24 reviews | Dec 02, 2025 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 12 Nights | Basseterre | Charlestown | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Pigeon Island | Roseau | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $3,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Dec 02, 2025 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 5 Nights | Gustavia | Jost Van Dyke, Great Harbour | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $1,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
2 reviews | Dec 03, 2025 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 7 Nights | Bora Bora | Huahine | Moorea | Papeete | Raiatea | $5,899 Up To $750 Onboard Credit | | |
2 reviews | Dec 04, 2025 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 7 Nights | Bora Bora | Huahine | Moorea | Motu Mahaea (Tahaa) | Papeete | Raiatea | $5,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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11 reviews | Dec 06, 2025 | Windstar | Wind Spirit | Panama Canal | Puerto Caldera | Colon | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Panama Canal | Puerto Caldera | Quepos | $2,599 Up To $300 Onboard Credit | | |
24 reviews | Dec 07, 2025 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten | $2,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Dec 07, 2025 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 14 Nights | Basseterre | Charlestown | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Pigeon Island | Road Bay | Roseau | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $3,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Dec 07, 2025 | Windstar | Star Pride | Caribbean | San Juan | Colon | 6 Nights | Cartagena | Colón | San Blas | San Juan | Santo Domingo | $2,899 Up To $300 Onboard Credit | | Suite! |
2 reviews | Dec 10, 2025 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 7 Nights | Bora Bora | Huahine | Moorea | Papeete | Raiatea | $5,899 Up To $750 Onboard Credit | | |
2 reviews | Dec 11, 2025 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 18 Nights | Bora Bora | Fakarava | Huahine | Moorea | Motu Mahaea (Tahaa) | Papeete | Raiatea | Rangiroa | $6,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
2 reviews | Dec 11, 2025 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 7 Nights | Bora Bora | Huahine | Moorea | Motu Mahaea (Tahaa) | Papeete | Raiatea | $5,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
2 reviews | Dec 11, 2025 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 7 Nights | Bora Bora | Huahine | Moorea | Papeete | Raiatea | $6,299 Up To $750 Onboard Credit | | Suite! |
2 reviews | Dec 11, 2025 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 7 Nights | Bora Bora | Huahine | Moorea | Papeete | Raiatea | $3,499 Up To $500 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) |
5 reviews | Dec 13, 2025 | Windstar | Star Legend | Mediterranean | Malaga | Barcelona | 7 Nights | Barcelona | Cartagena | Gibraltar | Málaga | Palma de Mallorca | Valencia | $3,099 Up To $500 Onboard Credit | | Suite! |
5 reviews | Dec 13, 2025 | Windstar | Star Legend | Caribbean | Malaga | Rome | 14 Nights | Barcelona | Cartagena | Genoa, Italy | Gibraltar | Livorno | Málaga | Nice | Palma de Mallorca | Rome | Valencia | $5,299 Up To $750 Onboard Credit | | Suite! |
5 reviews | Dec 13, 2025 | Windstar | Star Legend | Mediterranean | Malaga | Venice | 22 Nights | Barcelona | Cartagena | Dubrovnik | Genoa, Italy | Gibraltar | Livorno | Málaga | Messina (Taormina) | Naples | Nice | Palma de Mallorca | Rome | Valencia | Venice | Zadar | $8,299 Up To $1000 Onboard Credit | | Suite! |
24 reviews | Dec 14, 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 | $2,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Dec 14, 2025 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 14 Nights | Basseterre | Charlestown | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Pigeon Island | Road Bay | Roseau | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $3,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
2 reviews | Dec 17, 2025 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 11 Nights | Bora Bora | Fakarava | Huahine | Moorea | Papeete | Raiatea | Rangiroa | $7,399 Up To $750 Onboard Credit | | |