Wind Surf February 2026 Itinerary

For more information, prices, and detailed day-by-day Wind Surf itineraries in February 2026, please click one of the scheduled Wind Surf sailing dates below.

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Sail Date

Itinerary Name and Ports

Duration

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Priced From(per person)
Feb 9, 2026

(Monday)
8 Night James Beard Foundation Maya Legacies Cruise

From Colon, Panama to Cozumel, Mexico

Ports: Colon, Bocas Del Toro, San Andres Island, Roatan, Belize City, Costa Maya, Cozumel

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8 Nights

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$3,083

Oceanview Stateroom (double occupancy)

Includes taxes & feesLearn More
Feb 9, 2026

(Monday)
19 Night Star Collector Caribbean Cultures Latin America and the Greater Antilles Cruise

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

Ports: Colon, Bocas Del Toro, San Andres Island, Roatan, Belize City, Costa Maya, Cozumel, Georgetown , Cayman Brac, Ocho Rios, Santo Domingo, La Romana, Great Harbour, Prickly Pear British Virgin Islands, Philipsburg (St. Maarten)

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19 Nights

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$5,948

Oceanview Stateroom (double occupancy)

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Feb 17, 2026

(Tuesday)
11 Night Stars of the Greater Antilles Cruise

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

Ports: Cozumel, Georgetown , Cayman Brac, Ocho Rios, Santo Domingo, La Romana, Great Harbour, Prickly Pear British Virgin Islands, Philipsburg (St. Maarten)

Special Promotions
11 Nights

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$3,902

Oceanview Stateroom (double occupancy)

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Feb 17, 2026

(Tuesday)
18 Night Star Collector Deep Dive into the Blue Underwater Worlds of the Caribbean Cruise

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

Ports: Cozumel, Georgetown , Cayman Brac, Ocho Rios, Santo Domingo, La Romana, Great Harbour, Prickly Pear British Virgin Islands, Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Deshaies, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten)

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18 Nights

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Oceanview Stateroom (double occupancy)

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Feb 28, 2026

(Saturday)
7 Night Classic Caribbean Cruise

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

Ports: Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Deshaies, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten)

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7 Nights

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$4,351

Oceanview Stateroom (double occupancy)

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Feb 28, 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), Charlestown, Roseau, Mayreau, Deshaies, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Prickly Pear British Virgin Islands, Sopers Hole, Great Harbour, Gustavia St. Barts, Philipsburg (St. Maarten)

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14 Nights

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$8,619

Oceanview Stateroom (double occupancy)

Includes taxes & feesLearn More

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