15 reviews | Mar 29, 2025 | Windstar | Star Pride | Caribbean | Bridgetown | Bridgetown | 7 Nights | Anse Mitan | Bequia | Bridgetown | Castries | Mayreau | Pigeon Island | St. George's | The Pitons | $2,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Mar 08, 2025 | Windstar | Wind Surf | Caribbean - Eastern | 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 | $4,199 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Mar 08, 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 | $2,199 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Mar 15, 2025 | Windstar | Wind Surf | Caribbean - Eastern | 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 | $4,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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24 reviews | Mar 15, 2025 | Windstar | Wind Surf | Caribbean - Eastern | Philipsburg | Philipsburg | 7 Nights | Basseterre | Charlestown | Gustavia | Les Saintes | Pigeon Island | Roseau | St. Maarten | $2,699 Up To $300 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | | *Distinctive Voyage |
24 reviews | Mar 22, 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 | $2,299 Up To $250 Onboard Credit | | Onboard Credit! |
10 reviews | Mar 15, 2025 | Windstar | Wind Star | Caribbean - Southern | Colon | Bridgetown | 11 Nights | Bridgetown | Cartagena | Colón | Kralendijk | Mayreau | Oranjestad | Santa Marta | St. George's | Willemstad | $3,299 Up To $500 Onboard Credit | | Onboard Credit! |
10 reviews | Mar 01, 2025 | Windstar | Wind Star | Central America | Colon | Puerto Caldera | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Puerto Caldera | Quepos | $2,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Mar 08, 2025 | Windstar | Wind Star | Central America | Puerto Caldera | Bridgetown | 18 Nights | Balboa / Fuerte Amador | Bridgetown | Cartagena | Colón | Golfo Dulce | Isla Parida | Kralendijk | Mayreau | Oranjestad | Puerto Caldera | Quepos | Santa Marta | St. George's | Willemstad | $5,099 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Mar 08, 2025 | Windstar | Wind Star | Central America | Puerto Caldera | Colon | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Puerto Caldera | Quepos | $5,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Mar 02, 2025 | Windstar | Star Legend | Europe | Barcelona | Rome | 16 Nights | Barcelona | Cartagena | Genoa, Italy | Gibraltar | Livorno | Málaga | Marseille | Nice | Palma de Mallorca | Rome | Valencia | $4,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Mar 02, 2025 | Windstar | Star Legend | Europe | Barcelona | Venice | 24 Nights | Barcelona | Cartagena | Dubrovnik | Genoa, Italy | Gibraltar | Livorno | Málaga | Marseille | Messina (Taormina) | Naples | Nice | Palma de Mallorca | Rome | Valencia | Venice | Zadar | $7,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Mar 11, 2025 | Windstar | Star Legend | Europe | Barcelona | Rome | 7 Nights | Barcelona | Genoa, Italy | Livorno | Marseille | Nice | Rome | $2,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Mar 11, 2025 | Windstar | Star Legend | Europe | Barcelona | Venice | 15 Nights | Barcelona | Dubrovnik | Genoa, Italy | Livorno | Marseille | Messina (Taormina) | Naples | Nice | Rome | Venice | Zadar | $5,099 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Mar 18, 2025 | Windstar | Star Legend | Europe | Rome | Athens (Piraeus) | 16 Nights | Athens, Greece | Corinth Canal | Delphi | Dubrovnik | Koper, Slovenia | Kotor | Messina (Taormina) | Naples | Rome | Venice | Zadar | $5,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Mar 26, 2025 | Windstar | Wind Star | Europe | Bridgetown | Barcelona | 25 Nights | Barcelona | Bridgetown | Cartagena | Lisbon | Málaga | Palma de Mallorca | Tangier | Tarragona | Valencia | $4,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Mar 29, 2025 | Windstar | Wind Surf | Europe | Philipsburg | Barcelona | 22 Nights | Almeria | Barcelona | Cádiz | Cartagena | Gibraltar | Lisbon | Málaga | Palma de Mallorca | Ponta Delgada | St. Maarten | $5,199 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Mar 29, 2025 | Windstar | Wind Surf | Europe | Philipsburg | Lisbon | 14 Nights | Lisbon | Ponta Delgada | St. Maarten | $2,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Mar 26, 2025 | Windstar | Star Legend | Greek Isles | Venice | Athens (Piraeus) | 8 Nights | Athens, Greece | Corinth Canal | Delphi | Dubrovnik | Koper, Slovenia | Kotor | Venice | Zadar | $3,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Mar 02, 2025 | Windstar | Star Legend | Mediterranean | Barcelona | Barcelona | 9 Nights | Barcelona | Cartagena | Gibraltar | Málaga | Palma de Mallorca | Valencia | $3,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |