10 reviews | Jan 11, 2025 | Windstar | Wind Star | Central America | Puerto Caldera | Puerto Caldera | 7 Nights | Bahia Herradura | Corinto | Playa Flamingo | Playas del Coco | Puerto Caldera | Quepos | San Juan del Sur | $2,199 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Jan 25, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten | $2,199 Up To $250 Onboard Credit | | Onboard Credit! |
24 reviews | Jan 04, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten | $2,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Jan 04, 2025 | Windstar | Wind Spirit | Caribbean - Southern | Bridgetown | Bridgetown | 7 Nights | Bequia | Bridgetown | Castries | Kingstown | Mayreau | Pigeon Island | St. George's | The Pitons | $2,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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11 reviews | Jan 25, 2025 | Windstar | Wind Spirit | Caribbean | Bridgetown | Bridgetown | 7 Nights | Anse Mitan | Bridgetown | Les Saintes | Little Bay | Pigeon Island | Roseau | $2,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Jan 04, 2025 | Windstar | Star Pride | Caribbean - Southern | Oranjestad | Bridgetown | 7 Nights | Bridgetown | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Soufriere | Willemstad | $2,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Jan 11, 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 | $2,499 Up To $250 Onboard Credit | | Onboard Credit! |
24 reviews | Jan 18, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten | $2,499 Up To $250 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | | *Distinctive Voyage |
15 reviews | Jan 11, 2025 | Windstar | Star Pride | Caribbean - Southern | Bridgetown | Oranjestad | 7 Nights | Bridgetown | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Soufriere | Willemstad | $2,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Jan 11, 2025 | Windstar | Wind Spirit | Caribbean | Bridgetown | Bridgetown | 7 Nights | Anse Mitan | Bridgetown | Les Saintes | Little Bay | Pigeon Island | Roseau | $2,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Jan 18, 2025 | Windstar | Wind Spirit | Caribbean - Southern | Bridgetown | Bridgetown | 7 Nights | Bequia | Bridgetown | Castries | Kingstown | Mayreau | Pigeon Island | St. George's | The Pitons | $2,599 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 | Jan 25, 2025 | Windstar | Star Pride | South America | Balboa | Oranjestad | 7 Nights | Balboa / Fuerte Amador | Bocas del Toro | Cartagena | Oranjestad | San Blas | Santa Marta | $2,699 Up To $300 Onboard Credit | | |
5 reviews | Jan 08, 2025 | Windstar | Star Legend | Europe | Barcelona | Civitavecchia | 7 Nights | Barcelona | Genoa, Italy | Livorno | Marseille | Nice | Rome | $2,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Jan 31, 2025 | Windstar | Star Legend | Europe | Civitavecchia | Barcelona | 7 Nights | Barcelona | Genoa, Italy | Livorno | Marseille | Nice | Rome | $2,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Jan 15, 2025 | Windstar | Star Legend | Mediterranean | Civitavecchia | Venice | 8 Nights | Dubrovnik | Messina (Taormina) | Naples | Rome | Venice | Zadar | $2,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Jan 23, 2025 | Windstar | Star Legend | Mediterranean | Venice | Civitavecchia | 8 Nights | Dubrovnik | Messina (Taormina) | Naples | Rome | Venice | Zadar | $2,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Jan 25, 2025 | Windstar | Wind Star | Central America | Colon | Puerto Caldera | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Puerto Caldera | Quepos | $2,999 Up To $300 Onboard Credit | | |
10 reviews | Jan 18, 2025 | Windstar | Wind Star | Central America | Puerto Caldera | Colon | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Puerto Caldera | Quepos | $3,199 Up To $500 Onboard Credit | | Onboard Credit! |
11 reviews | Jan 25, 2025 | Windstar | Wind Spirit | Caribbean | Bridgetown | Bridgetown | 14 Nights | Anse Mitan | Bequia | Bridgetown | Castries | Kingstown | Les Saintes | Little Bay | Mayreau | Pigeon Island | Roseau | St. George's | The Pitons | $3,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |