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Windstar Cruises from Philipsburg, St. Maarten 2022/2023

Save up to 75% on Windstar cruises

As a large-scale seller of Windstar Cruises from Philipsburg, St. Maarten 2022/2023, we are able to offer you unbeatable prices and unparalleled value. With cruise line volume buys plus our low everyday prices you can save up to 75% versus the brochure price! Once you have found the discounted Windstar cruise of your choice, please call our cruise consultants to book your vacation and save money with our first-rate personalized service! Book your Windstar cruise today with AffordableTours.com, your discounted cruise headquarters.

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Cruises

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Sail Date Cruise Line Ship Destination Departs Length Price You Save Discounts
2 reviews
Itinerary Map/Ship Image
WindstarStar LegendPanama CanalPhilipsburgPhilipsburg7 NightsColon, Panama | Fuerte Amador, Panama City, Panama | Isla Parida, Panama | Puerto Caldera, San Jose, Costa Rica | Puerto Jimenez, Golfo Dulce, Costa Rica | Quepos, Manuel Antonio Natl Pk, Costa Rica$2,299
Up To $250 Onboard Credit
Suite!
2 reviews
Itinerary Map/Ship Image
WindstarStar LegendCaribbeanPhilipsburgPhilipsburg14 NightsBasseterre | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | Soper's Hole | St. George's | St. Maarten | Virgin Gorda$4,199
Up To $500 Onboard Credit
Suite!
2 reviews
Itinerary Map/Ship Image
WindstarStar LegendCentral AmericaPhilipsburgPhilipsburg7 NightsColon, Panama | Fuerte Amador, Panama City, Panama | Golfito, Costa Rica | Isla Parida, Panama | Puerto Caldera, San Jose, Costa Rica | Puerto Jimenez, Golfo Dulce, Costa Rica | Quepos, Manuel Antonio Natl Pk, Costa Rica$1,899
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
2 reviews
Itinerary Map/Ship Image
WindstarStar LegendCaribbeanPhilipsburgPhilipsburg14 NightsBasseterre | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | Soper's Hole | St. George's | St. Maarten | Virgin Gorda$4,699
Up To $500 Onboard Credit
Suite!

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2 reviews
Itinerary Map/Ship Image
WindstarStar LegendCentral AmericaPhilipsburgPhilipsburg7 NightsColon, Panama | Fuerte Amador, Panama City, Panama | Golfito, Costa Rica | Isla Parida, Panama | Puerto Caldera, San Jose, Costa Rica | Puerto Jimenez, Golfo Dulce, Costa Rica | Quepos, Manuel Antonio Natl Pk, Costa Rica$2,899
Up To $300 Onboard Credit
Welcome Reception
Exclusive Amenity
Distinctive Host
*Distinctive Voyage
2 reviews
Itinerary Map/Ship Image
WindstarStar LegendCaribbeanPhilipsburgPhilipsburg14 NightsBasseterre | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | Soper's Hole | St. George's | St. Maarten | Virgin Gorda$4,699
Up To $500 Onboard Credit
Suite!
2 reviews
Itinerary Map/Ship Image
WindstarStar LegendCentral AmericaPhilipsburgPhilipsburg7 NightsColon, Panama | Fuerte Amador, Panama City, Panama | Golfito, Costa Rica | Isla Parida, Panama | Puerto Caldera, San Jose, Costa Rica | Puerto Jimenez, Golfo Dulce, Costa Rica | Quepos, Manuel Antonio Natl Pk, Costa Rica$1,999
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
2 reviews
Itinerary Map/Ship Image
WindstarStar LegendCaribbeanPhilipsburgPhilipsburg14 NightsBasseterre | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | Soper's Hole | St. George's | St. Maarten | Virgin Gorda$4,799
Up To $500 Onboard Credit
Suite!
2 reviews
Itinerary Map/Ship Image
WindstarStar LegendCentral AmericaPhilipsburgPhilipsburg7 NightsColon, Panama | Fuerte Amador, Panama City, Panama | Golfito, Costa Rica | Isla Parida, Panama | Puerto Caldera, San Jose, Costa Rica | Puerto Jimenez, Golfo Dulce, Costa Rica | Quepos, Manuel Antonio Natl Pk, Costa Rica$2,399
Up To $250 Onboard Credit
Suite!
2 reviews
Itinerary Map/Ship Image
WindstarStar LegendCaribbeanPhilipsburgPhilipsburg14 NightsBasseterre | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | Soper's Hole | St. George's | St. Maarten | Virgin Gorda$6,799
Up To $750 Onboard Credit
Suite!
23 reviews
Itinerary Map/Ship Image
WindstarWind SurfCaribbean - EasternPhilipsburgPhilipsburg7 NightsBasseterre, St. Kitts, Saint Kitts - Nevis | Charlestown, Saint Kitts - Nevis | Gustavia, St. Barthelemy, St. Barthelemy | Les Saintes, Guadeloupe, Guadeloupe | Philipsburg, St. Maarten, Saint Maarten | Pigeon Island, St. Lucia, Saint Lucia | Roseau, Dominica, Dominica$2,499
Up To $250 Onboard Credit
Onboard Credit!
23 reviews
Itinerary Map/Ship Image
WindstarWind SurfCaribbean - EasternPhilipsburgPhilipsburg14 NightsBasseterre, St. Kitts, Saint Kitts - Nevis | Charlestown, Saint Kitts - Nevis | Falmouth Harbour, Antigua, Antigua And Barbuda | Great Harbour, Jost Van Dyke, British Virgin Islands | Gustavia, St. Barthelemy, St. Barthelemy | Les Saintes, Guadeloupe, Guadeloupe | Philipsburg, St. Maarten, Saint Maarten | Pigeon Island, St. Lucia, Saint Lucia | Roseau, Dominica, Dominica | SoperS Hole, Tortola, Bvi, British Virgin Islands | Virgin Gorda, Bvi, British Virgin Islands$3,999
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
2 reviews
Itinerary Map/Ship Image
WindstarStar LegendCentral AmericaPhilipsburgPhilipsburg7 NightsColon, Panama | Fuerte Amador, Panama City, Panama | Golfito, Costa Rica | Isla Parida, Panama | Puerto Caldera, San Jose, Costa Rica | Puerto Jimenez, Golfo Dulce, Costa Rica | Quepos, Manuel Antonio Natl Pk, Costa Rica$1,999
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
2 reviews
Itinerary Map/Ship Image
WindstarStar LegendCaribbeanPhilipsburgPhilipsburg14 NightsBasseterre | Bequia | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | Soper's Hole | St. George's | St. Maarten | Virgin Gorda$4,799
Up To $500 Onboard Credit
Suite!
23 reviews
Itinerary Map/Ship Image
WindstarWind SurfCaribbean - EasternPhilipsburgPhilipsburg7 NightsFalmouth Harbour, Antigua, Antigua And Barbuda | Great Harbour, Jost Van Dyke, British Virgin Islands | Gustavia, St. Barthelemy, St. Barthelemy | Philipsburg, St. Maarten, Saint Maarten | SoperS Hole, Tortola, Bvi, British Virgin Islands | Virgin Gorda, Bvi, British Virgin Islands$1,799
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
23 reviews
Itinerary Map/Ship Image
WindstarWind SurfCaribbean - EasternPhilipsburgPhilipsburg14 NightsBasseterre, St. Kitts, Saint Kitts - Nevis | Charlestown, Saint Kitts - Nevis | Falmouth Harbour, Antigua, Antigua And Barbuda | Great Harbour, Jost Van Dyke, British Virgin Islands | Gustavia, St. Barthelemy, St. Barthelemy | Les Saintes, Guadeloupe, Guadeloupe | Philipsburg, St. Maarten, Saint Maarten | Pigeon Island, St. Lucia, Saint Lucia | Roseau, Dominica, Dominica | SoperS Hole, Tortola, Bvi, British Virgin Islands | Virgin Gorda, Bvi, British Virgin Islands$3,999
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
2 reviews
Itinerary Map/Ship Image
WindstarStar LegendCentral AmericaPhilipsburgPhilipsburg7 NightsColon, Panama | Fuerte Amador, Panama City, Panama | Golfito, Costa Rica | Isla Parida, Panama | Puerto Caldera, San Jose, Costa Rica | Puerto Jimenez, Golfo Dulce, Costa Rica | Quepos, Manuel Antonio Natl Pk, Costa Rica$3,099
Up To $500 Onboard Credit
Suite!
23 reviews
Itinerary Map/Ship Image
WindstarWind SurfCaribbean - EasternPhilipsburgPhilipsburg7 NightsBasseterre, St. Kitts, Saint Kitts - Nevis | Charlestown, Saint Kitts - Nevis | Gustavia, St. Barthelemy, St. Barthelemy | Les Saintes, Guadeloupe, Guadeloupe | Philipsburg, St. Maarten, Saint Maarten | Pigeon Island, St. Lucia, Saint Lucia | Roseau, Dominica, Dominica$1,899
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
23 reviews
Itinerary Map/Ship Image
WindstarWind SurfCaribbean - EasternPhilipsburgPhilipsburg14 NightsBasseterre, St. Kitts, Saint Kitts - Nevis | Charlestown, Saint Kitts - Nevis | Falmouth Harbour, Antigua, Antigua And Barbuda | Great Harbour, Jost Van Dyke, British Virgin Islands | Gustavia, St. Barthelemy, St. Barthelemy | Les Saintes, Guadeloupe, Guadeloupe | Philipsburg, St. Maarten, Saint Maarten | Pigeon Island, St. Lucia, Saint Lucia | Road Bay, Anguilla, Anguilla | Roseau, Dominica, Dominica | SoperS Hole, Tortola, Bvi, British Virgin Islands | Virgin Gorda, Bvi, British Virgin Islands$4,299
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)
2 reviews
Itinerary Map/Ship Image
WindstarStar LegendTransatlanticPhilipsburgLisbon13 NightsHorta | Lisbon | St. Maarten$1,799
Shipboard Credit Per Person ($100)
Shipboard Credit Per Person ($100)

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