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Wind Spirit Sailing Dates and Sailing Calendar

For more information, prices, and detailed day-by-day Wind Spirit itineraries, please click one of the Wind Spirit sailing dates below.

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Sail Date

Itinerary Name and Ports

Duration

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Priced From(per person)

Dec 28, 2024

(Saturday)

7 Night Windward Islands Cruise

From Bridgetown, Barbados to Bridgetown, Barbados

Ports: Bridgetown, St John's, Roseau, Castries, Anse Mitan, Pigeon Island, Bridgetown

7 Nights

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$4,229

Oceanview Stateroom (double occupancy)

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Jan 4, 2025

(Saturday)

7 Night Jewels of the Windward Islands Cruise

From Bridgetown, Barbados to Bridgetown, Barbados

Ports: Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown

7 Nights

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$3,143

Oceanview Stateroom (double occupancy)

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Jan 4, 2025

(Saturday)

14 Night Star Collector Windward Treasures An Antilles Odyssey Cruise

From Bridgetown, Barbados to Bridgetown, Barbados

Ports: Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown, Basseterre, Iles des Saintes, Roseau, Anse Mitan, Pigeon Island, Bridgetown

14 Nights

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$6,884

Oceanview Stateroom (double occupancy)

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Jan 11, 2025

(Saturday)

7 Night Windward Islands Cruise

From Bridgetown, Barbados to Bridgetown, Barbados

Ports: Bridgetown, Basseterre, Iles des Saintes, Roseau, Anse Mitan, Pigeon Island, Bridgetown

7 Nights

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$4,409

Oceanview Stateroom (double occupancy)

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Jan 11, 2025

(Saturday)

14 Night Star Collector Windward Treasures An Antilles Odyssey Cruise

From Bridgetown, Barbados to Bridgetown, Barbados

Ports: Bridgetown, Basseterre, Iles des Saintes, Roseau, Anse Mitan, Pigeon Island, Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown

14 Nights

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Oceanview Stateroom (double occupancy)

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Jan 18, 2025

(Saturday)

7 Night Jewels of the Windward Islands Cruise

From Bridgetown, Barbados to Bridgetown, Barbados

Ports: Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown

7 Nights

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$6,844

Suite (double occupancy)

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Jan 18, 2025

(Saturday)

14 Night Star Collector Windward Treasures An Antilles Odyssey Cruise

From Bridgetown, Barbados to Bridgetown, Barbados

Ports: Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown, St John's, Roseau, Iles des Saintes, Anse Mitan, Pigeon Island, Bridgetown

14 Nights

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$12,354

Suite (double occupancy)

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Jan 25, 2025

(Saturday)

7 Night Windward Islands Cruise

From Bridgetown, Barbados to Bridgetown, Barbados

Ports: Bridgetown, St John's, Roseau, Iles des Saintes, Anse Mitan, Pigeon Island, Bridgetown

7 Nights

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$3,909

Oceanview Stateroom (double occupancy)

Includes taxes & feesLearn More
Feb 1, 2025

(Saturday)

7 Night Jewels of the Windward Islands Cruise

From Bridgetown, Barbados to Bridgetown, Barbados

Ports: Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown

7 Nights

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Oceanview Stateroom (double occupancy)

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Feb 8, 2025

(Saturday)

7 Night Windward Islands Cruise

From Bridgetown, Barbados to Bridgetown, Barbados

Ports: Bridgetown, Basseterre, Iles des Saintes, Roseau, Anse Mitan, Pigeon Island, Bridgetown

7 Nights

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$4,209

Oceanview Stateroom (double occupancy)

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Feb 15, 2025

(Saturday)

7 Night Jewels of the Windward Islands Cruise

From Bridgetown, Barbados to Bridgetown, Barbados

Ports: Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown

7 Nights

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$4,044

Oceanview Stateroom (double occupancy)

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Feb 22, 2025

(Saturday)

15 Night Ocean Crossing Cruise

From Bridgetown, Barbados to Lisbon, Portugal

Ports: Bridgetown, Lisbon

15 Nights

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$3,910

Oceanview Stateroom (double occupancy)

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Apr 6, 2025

(Sunday)

9 Night Treasures of Southern Spain and Morocco Cruise

From Lisbon, Portugal to Barcelona, Spain

Ports: Lisbon, Tangier, Malaga, Cartagena, Valencia, Palma de Mallorca, Tarragona, Barcelona

9 Nights

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$5,555

Oceanview Stateroom (double occupancy)

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Apr 16, 2025

(Wednesday)

7 Night Mediterranean Island Mosaic Cruise

From Barcelona, Spain to Civitavecchia (Rome), Italy

Ports: Barcelona, Palma de Mallorca, Mahon, Calvi, Bastia, Portoferraio, Civitavecchia (Rome)

7 Nights

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Inside (double occupancy)

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Apr 23, 2025

(Wednesday)

7 Night Enchanting Greece and the Amalfi Coast Cruise

From Civitavecchia (Rome), Italy to Athens (Port of Piraeus), Greece

Ports: Civitavecchia (Rome), Sorrento, Messina, Gythion, Monemvasia, Athens (Port of Piraeus)

7 Nights

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$4,244

Oceanview Stateroom (double occupancy)

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Apr 30, 2025

(Wednesday)

10 Night Ancient Wonders of Greece and Ephesus Cruise

From Athens (Port of Piraeus), Greece to Athens (Port of Piraeus), Greece

Ports: Athens (Port of Piraeus), Nafplion, Mykonos, Ermoupolis, Kusadasi (Ephesus), Patmos, Rhodes, Aghios Nikolaos, Santorini, Monemvasia, Athens (Port of Piraeus)

10 Nights

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Oceanview Stateroom (double occupancy)

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May 10, 2025

(Saturday)

7 Night Treasures of the Greek Isles Cruise

From Athens (Port of Piraeus), Greece to Athens (Port of Piraeus), Greece

Ports: Athens (Port of Piraeus), Mykonos, Kusadasi (Ephesus), Patmos, Rhodes, Santorini, Mylos, Athens (Port of Piraeus)

7 Nights

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Oceanview Stateroom (double occupancy)

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May 17, 2025

(Saturday)

7 Night Treasures of the Greek Isles Cruise

From Athens (Port of Piraeus), Greece to Athens (Port of Piraeus), Greece

Ports: Athens (Port of Piraeus), Mykonos, Kusadasi (Ephesus), Patmos, Santorini, Mylos, Monemvasia, Athens (Port of Piraeus)

7 Nights

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$6,724

Oceanview Stateroom (double occupancy)

Includes taxes & feesLearn More
May 24, 2025

(Saturday)

7 Night Treasures of the Greek Isles Cruise

From Athens (Port of Piraeus), Greece to Athens (Port of Piraeus), Greece

Ports: Athens (Port of Piraeus), Mykonos, Kusadasi (Ephesus), Patmos, Santorini, Mylos, Monemvasia, Athens (Port of Piraeus)

7 Nights

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$6,324

Oceanview Stateroom (double occupancy)

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May 31, 2025

(Saturday)

7 Night Treasures of the Greek Isles Cruise

From Athens (Port of Piraeus), Greece to Athens (Port of Piraeus), Greece

Ports: Athens (Port of Piraeus), Mykonos, Kusadasi (Ephesus), Patmos, Santorini, Mylos, Monemvasia, Athens (Port of Piraeus)

7 Nights

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$6,324

Oceanview Stateroom (double occupancy)

Includes taxes & feesLearn More

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