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Wind Spirit January 2026 Itinerary

For more information, prices, and detailed day-by-day Wind Spirit itineraries in January 2026, 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)

Jan 4, 2026

(Sunday)

10 Night Sublime Southern Caribbean Cruise

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

Ports: Bridgetown, Pigeon Island, Roseau, Anse Mitan, Iles des Saintes, Basseterre, St John's, Falmouth Harbour, Gustavia St. Barts, Road Bay, Philipsburg (St. Maarten)

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10 Nights

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$4,410

Oceanview Stateroom (double occupancy)

Includes taxes & feesLearn More
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)

Special Promotions
10 Nights

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$4,823

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

Special Promotions
17 Nights

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$6,877

Oceanview Stateroom (double occupancy)

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Jan 24, 2026

(Saturday)

7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise

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

Ports: Philipsburg (St. Maarten), St John's, Road Bay, Prickly Pear British Virgin Islands, Sopers Hole, Great Harbour, Gustavia St. Barts, Philipsburg (St. Maarten)

Special Promotions
7 Nights

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$3,353

Oceanview Stateroom (double occupancy)

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Jan 31, 2026

(Saturday)

7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise

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

Ports: Philipsburg (St. Maarten), St John's, Road Bay, Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands, Gustavia St. Barts, Philipsburg (St. Maarten)

Special Promotions
7 Nights

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$3,253

Oceanview Stateroom (double occupancy)

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Jan 31, 2026

(Saturday)

14 Night Star Collector Caribbean Explorations Cruise

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

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

Special Promotions
14 Nights

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$5,564

Oceanview Stateroom (double occupancy)

Includes taxes & feesLearn More

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