Cruises on Windstar Cruises 89 cruises on Windstar Cruises found
Your search Clear selections
89 cruises found
Sort by
Filter by
Ports
- San Juan, Puerto Rico
- St. George's, Grenada
- Bequia, Grenadines
- Pigeon Island, St. Lucia
- Terre-De-Haut, Iles Des Saintes, Guadeloupe
- Philipsburg, St. Maarten
Ports
San Juan, Puerto Rico - St. George's, Grenada - Bequia, Grenadines - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Philipsburg, St. Maarten - View more ports
7 Night Windward Islands Surf & Sunsets (San Juan Roundtrip)
Star Pride XL
2024 sail dates: Nov 09,
2025 sail dates:
Ports
- San Juan, Puerto Rico
- St. George's, Grenada
- Bequia, Grenadines
- Pigeon Island, St. Lucia
- Terre-De-Haut, Iles Des Saintes, Guadeloupe
- Philipsburg, St. Maarten
- Charlotte Amalie, St. Thomas
- Gustavia, St. Barthelemy
- Little Bay, Montserrat
- Jost Van Dyke, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
Ports
San Juan, Puerto Rico - St. George's, Grenada - Bequia, Grenadines - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Philipsburg, St. Maarten - Charlotte Amalie, St. Thomas - Gustavia, St. Barthelemy - Little Bay, Montserrat - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - View more ports
14 Night Star Collector: Lovely Leewards (San Juan Roundtrip)
Star Pride XL
2024 sail dates: Nov 09,
Ports
- Philipsburg, St. Maarten
- Basseterre, St. Kitts
- Gustavia, St. Barthelemy
- Little Bay, Montserrat
- Soper's Hole, Tortola, B.V.I.
- Jost Van Dyke, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
- St. George's, Grenada
- Bequia, Grenadines
- Pigeon Island, St. Lucia
- Terre-De-Haut, Iles Des Saintes, Guadeloupe
- Falmouth Harbour,Antigua
Ports
Philipsburg, St. Maarten - Basseterre, St. Kitts - Gustavia, St. Barthelemy - Little Bay, Montserrat - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - St. George's, Grenada - Bequia, Grenadines - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Falmouth Harbour,Antigua - View more ports
Ports
- San Juan, Puerto Rico
- Charlotte Amalie, St. Thomas
- Philipsburg, St. Maarten
- Gustavia, St. Barthelemy
- Basseterre, St. Kitts
- Jost Van Dyke, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
Ports
San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - Gustavia, St. Barthelemy - Basseterre, St. Kitts - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - View more ports
Ports
- Bridgetown, Barbados
- Bequia, Grenadines
- Mayreau, Grenadines
- St. George's, Grenada
- Kralendijk, Bonaire
- Willemstad, Curacao
- Oranjestad, Aruba
- Cartagena, Colombia
- Colon, Panama
Ports
Bridgetown, Barbados - Bequia, Grenadines - Mayreau, Grenadines - St. George's, Grenada - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - Cartagena, Colombia - Colon, Panama - View more ports
Ports
- Bridgetown, Barbados
- Little Bay, Montserrat
- Gustavia, St. Barthelemy
- Jost Van Dyke, B.V.I.
- Soper's Hole, Tortola, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
- Terre-De-Haut, Iles Des Saintes, Guadeloupe
- Pigeon Island, St. Lucia
Ports
Bridgetown, Barbados - Little Bay, Montserrat - Gustavia, St. Barthelemy - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Pigeon Island, St. Lucia - View more ports
Ports
- San Juan, Puerto Rico
- Charlotte Amalie, St. Thomas
- Gustavia, St. Barthelemy
- Little Bay, Montserrat
- Philipsburg, St. Maarten
- Jost Van Dyke, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
Ports
San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Gustavia, St. Barthelemy - Little Bay, Montserrat - Philipsburg, St. Maarten - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - View more ports
Ports
- Bridgetown, Barbados
- Pigeon Island, St. Lucia
- Castries, St. Lucia
- CRUISE THE PITONS, ST. LUCIA
- Kingstown, St. Vincent
- Mayreau, Grenadines
- St. George's, Grenada
- Bequia, Grenadines
- Little Bay, Montserrat
- Terre-De-Haut, Iles Des Saintes, Guadeloupe
- Roseau, Dominica
- Anse Mitan, Martinique
Ports
Bridgetown, Barbados - Pigeon Island, St. Lucia - Castries, St. Lucia - CRUISE THE PITONS, ST. LUCIA - Kingstown, St. Vincent - Mayreau, Grenadines - St. George's, Grenada - Bequia, Grenadines - Little Bay, Montserrat - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Roseau, Dominica - Anse Mitan, Martinique - View more ports
Ports
- San Juan, Puerto Rico
- Charlotte Amalie, St. Thomas
- Gustavia, St. Barthelemy
- Basseterre, St. Kitts
- Roseau, Dominica
- Pigeon Island, St. Lucia
- St. George's, Grenada
- Bridgetown, Barbados
Ports
San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Gustavia, St. Barthelemy - Basseterre, St. Kitts - Roseau, Dominica - Pigeon Island, St. Lucia - St. George's, Grenada - Bridgetown, Barbados - View more ports
Ports
- San Juan, Puerto Rico
- Charlotte Amalie, St. Thomas
- Gustavia, St. Barthelemy
- Little Bay, Montserrat
- Roseau, Dominica
- Pigeon Island, St. Lucia
- St. George's, Grenada
- Bridgetown, Barbados
- Charlotteville, Tobago
- Mayreau, Grenadines
- Soufriere, St. Lucia
- Kralendijk, Bonaire
- Willemstad, Curacao
- Oranjestad, Aruba
Ports
San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Gustavia, St. Barthelemy - Little Bay, Montserrat - Roseau, Dominica - Pigeon Island, St. Lucia - St. George's, Grenada - Bridgetown, Barbados - Charlotteville, Tobago - Mayreau, Grenadines - Soufriere, St. Lucia - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - View more ports
All prices are per person based on double occupancy and do not include port/government fees and gratuities.