11 reviews | Feb 28, 2026 | Windstar | Wind Spirit | Caribbean | Philipsburg | Bridgetown | 14 Nights | Anse Mitan | Basseterre | Bridgetown | Gustavia | Les Saintes | Little Bay | Pigeon Island | Roseau | St. Maarten | $3,999 Up To $500 Onboard Credit | | Onboard Credit! |
11 reviews | Feb 07, 2026 | Windstar | Wind Spirit | 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 | $4,099 Up To $500 Onboard Credit | | Onboard Credit! |
24 reviews | Feb 17, 2026 | Windstar | Wind Surf | Caribbean | Cozumel | Philipsburg | 18 Nights | Basseterre | Cayman Brac | Charlestown | Cozumel | Grand Cayman | Gustavia | Jost Van Dyke, Great Harbour | La Romana | Les Saintes | Pigeon Island | Port Antonio | Roseau | Santo Domingo | St. Maarten | Virgin Gorda / Prickly Pear | $4,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
2 reviews | Feb 23, 2026 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 10 Nights | Bora Bora | Fakarava | Huahine | Moorea | Motu Mahaea (Tahaa) | Papeete | Rangiroa | $4,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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24 reviews | Feb 01, 2026 | Windstar | Wind Surf | Caribbean | Oranjestad | Cozumel | 16 Nights | Belize City | Bocas del Toro | Cartagena | Colón | Costa Maya | Cozumel | Isla San Andres | Oranjestad | Roatan | Santa Marta | $5,099 Up To $750 Onboard Credit | | |
2 reviews | Feb 12, 2026 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 11 Nights | Bora Bora | Fakarava | Huahine | Moorea | Motu Mahaea (Tahaa) | Papeete | Raiatea | Rangiroa | $5,099 Up To $750 Onboard Credit | | |
5 reviews | Feb 12, 2026 | Windstar | Star Legend | Europe | Venice | Barcelona | 15 Nights | Barcelona | Dubrovnik | Genoa, Italy | Livorno | Messina (Taormina) | Naples | Nice | Rome | Venice | Zadar | $5,099 Up To $750 Onboard Credit | | |
5 reviews | Feb 20, 2026 | Windstar | Star Legend | Caribbean | Rome | Barcelona | 16 Nights | Barcelona | Cartagena | Genoa, Italy | Gibraltar | Livorno | Málaga | Nice | Palma de Mallorca | Rome | Valencia | $5,299 Up To $750 Onboard Credit | | Suite! |
5 reviews | Feb 27, 2026 | Windstar | Star Legend | Caribbean | Barcelona | Rome | 16 Nights | Barcelona | Cartagena | Genoa, Italy | Gibraltar | Livorno | Málaga | Nice | Palma de Mallorca | Rome | Valencia | $5,299 Up To $750 Onboard Credit | | |
24 reviews | Feb 09, 2026 | Windstar | Wind Surf | Caribbean | Colon | Philipsburg | 19 Nights | Belize City | Bocas del Toro | Cayman Brac | Colón | Costa Maya | Cozumel | Grand Cayman | Isla San Andres | Jost Van Dyke, Great Harbour | La Romana | Port Antonio | Roatan | Santo Domingo | St. Maarten | Virgin Gorda / Prickly Pear | $5,599 Up To $750 Onboard Credit | | Onboard Credit! |
11 reviews | Feb 21, 2026 | Windstar | Wind Spirit | Caribbean | Philipsburg | Bridgetown | 21 Nights | Anse Mitan | Basseterre | Bridgetown | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | Road Bay | Roseau | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $6,099 Up To $750 Onboard Credit | | Onboard Credit! |
2 reviews | Feb 05, 2026 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 18 Nights | Bora Bora | Fakarava | Huahine | Moorea | Motu Mahaea (Tahaa) | Papeete | Raiatea | Rangiroa | $6,599 Up To $750 Onboard Credit | | |
5 reviews | Feb 12, 2026 | Windstar | Star Legend | Mediterranean | Venice | Barcelona | 24 Nights | Barcelona | Cartagena | Dubrovnik | Genoa, Italy | Gibraltar | Livorno | Málaga | Messina (Taormina) | Naples | Nice | Palma de Mallorca | Rome | Valencia | Venice | Zadar | $7,999 Up To $1000 Onboard Credit | | Suite! |
5 reviews | Feb 27, 2026 | Windstar | Star Legend | Mediterranean | Barcelona | Venice | 24 Nights | Barcelona | Cartagena | Dubrovnik | Genoa, Italy | Gibraltar | Livorno | Málaga | Messina (Taormina) | Naples | Nice | Palma de Mallorca | Rome | Valencia | Venice | Zadar | $7,999 Up To $1000 Onboard Credit | | Suite! |