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2,745 dates on 50 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 and Grenadines: Guadeloupe and Dominica
The Leeward Islands: the Caribbean at its purest
Sailing experiencePointe-à-Pitre→Les Anses-d'Arlet · Tobago Cays Islands · Sandy Island · Port Elizabeth (Bequia) · Portsmouth · Marie-Galante→Pointe-à-PitreFrom · p.p.DetailsEUR 8,570Double cabin - Star FlyerCaribbean
Guadeloupe and the Lesser Antilles: Dominica and Antigua
The Lesser Antilles Under White Sails with Star Flyer
Sailing experiencePhilipsburg→Charlestown · Îles des Saintes · Cabrits National Park · Deshaies · Terre-de-Haut · Falmouth Bay · Gustavia→PhilipsburgFrom · p.p.DetailsEUR 2,500Double 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 - katamaranCaribbean
Catamaran Voyage Guadeloupe
From · p.p.DetailsEUR 1,925Double cabin - katamaranCaribbean
Catamaran Voyage Grenadines
From · p.p.DetailsEUR 2,160Double cabin - Silver ShadowCaribbean
Lesser Antilles: Antigua and British Virgin Islands
Caribbean Elegance and Adventure Voyage
San Juan (Puerto Rico)→St. John's (Antigua) · Gustavia (St. Barthélemy) · Little Bay (Montserrat) · St. Kitts · Jost van Dyke→San Juan (Puerto Rico)From · p.p.DetailsEUR 2,700Double cabin - Sea Cloud SpiritCaribbean
Lesser Antilles and Virgin Islands: Antigua and the British Virgin Islands
Caribbean Breezes and 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 4,320Double cabin - Silver SpiritCaribbean
Lesser Antilles and ABC Islands: Barbados, St. Lucia, Guadeloupe & Antigua
Caribbean Island Dreams
Bridgetown→Castries (St. Lucia) · Deshaies (Guadeloupe) · St. John's (Antigua) · Oranjestad, Aruba · Willemstad, Curaçao · Kralendijk, Bonaire · St George's→BequiaFrom · p.p.DetailsEUR 3,780Double 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 RayCaribbean
Lesser Antilles and Caribbean: Antigua, Guadeloupe & British Virgin Islands
Caribbean Island Dreams: Indulgence and Discovery
Miami→San Juan (Puerto Rico) · St. John's (Antigua) · St. Kitts · Deshaies (Guadeloupe) · Road Town (Tortola)→MiamiFrom · p.p.DetailsEUR 5,460Double cabin - Silver NovaCaribbean
Lesser Antilles and ABC Islands: Antigua, Aruba, Curaçao & Bonaire
Caribbean Elegance Voyage
Miami→San Juan (Puerto Rico) · St John's (Antigua) · Gustavia (St Barthélemy) · St Kitts · Oranjestad (Aruba) · Willemstad · Bonaire→BridgetownFrom · p.p.DetailsEUR 5,640Double cabin - Silver Wind ExpeditionNorth Sea, Scotland, Norway
Drake Passage and Antarctica: Antarctic Sound and South Shetland Islands
Antarctic Voyage of Discovery
Puerto Williams→Drake Passage · Antarctic Sound · South Shetland Islands→King George IslandFrom · p.p.DetailsEUR 19,900Double 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 4,610Double cabin - katamaranCaribbean
Catamaran Voyage Tobago Cays
From · p.p.DetailsEUR 2,960Double cabin - 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 - KairosCaribbean
Lesser Antilles and British Virgin Islands: St Barth and Tortola
Caribbean islands from St Martin to Tortola: yacht sailing with the Kairos
St Martin→St Barth (St Barths) · Anguilla→BVI: Jost van Dyke / Necker Island / TortolaFrom · p.p.DetailsEUR 3,100Double cabin - ChronosCaribbean
Windward Islands: St Lucia and Martinique
Martinique, St Lucia and St Vincent, yacht sailing with the Chronos
Martinique→St Vincent · St Lucia→MartiniqueFrom · p.p.DetailsEUR 5,050Double cabin - RheaCaribbean
Lesser Antilles: Antigua and St Barths
Discover the Leeward Islands, Yacht Sailing with the Rhea
Antigua→St Kitts · Saba · St Barths · Barbuda→AntiguaFrom · p.p.DetailsEUR 5,050Double cabin - katamaranCaribbean
Catamaran Voyage Bahamas Exumas
From · p.p.DetailsEUR 2,250Double cabin - katamaranCaribbean
Catamaran Voyage British Virgin Islands
From · p.p.DetailsEUR 2,260Double cabin - katamaranCaribbean
Catamaran Voyage Guadeloupe
From · p.p.DetailsEUR 1,995Double cabin - katamaranCaribbean
Catamaran Voyage Grenadines
From · p.p.DetailsEUR 2,235Double cabin
