Departing | Itinerary and Ship | Length | Save to Favorites | Priced from |
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| 6 Night Panamas Pristine Caribbean Cruise Star Pride Windstar Cruises Starts: Colon, Panama Ends: Oranjestad, Aruba Ports of Call: Colon, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad | 6 Nights | |
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$2,018per person (double occupancy) Includes taxes & fees Learn More |
| 8 Night In the Wake of the Spanish Armadas Cruise Wind Surf Windstar Cruises Starts: Oranjestad, Aruba Ends: Colon, Panama Ports of Call: Oranjestad, Cartagena, San Blas Islands, Bocas Del Toro, Colon
| 8 Nights | |
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$2,420per person (double occupancy) Includes taxes & fees Learn More |
| 8 Night Mind Body and Spirit Collection Bermuda Bliss Cruise Star Pride Windstar Cruises Starts: Boston, Massachusetts Ends: San Juan, Puerto Rico Ports of Call: Boston, Hamilton, St George, San Juan | 8 Nights | |
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$2,426per person (double occupancy) Includes taxes & fees Learn More |
| 14 Night Ocean Crossing Cruise Wind Surf Windstar Cruises Starts: Lisbon, Portugal Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Lisbon, St John's, Philipsburg (St. Maarten) | 14 Nights | |
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$2,529per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise Wind Surf Windstar Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour... | 7 Nights | |
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$2,567per person (double occupancy) Includes taxes & fees Learn More |
| 14 Night Knot Your Average Crossing Cruise Wind Surf Windstar Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Lisbon, Portugal Ports of Call: Philipsburg (St. Maarten), Ponta Delgada, Lisbon | 14 Nights | |
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$2,626per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Classic Caribbean Cruise Wind Surf Windstar Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre... | 7 Nights | |
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$2,651per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Classic Caribbean Cruise Wind Surf Windstar Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre... | 7 Nights | |
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$2,651per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Classic Caribbean Cruise Wind Surf Windstar Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre... | 7 Nights | |
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$2,651per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Classic Caribbean Cruise Wind Surf Windstar Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre... | 7 Nights | |
from
$2,651per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise Wind Surf Windstar Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour... | 7 Nights | |
from
$2,667per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise Wind Surf Windstar Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Road Bay, Sopers Hole, Great Harbour... | 7 Nights | |
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$2,667per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
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$2,730per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Jewels of the Windward Islands Cruise Star Legend Windstar Cruises Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados Ports of Call: Bridgetown, Anse Mitan, Pigeon Island, Castries, The Pitons, Mayreau, St George's, Bequia... | 7 Nights | |
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$2,738per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Classic Caribbean Cruise Wind Surf Windstar Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre... | 7 Nights | |
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$2,751per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night San Juan and the Virgin Islands Cruise Star Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, Cruz Bay, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten), Great Harbour... | 7 Nights | |
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$2,762per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night San Juan and the Virgin Islands Cruise Star Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, Cruz Bay, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten), Great Harbour... | 7 Nights | |
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$2,762per person (double occupancy) Includes taxes & fees Learn More |
| 6 Night Panama Canal Cartagena San Blas Islands and More Cruise Star Legend Windstar Cruises Starts: Fuerte Amador, Panama Ends: Oranjestad, Aruba Ports of Call: Fuerte Amador, Cruising the Panama Canal, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad | 6 Nights | |
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$2,765per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise Wind Surf Windstar Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour... | 7 Nights | |
from
$2,767per person (double occupancy) Includes taxes & fees Learn More |
| 15 Night Ocean Crossing Cruise Wind Surf Windstar Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Lisbon, Portugal Ports of Call: Philipsburg (St. Maarten), Madeira, PORTO SANTO, Lisbon | 15 Nights | |
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$2,829per person (double occupancy) Includes taxes & fees Learn More |
| 8 Night Panama Canal Cartagena San Blas Islands and More Cruise Star Pride Windstar Cruises Starts: Oranjestad, Aruba Ends: Fuerte Amador, Panama Ports of Call: Oranjestad, Cartagena, Bocas Del Toro, San Blas Islands, Cruising the Panama Canal, Fuerte Amador | 8 Nights | |
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$2,845per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Classic Caribbean Cruise Wind Surf Windstar Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Charlestown, Iles des Saintes, Mayreau, Roseau, Basseterre... | 7 Nights | |
from
$2,851per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Beach Fun and Sun A Remote Caribbean Getaway Cruise Wind Surf Windstar Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands... | 7 Nights | |
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$2,867per person (double occupancy) Includes taxes & fees Learn More |
| 6 Night Panama Canal Cartagena San Blas Islands and More Cruise Star Pride Windstar Cruises Starts: Balboa, Panama Ends: Oranjestad, Aruba Ports of Call: Balboa, Cruising the Panama Canal, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad | 6 Nights | |
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$2,871per person (double occupancy) Includes taxes & fees Learn More |
| 8 Night James Beard Foundation Maya Legacies Cruise Wind Surf Windstar Cruises Starts: Colon, Panama Ends: Cozumel, Mexico Ports of Call: Colon, Bocas Del Toro, San Andres Island, Roatan, Belize City, Costa Maya, Cozumel | 8 Nights | |
from
$2,923per person (double occupancy) Includes taxes & fees Learn More |