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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 7, 2026

(Wednesday)
7 Night Lush and Lovely Islands of the Lesser Antilles Cruise

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

Ports: Bridgetown, Roseau, Pigeon Island, Iles des Saintes, Little Bay, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten)

Signature Collection Sailing
7 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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$3,633

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
17 Nights

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$4,994

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)

Signature Collection Sailing
7 Nights

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$2,660

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)
7 Nights

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$2,560

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, Pigeon Island, Iles des Saintes, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten)
14 Nights

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$4,178

Oceanview Stateroom (double occupancy)

Includes taxes & feesLearn More

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