11 reviews | Jan 11, 2025 | Windstar | Wind Spirit | Caribbean | Bridgetown | Bridgetown | 7 Nights | Anse Mitan | Bridgetown | Les Saintes | Little Bay | Pigeon Island | Roseau | $2,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Jan 18, 2025 | Windstar | Star Pride | South America | Oranjestad | Balboa | 7 Nights | Balboa / Fuerte Amador | Bocas del Toro | Cartagena | Oranjestad | San Blas | Santa Marta | $2,699 Up To $300 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | | *Distinctive Voyage |
15 reviews | Feb 01, 2025 | Windstar | Star Pride | South America | Oranjestad | Balboa | 7 Nights | Balboa / Fuerte Amador | Bocas del Toro | Cartagena | Oranjestad | San Blas | Santa Marta | $2,699 Up To $300 Onboard Credit | | |
15 reviews | Feb 08, 2025 | Windstar | Star Pride | South America | Balboa | Oranjestad | 7 Nights | Balboa / Fuerte Amador | Bocas del Toro | Cartagena | Oranjestad | San Blas | Santa Marta | $2,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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24 reviews | Feb 15, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 7 Nights | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Road Bay | Soper's Hole | St. Maarten | Virgin Gorda | $2,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Feb 15, 2025 | Windstar | Wind Spirit | Caribbean - Southern | Bridgetown | Bridgetown | 7 Nights | Bequia | Bridgetown | Castries | Kingstown | Mayreau | Pigeon Island | St. George's | The Pitons | $2,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Mar 01, 2025 | Windstar | Star Pride | South America | Oranjestad | Balboa | 7 Nights | Balboa / Fuerte Amador | Bocas del Toro | Cartagena | Oranjestad | San Blas | Santa Marta | $2,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Mar 08, 2025 | Windstar | Star Pride | South America | Balboa | Oranjestad | 7 Nights | Balboa / Fuerte Amador | Bocas del Toro | Cartagena | Oranjestad | San Blas | Santa Marta | $2,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Mar 15, 2025 | Windstar | Star Pride | South America | Oranjestad | Bridgetown | 7 Nights | Balboa / Fuerte Amador | Bocas del Toro | Cartagena | Oranjestad | San Blas | Santa Marta | $2,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Oct 19, 2025 | Windstar | Star Pride | Bermuda | New York (Manhattan) | San Juan | 7 Nights | San Juan | St. George's | $2,699 Up To $300 Onboard Credit | | Suite! |
15 reviews | Oct 26, 2025 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 7 Nights | Basseterre | Gustavia | Jost Van Dyke, Great Harbour | San Juan | St. Maarten | Virgin Gorda / Prickly Pear | $2,699 Up To $300 Onboard Credit | | |
15 reviews | Nov 02, 2025 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 7 Nights | Basseterre | Gustavia | Jost Van Dyke, Great Harbour | San Juan | St. Maarten | Virgin Gorda / Prickly Pear | $2,699 Up To $300 Onboard Credit | | Suite! |
15 reviews | Nov 09, 2025 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 7 Nights | Bequia | Les Saintes | Marigot, St. Martin | Pigeon Island | San Juan | St. George's | $2,699 Up To $300 Onboard Credit | | Suite! |
15 reviews | Nov 16, 2025 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 7 Nights | Basseterre | Gustavia | Jost Van Dyke, Great Harbour | San Juan | St. Maarten | Virgin Gorda / Prickly Pear | $2,699 Up To $300 Onboard Credit | | Suite! |
15 reviews | Nov 23, 2025 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 7 Nights | Bequia | Les Saintes | Marigot, St. Martin | Pigeon Island | San Juan | St. George's | $2,699 Up To $300 Onboard Credit | | Suite! |
15 reviews | Nov 30, 2025 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 7 Nights | Basseterre | Gustavia | Jost Van Dyke, Great Harbour | San Juan | St. Maarten | Virgin Gorda / Prickly Pear | $2,699 Up To $300 Onboard Credit | | |
15 reviews | Dec 13, 2025 | Windstar | Star Pride | Panama Canal | Colon | Puerto Caldera | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Panama Canal | Puerto Caldera | Quepos | $2,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Dec 21, 2025 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten | $2,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Dec 28, 2025 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 7 Nights | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Road Bay | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $2,699 Up To $300 Onboard Credit | | |
24 reviews | Jan 25, 2026 | Windstar | Wind Surf | Caribbean | Bridgetown | Oranjestad | 7 Nights | Bridgetown | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Soufriere | Willemstad | $2,699 Up To $300 Onboard Credit | | Onboard Credit! |