilipsburgFrom · p.p.DetailsEUR 4,590Double cabin - Le BougainvilleCaribbean
Lesser Antilles: Martinique, Antigua, British Virgin Islands & Guadeloupe
Wonders of the Caribbean
Fort-de-France→St John's (Antigua) · Virgin Gorda · Jost van Dyke · Gustavia · Deshaies · Marie-Galante→Fort-de-FranceFrom · p.p.DetailsEUR 4,860Double cabin - Silver SpiritCaribbean
Lesser Antilles and ABC Islands: Barbados, Grenadines, Grenada & Aruba
Discover Caribbean Treasures and Dream Islands
Bridgetown→Bequia Island · Saint George (Grenada) · Oranjestad (Aruba) · Willemstad · Bonaire · Fort-de-France · Castries (St Lucia)→BridgetownFrom · p.p.DetailsEUR 4,080Double cabin - Silver RayCaribbean
Lesser Antilles and Caribbean: Antigua and British Virgin Islands
Caribbean Oasis of Luxury
Miami→San Juan (Puerto Rico) · St. John's (Antigua) · Gustavia (St. Barthélemy) · Road Town (Tortola) · Anguilla · Charlestown (Nevis)→MiamiFrom · p.p.DetailsEUR 5,580Double cabin - Le PonantCaribbean
British Virgin Islands: Virgin Gorda and Jost van Dyke
Under Sail in the Heart of the Lesser Antilles
Sailing experienceMarigot→Sandy Island · Virgin Gorda · Cooper Island · Norman Island · Jost van Dyke · Beef Island · Dog Island→MarigotFrom · p.p.DetailsEUR 8,110Double cabin - Star FlyerCaribbean
Leeward Islands: Dominica, Guadeloupe & Antigua
Leeward Islands with Star Flyer
Sailing experiencePhilipsburg→Charlestown · Îles des Saintes · Cabrits National Park · Terre-de-Haut · Deshaies · Falmouth Bay · Gustavia→PhilipsburgFrom · p.p.DetailsEUR 2,575Double cabin - Royal ClipperCaribbean
Windward Islands: Barbados, St Lucia, Dominica & Antigua
Windward Islands, Sailing Cruise aboard Royal Clipper
Sailing experienceBridgetown→Rodney Bay · Cabrits National Park · Falmouth Bay · Basseterre · South Friars Bay · Terre-de-Haut · Fort-de-France→BridgetownFrom · p.p.DetailsEUR 2,840Double cabin - Sea Cloud SpiritCaribbean
Lesser Antilles and Virgin Islands: Antigua and the British Virgin Islands
Caribbean Island Dreams
Sailing experienceSteinwayPhilipsburg→Gustavia · St John's (Antigua) · North Sound, Virgin Gorda · Sir Francis Drake Channel · Jost Van Dyke · Norman Island→PhilipsburgFrom · p.p.DetailsEUR 4,590Double cabin - Sea Cloud SpiritCaribbean
Lesser Antilles and British Virgin Islands
Sailing experienceSteinwayPhilipsburg→Gustavia · St. John's (Antigua) · North Sound · Norman Island · Philipsburg · Saint-Pierre · Soufrière · Cabrits · Charlestown (Nevis) · Road Bay (Anguilla)→PhilipsburgFrom · p.p.DetailsEUR 10,310Double cabin - Silver ShadowCaribbean
Windward and Lesser Antilles: Barbados, Grenadines, St. Lucia & Dominica
Caribbean Elegance Discovery
Bridgetown→Bequia Island · Castries (St. Lucia) · Les Trois-Îlets (Martinique) · Roseau (Dominica) · Îles des Saintes · Little Bay (Montserrat) · St. Kitts · Gustavia (St. Barthélemy) · St. John's (Antigua)→San Juan (Puerto Rico)From · p.p.DetailsEUR 3,780Double cabin - Le BougainvilleCaribbean
Windward Islands and Grenadines: Martinique and St Lucia
Pearls of the Caribbean
Fort-de-France→Union Island · Tobago Cays Islands · Mayreau · Port Elizabeth (Bequia) · Pigeon Island · Soufriere · Îles des Saintes→Fort-de-FranceFrom · p.p.DetailsEUR 5,370Double cabin - Le PonantCaribbean
Lesser Antilles: Antigua and Guadeloupe
History and Culture Across the Caribbean Islands
Sailing experienceMarigot→Prickley Pear Cays · Gustavia · Charlestown · Falmouth Bay · Barbuda · Îles des Saintes→Pointe-à-PitreFrom · p.p.DetailsEUR 7,660Double cabin - Star FlyerCaribbean
British Virgin Islands and the Lesser Antilles via St Kitts
Caribbean Sailing Cruise: St Maarten to Antigua with Star Flyer
Sailing experiencePhilipsburg→Road Bay · Sir Francis Drake Channel · Norman Island · Sopers Hole · Spanish Town · British Virgin Islands · Jost Van Dyke · Gustavia · Basseterre · South Friars Bay→PhilipsburgFrom · p.p.DetailsEUR 2,575Double cabin - Royal ClipperCaribbean
The Grenadines: Barbados, Grenada & Martinique
The Grenadines under White Sails, Sailing Cruise aboard Royal Clipper
Sailing experienceBridgetown→The Grenadines · Saint George · Tobago Cays · Kingstown (Saint Vincent) · Bequia (island) · Fort-de-France · Marigot Bay · Soufriere→BridgetownFrom · p.p.DetailsEUR 2,840Double cabin - Silver EndeavourNorth Sea, Scotland, Norway
Antarctica: South Shetland Islands and King George Island
Antarctic Expedition to the Icy Wonders
King George Island→Antarctic Sound · South Shetland Islands→King George IslandFrom · p.p.DetailsEUR 22,700Double cabin - Sea Cloud SpiritCaribbean
Lesser Antilles: Martinique, St Lucia & Dominica
Caribbean Elegance: Island Dreams and Natural Wonders
Sailing experienceSteinwayPhilipsburg→Saint-Pierre · Soufrière · Cabrits National Park · Charlestown · Road Bay→PhilipsburgFrom · p.p.DetailsEUR 4,590Double cabin - Silver SpiritCaribbean
Lesser Antilles and ABC Islands: Barbados, Grenadines, Grenada & Bonaire
Caribbean Dream Voyage from Barbados to Florida
Bridgetown→Bequia Island · Saint George (Grenada) · Bonaire · Willemstad · Oranjestad (Aruba) · St John's (Antigua) · San Juan (Puerto Rico)→MiamiFrom · p.p.DetailsEUR 4,860Double cabin - Silver RayCaribbean
Lesser Antilles and Caribbean: Antigua and Guadeloupe
Caribbean Elegance: A Voyage Full of Discovery
Miami→San Juan (Puerto Rico) · St. John's (Antigua) · Gustavia (St. Barthélemy) · Deshaies (Guadeloupe) · Anguilla→MiamiFrom · p.p.DetailsEUR 5,220Double cabin - Le BougainvilleCaribbean
Lesser Antilles: Martinique, Antigua, British Virgin Islands & Guadeloupe
Wonders of the Caribbean
Fort-de-France→St John's (Antigua) · Virgin Gorda · Jost van Dyke · Gustavia · Deshaies · Marie-Galante→Fort-de-FranceFrom · p.p.DetailsEUR 5,110Double cabin - Star ClipperCaribbean
ABC Islands and the Grenadines: Aruba, Curaçao & Tobago
Aruba to Grenada
Sailing experienceOranjestad→Willemstad · Canouan (island) · Tobago Cays (islands) · Bequia (island) · Charlotteville · Mayreau→Saint GeorgeFrom · p.p.DetailsEUR 3,680Double cabin
