Cruises on Windstar Cruises 89 cruises on Windstar Cruises found
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89 cruises found
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Ports
- Philipsburg, St. Maarten
- Falmouth Harbour,Antigua
- ROAD BAY, ANGUILLA
- Soper's Hole, Tortola, B.V.I.
- Jost Van Dyke, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
- Gustavia, St. Barthelemy
- Charlestown, Nevis
- Roseau, Dominica
- Pigeon Island, St. Lucia
- Terre-De-Haut, Iles Des Saintes, Guadeloupe
- Basseterre, St. Kitts
Ports
Philipsburg, St. Maarten - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - View more ports
Ports
- Philipsburg, St. Maarten
- Falmouth Harbour,Antigua
- ROAD BAY, ANGUILLA
- Jost Van Dyke, B.V.I.
- Soper's Hole, Tortola, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
- Gustavia, St. Barthelemy
Ports
Philipsburg, St. Maarten - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - View more ports
Partners | Bonus Offers | Inside | Oceanview | Balcony | Suite | |
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N/A |
$4167* |
N/A |
$7567* |
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N/A |
$4167* |
N/A |
N/A |
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N/A |
$3267* |
N/A |
$6317* |
||
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N/A |
$3267* |
N/A |
$6317* |
||
|
N/A |
$3167* |
N/A |
$6167* |
||
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N/A |
$3167* |
N/A |
$6167* |
||
|
N/A |
$3267* |
N/A |
$6167* |
||
|
N/A |
$3267* |
N/A |
$6167* |
||
|
N/A |
$3167* |
N/A |
$6067* |
||
|
N/A |
$3167* |
N/A |
$6067* |
||
|
N/A |
$3267* |
N/A |
$6167* |
||
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N/A |
$3267* |
N/A |
$6167* |
||
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N/A |
$2467* |
N/A |
$5367* |
||
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N/A |
$2519* |
N/A |
$5419* |
||
|
N/A |
$2767* |
N/A |
$5667* |
||
|
N/A |
$2767* |
N/A |
$5767* |
||
|
N/A |
$2667* |
N/A |
$5567* |
||
|
N/A |
$2667* |
N/A |
$5567* |
||
|
N/A |
$2467* |
N/A |
$5367* |
||
|
N/A |
$2519* |
N/A |
$5419* |
||
|
N/A |
$2467* |
N/A |
$5367* |
||
|
N/A |
$2494* |
N/A |
$5394* |
Ports
- Philipsburg, St. Maarten
- Falmouth Harbour,Antigua
- ROAD BAY, ANGUILLA
- Jost Van Dyke, B.V.I.
- Soper's Hole, Tortola, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
- Gustavia, St. Barthelemy
Ports
Philipsburg, St. Maarten - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - View more ports
7 Night Beach Fun & Sun A Remote Caribbean Getaway (St. Maarten Roundtrip)
2025 sail dates: Feb 01
2026 sail dates:
Ports
- Philipsburg, St. Maarten
- Charlestown, Nevis
- Roseau, Dominica
- Pigeon Island, St. Lucia
- Terre-De-Haut, Iles Des Saintes, Guadeloupe
- Basseterre, St. Kitts
- Gustavia, St. Barthelemy
- Falmouth Harbour,Antigua
- ROAD BAY, ANGUILLA
- Jost Van Dyke, B.V.I.
- Soper's Hole, Tortola, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
Ports
Philipsburg, St. Maarten - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - Gustavia, St. Barthelemy - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - View more ports
Ports
- Philipsburg, St. Maarten
- Charlestown, Nevis
- Roseau, Dominica
- Pigeon Island, St. Lucia
- Terre-De-Haut, Iles Des Saintes, Guadeloupe
- Basseterre, St. Kitts
- Gustavia, St. Barthelemy
Ports
Philipsburg, St. Maarten - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - Gustavia, St. Barthelemy - View more ports
7 Night Classic Caribbean (Philipsburg Roundtrip)
2024 sail dates:
Ports
- Philipsburg, St. Maarten
- Roseau, Dominica
- Pigeon Island, St. Lucia
- Terre-De-Haut, Iles Des Saintes, Guadeloupe
- Gustavia, St. Barthelemy
- Basseterre, St. Kitts
- Falmouth Harbour,Antigua
- ROAD BAY, ANGUILLA
- Soper's Hole, Tortola, B.V.I.
- Jost Van Dyke, B.V.I.
Ports
Philipsburg, St. Maarten - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Gustavia, St. Barthelemy - Basseterre, St. Kitts - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - View more ports
Ports
- Philipsburg, St. Maarten
- Charlestown, Nevis
- Roseau, Dominica
- Pigeon Island, St. Lucia
- Terre-De-Haut, Iles Des Saintes, Guadeloupe
- Gustavia, St. Barthelemy
- Basseterre, St. Kitts
- Falmouth Harbour,Antigua
- ROAD BAY, ANGUILLA
- Soper's Hole, Tortola, B.V.I.
- Jost Van Dyke, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
Ports
Philipsburg, St. Maarten - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Gustavia, St. Barthelemy - Basseterre, St. Kitts - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - View more ports
Ports
- Philipsburg, St. Maarten
- Falmouth Harbour,Antigua
- ROAD BAY, ANGUILLA
- Soper's Hole, Tortola, B.V.I.
- Jost Van Dyke, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
- Gustavia, St. Barthelemy
- Charlestown, Nevis
- Roseau, Dominica
- Pigeon Island, St. Lucia
- Terre-De-Haut, Iles Des Saintes, Guadeloupe
- Basseterre, St. Kitts
Ports
Philipsburg, St. Maarten - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - View more ports
14 Night Star Collector: Caribbean Explorations (Philipsburg Roundtrip)
2025 sail dates: Dec 14
2026 sail dates:
Ports
- Philipsburg, St. Maarten
- Jost Van Dyke, B.V.I.
- Soper's Hole, Tortola, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
- Gustavia, St. Barthelemy
Ports
Philipsburg, St. Maarten - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - View more ports
Ports
- Philipsburg, St. Maarten
- Falmouth Harbour,Antigua
- ROAD BAY, ANGUILLA
- Soper's Hole, Tortola, B.V.I.
- Jost Van Dyke, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
- Gustavia, St. Barthelemy
- Basseterre, St. Kitts
- Little Bay, Montserrat
- Deshaies, Guadeloupe
- Roseau, Dominica
- Pigeon Island, St. Lucia
- Bridgetown, Barbados
- Anse Mitan, Martinique
- Castries, St. Lucia
- Bequia, Grenadines
- Mayreau, Grenadines
- St. George's, Grenada
Ports
Philipsburg, St. Maarten - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - Basseterre, St. Kitts - Little Bay, Montserrat - Deshaies, Guadeloupe - Roseau, Dominica - Pigeon Island, St. Lucia - Bridgetown, Barbados - Anse Mitan, Martinique - Castries, St. Lucia - Bequia, Grenadines - Mayreau, Grenadines - St. George's, Grenada - View more ports
All prices are per person based on double occupancy and do not include port/government fees and gratuities.