Wind Spirit September 2025 Itinerary

For more information, prices, and detailed day-by-day Wind Spirit itineraries in September 2025, please click one of the scheduled 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 20, 2025

(Saturday)

8 Night An ABC Christmas Cruise

From Oranjestad, Aruba to Bridgetown, Barbados

Ports: Oranjestad, Willemstad (Curacao), Bonaire, St George's, Mayreau, Bequia, Bridgetown

8 Nights

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Oceanview Stateroom (double occupancy)

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Dec 20, 2025

(Saturday)

15 Night Star Collector Merry Christmas and a Happy New Year from the Caribbean Cruise

From Oranjestad, Aruba to Bridgetown, Barbados

Ports: Oranjestad, Willemstad (Curacao), Bonaire, St George's, Mayreau, Bequia, Bridgetown, Basseterre, Iles des Saintes, Roseau, Mayreau, Fort de France, Bridgetown

15 Nights

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Oceanview Stateroom (double occupancy)

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Dec 28, 2025

(Sunday)

7 Night Windward Islands Cruise

From Bridgetown, Barbados to Bridgetown, Barbados

Ports: Bridgetown, Basseterre, Iles des Saintes, Roseau, Mayreau, Fort de France, Bridgetown

7 Nights

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Oceanview Stateroom (double occupancy)

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Jan 4, 2026

(Sunday)

10 Night Sublime Southern Caribbean Cruise

From Bridgetown, Barbados to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Bridgetown, Mayreau, Roseau, Anse Mitan, Charlestown, Basseterre, St John's, Falmouth Harbour, Gustavia St. Barts, Road Bay, Philipsburg (St. Maarten)

10 Nights

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Oceanview Stateroom (double occupancy)

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Jan 14, 2026

(Wednesday)

10 Night Blue Waters of the Leeward Islands Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), Basseterre, Roseau, Castries, Anse Mitan, Iles des Saintes, Charlestown, Prickly Pear British Virgin Islands, Great Harbour, Gustavia St. Barts, Philipsburg (St. Maarten)

10 Nights

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$5,333

Oceanview Stateroom (double occupancy)

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Jan 14, 2026

(Wednesday)

17 Night Star Collector Hidden Gems of the Caribbean Cruise

From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles

Ports: Philipsburg (St. Maarten), Basseterre, Roseau, Castries, Anse Mitan, Iles des Saintes, Charlestown, Prickly Pear British Virgin Islands, Great Harbour, Gustavia St. Barts, Philipsburg (St. Maarten), St John's, Road Bay, Prickly Pear British Virgin Islands, Sopers Hole, Great Harbour, Gustavia St

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17 Nights

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Oceanview Stateroom (double occupancy)

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