10 reviews | Mar 04, 2025 | Windstar | Wind Star | Caribbean | Puerto Caldera | Colon | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | PUERTO CALDERA, SAN JOSE, Costa Rica | Quepos | SAN JOSE, Costa Rica | Santa Elena (Monteverde) | $5,599 Up To $750 Onboard Credit | | |
15 reviews | Mar 08, 2025 | Windstar | Star Pride | World Cruise | Balboa | Bridgetown | 14 Nights | Balboa / Fuerte Amador | Bocas del Toro | Bridgetown | Cartagena | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Panama Canal | San Blas | Santa Marta | Soufriere | Willemstad | $4,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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 | $2,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Apr 06, 2025 | Windstar | Wind Spirit | Mediterranean | Lisbon | Barcelona | 9 Nights | Barcelona | Cartagena | Lisbon | Málaga | Palma de Mallorca | Tangier | Tarragona | Valencia | $3,299 Up To $500 Onboard Credit | | |
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24 reviews | Apr 08, 2025 | Windstar | Wind Surf | Caribbean | Lisbon | Barcelona | 8 Nights | Almeria, Spain | Barcelona | Cádiz | Cartagena | Gibraltar | Lisbon | LISBON, Portugal | Málaga | Palma de Mallorca | $6,499 Up To $750 Onboard Credit | | |
24 reviews | Jul 27, 2025 | Windstar | Wind Surf | Mediterranean | Barcelona | Lisbon | 8 Nights | Almeria, Spain | Barcelona | Cádiz | Cartagena | Gibraltar | Lisbon | Málaga | Palma de Mallorca | $3,499 Up To $500 Onboard Credit | | |
24 reviews | Jul 31, 2025 | Windstar | Wind Surf | Caribbean | Lisbon | Barcelona | 8 Nights | Almeria, Spain | Barcelona | Cádiz | Cartagena | Gibraltar | Lisbon | LISBON, Portugal | Málaga | Palma de Mallorca | $5,599 Up To $750 Onboard Credit | | |
5 reviews | Oct 30, 2025 | Windstar | Star Legend | Greek Isles | Athens (Piraeus) | Malaga | 15 Nights | Argostoli | Athens, Greece | Barcelona | Cagliari | Cartagena | Corfu | Corinth Canal | Delphi | Gibraltar | Málaga | Messina (Taormina) | Palma de Mallorca | Trapani | Valencia | $5,599 Up To $750 Onboard Credit | | Suite! |
15 reviews | Nov 02, 2025 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 14 Nights | Basseterre | Bequia | CRUZ BAY, ST. JOHN, Virgin Islands (U.S.) | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Marigot, St. Martin | Philipsburg, St. Maarten | Pigeon Island | San Juan | St. George's | $4,299 Up To $500 Onboard Credit | | |
5 reviews | Nov 07, 2025 | Windstar | Star Legend | Mediterranean | Barcelona | Malaga | 7 Nights | Barcelona | Cartagena | Gibraltar | Málaga | Palma de Mallorca | Valencia | $2,699 Up To $300 Onboard Credit | | |
15 reviews | Nov 09, 2025 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 14 Nights | Basseterre | Bequia | CRUZ BAY, ST. JOHN, Virgin Islands (U.S.) | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Marigot, St. Martin | Philipsburg, St. Maarten | Pigeon Island | San Juan | St. George's | $4,299 Up To $500 Onboard Credit | | |
24 reviews | Nov 10, 2025 | Windstar | Wind Surf | Mediterranean | Barcelona | Lisbon | 8 Nights | Almeria, Spain | Barcelona | Cádiz | Cartagena | Gibraltar | Lisbon | Málaga | Palma de Mallorca | $2,999 Up To $300 Onboard Credit | | Onboard Credit! |
15 reviews | Nov 16, 2025 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 14 Nights | Basseterre | Bequia | CRUZ BAY, ST. JOHN, Virgin Islands (U.S.) | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Marigot, St. Martin | Philipsburg, St. Maarten | Pigeon Island | San Juan | St. George's | $4,299 Up To $500 Onboard Credit | | |
11 reviews | Nov 18, 2025 | Windstar | Wind Spirit | Caribbean | Bridgetown | Puerto Caldera | 18 Nights | Balboa / Fuerte Amador | Bequia | Bridgetown | Cartagena | Colón | Golfo Dulce | Isla Parida | Kralendijk | Mayreau | Oranjestad | Panama Canal | Puerto Caldera | Quepos | St. George's | Willemstad | $5,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Nov 18, 2025 | Windstar | Wind Spirit | Caribbean - Southern | Bridgetown | Colon | 11 Nights | Bequia | Bridgetown | Cartagena | Colón | Kralendijk | Mayreau | Oranjestad | St. George's | Willemstad | $3,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Nov 23, 2025 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 14 Nights | Basseterre | Bequia | CRUZ BAY, ST. JOHN, Virgin Islands (U.S.) | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Marigot, St. Martin | Philipsburg, St. Maarten | Pigeon Island | San Juan | St. George's | $4,299 Up To $500 Onboard Credit | | |
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 | | Onboard Credit! |
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 | | |
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 | | |