24 reviews | Jan 11, 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 | $4,799 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 | $4,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Oct 19, 2025 | Windstar | Wind Star | Mediterranean | Athens (Piraeus) | Barcelona | 14 Nights | Athens, Greece | Barcelona | Bastia | Calvi | Gythion | Mahon | Messina (Taormina) | Monemvasia | Palma de Mallorca | Ponza | Portoferraio | Rome | Sorrento | $4,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Oct 25, 2025 | Windstar | Wind Spirit | Europe | Barcelona | Bridgetown | 24 Nights | Barcelona | Bridgetown | Cartagena | Lisbon | Málaga | Palma de Mallorca | Tangier | Tarragona | Valencia | $4,799 Up To $500 Onboard Credit | | |
Need Help Planning A Cruise?
Our cruise experts can help you:
- Find the best discounts
- Hold a cabin for 24 hours for free
- Receive personalized recommendations
- Book handicap accessible cabins
|
11 reviews | Jan 14, 2026 | Windstar | Wind Spirit | Caribbean | Philipsburg | Philipsburg | 17 Nights | Anse Mitan | Bequia | Castries | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Mayreau | Road Bay | Roseau | Soper's Hole | St. George's | St. Maarten | Virgin Gorda / Prickly Pear | $4,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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) |
5 reviews | Feb 23, 2025 | Windstar | Star Legend | Europe | Rome | Barcelona | 16 Nights | Barcelona | Cartagena | Genoa, Italy | Gibraltar | Livorno | Málaga | Marseille | Nice | Palma de Mallorca | Rome | Valencia | $4,899 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Oct 11, 2025 | Windstar | Wind Spirit | Mediterranean | Athens (Piraeus) | Barcelona | 14 Nights | Athens, Greece | Barcelona | Bastia | Calvi | Gythion | Mahon | Messina (Taormina) | Monemvasia | Palma de Mallorca | Ponza | Portoferraio | Rome | Sorrento | $4,899 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Dec 14, 2024 | 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 | $4,999 Up To $750 Onboard Credit | | Onboard Credit! |
15 reviews | Dec 28, 2024 | Windstar | Star Pride | Caribbean - Southern | Balboa | Bridgetown | 14 Nights | Balboa / Fuerte Amador | Bocas del Toro | Bridgetown | Cartagena | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | San Blas | Santa Marta | Soufriere | Willemstad | $4,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Jan 11, 2025 | Windstar | Wind Star | Central America | Puerto Caldera | Colon | 14 Nights | Bahia Herradura | Balboa / Fuerte Amador | Colón | Corinto | Golfo Dulce | Isla Parida | Playa Flamingo | Playas del Coco | Puerto Caldera | Quepos | San Juan del Sur | $4,999 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) |
15 reviews | Apr 05, 2025 | Windstar | Star Pride | Europe - Western | Bridgetown | Lisbon | 18 Nights | Bridgetown | Funchal | Lanzarote | Las Palmas | Lisbon | San Sebastian | Santa Cruz de Tenerife | $4,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Oct 27, 2024 | Windstar | Wind Spirit | Europe | Rome | Lisbon | 17 Nights | Barcelona | Bastia | Calvi | Cartagena | Lisbon | Mahon | Málaga | Palma de Mallorca | Portoferraio | Rome | Tangier | Tarragona | Valencia | $5,099 Up To $750 Onboard Credit | | |
10 reviews | Dec 14, 2024 | Windstar | Wind Star | Central America | Colon | Puerto Caldera | 14 Nights | Bahia Herradura | Balboa / Fuerte Amador | Colón | Corinto | Golfo Dulce | Isla Parida | Playa Flamingo | Playas del Coco | Puerto Caldera | Quepos | San Juan del Sur | $5,099 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 | Jan 04, 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 | | Suite! |
5 reviews | Jan 28, 2026 | Windstar | Star Legend | Europe | Barcelona | Venice | 15 Nights | Barcelona | Dubrovnik | Genoa, Italy | Livorno | Messina (Taormina) | Naples | Nice | Rome | Venice | Zadar | $5,099 Up To $750 Onboard Credit | | Suite! |
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 | | |
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 | | |