Wind Surf December 2026 Itinerary

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

6 Departure Dates 5 Unique Itinerary/Itineraries

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Sail Date	Itinerary Name and Ports	Duration	Save to Favorites	Priced From(per person)
Dec 5, 2026 (Saturday)	14 Night Ocean Crossing Cruise From Lisbon, Portugal to Philipsburg (St. Maarten), Netherlands Antilles Ports: Lisbon, St John's, Philipsburg (St. Maarten)	14 Nights	Add to Favorites Compare Favorites	$2,529 Oceanview Stateroom (double occupancy) Includes taxes & feesLearn More
Dec 5, 2026 (Saturday)	21 Night Star Collector Hearty Ports and Rum Punches A Transatlantic Crossing Cruise From Lisbon, Portugal to Philipsburg (St. Maarten), Netherlands Antilles Ports: Lisbon, St John's, Philipsburg (St. Maarten), Gustavia St. Barts, Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands, Philipsburg (St. Maarten)	21 Nights	Add to Favorites Compare Favorites	$4,497 Oceanview Stateroom (double occupancy) Includes taxes & feesLearn More
Dec 19, 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), Gustavia St. Barts, Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands, Philipsburg (St. Maarten)	7 Nights	Add to Favorites Compare Favorites	$2,967 Oceanview Stateroom (double occupancy) Includes taxes & feesLearn More
Dec 19, 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), Gustavia St. Barts, Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands, Philipsburg (St. Maarten), Gustavia St. Barts, Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre, Philipsburg (St. Maarten)	14 Nights	Add to Favorites Compare Favorites	$4,719 Oceanview Stateroom (double occupancy) Includes taxes & feesLearn More
Dec 26, 2026 (Saturday)	7 Night Classic Caribbean Cruise From Philipsburg (St. Maarten), Netherlands Antilles to Philipsburg (St. Maarten), Netherlands Antilles Ports: Philipsburg (St. Maarten), Gustavia St. Barts, Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre, Philipsburg (St. Maarten)	7 Nights	Add to Favorites Compare Favorites	$2,951 Oceanview Stateroom (double occupancy) Includes taxes & feesLearn More
Dec 26, 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), Gustavia St. Barts, Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre, Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands, Gustavia St. Barts, Philipsburg (St. Maarten)	14 Nights	Add to Favorites Compare Favorites	$4,419 Oceanview Stateroom (double occupancy) Includes taxes & feesLearn More

Wind Surf

Wind Surf December 2026 Itinerary

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Wind Surf

Wind Surf December 2026 Itinerary

Sail Date

Itinerary Name and Ports

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Priced From(per person)

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