24 reviews | Feb 22, 2025 | Windstar | Wind Surf | 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 | $4,399 Up To $500 Onboard Credit | | Onboard Credit! |
11 reviews | Oct 20, 2024 | 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 | $4,499 Up To $500 Onboard Credit | | |
15 reviews | Nov 03, 2024 | Windstar | Star Pride | Caribbean - Eastern | San Juan | San Juan | 13 Nights | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | San Juan | St. George's | St. Maarten | Virgin Gorda | $4,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Nov 09, 2024 | Windstar | Star Pride | Caribbean | San Juan | San Juan | 14 Nights | Bequia | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | San Juan | St. George's | St. Maarten | St. Thomas | Virgin Gorda / Prickly Pear | $4,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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15 reviews | Jan 11, 2025 | Windstar | Star Pride | Caribbean - Southern | Bridgetown | Balboa | 14 Nights | Balboa / Fuerte Amador | Bocas del Toro | Bridgetown | Cartagena | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | San Blas | Santa Marta | Soufriere | Willemstad | $4,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Feb 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 | $4,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Nov 22, 2024 | Windstar | Star Legend | Europe | Venice | Barcelona | 15 Nights | Barcelona | Cannes | Dubrovnik | Genoa, Italy | Livorno | Marseille | Messina (Taormina) | Naples | Rome | Venice | Zadar | $4,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Dec 14, 2024 | Windstar | Star Pride | Caribbean - Southern | Bridgetown | Balboa | 14 Nights | Balboa / Fuerte Amador | Bocas del Toro | Bridgetown | Cartagena | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | San Blas | Santa Marta | Soufriere | Willemstad | $4,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Jan 04, 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 | $4,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Jan 18, 2025 | Windstar | Wind Surf | 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 | $4,599 Up To $500 Onboard Credit | | Onboard Credit! |
5 reviews | Jan 23, 2025 | Windstar | Star Legend | Europe | Venice | Barcelona | 15 Nights | Barcelona | Dubrovnik | Genoa, Italy | Livorno | Marseille | Messina (Taormina) | Naples | Nice | Rome | Venice | Zadar | $4,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Feb 01, 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 | $4,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Feb 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 | $4,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Nov 03, 2025 | Windstar | Wind Surf | Europe | Rome | Lisbon | 15 Nights | Almeria | Barcelona | Cádiz | Cannes | Cartagena | Gibraltar | Lisbon | Málaga | Monte Carlo | Palamos | Palma de Mallorca | Portoferraio | Portofino | Rome | Sanary-sur-Mer | $4,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Nov 30, 2024 | Windstar | Star Legend | Europe | Rome | Barcelona | 16 Nights | Barcelona | Cannes | Cartagena | Genoa, Italy | Gibraltar | Livorno | Málaga | Marseille | Palma de Mallorca | Rome | Valencia | $4,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Dec 07, 2024 | Windstar | Star Legend | Europe | Barcelona | Rome | 16 Nights | Barcelona | Cartagena | Genoa, Italy | Gibraltar | Livorno | Málaga | Marseille | Nice | Palma de Mallorca | Rome | Valencia | $4,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Jan 31, 2025 | Windstar | Star Legend | Europe | Rome | Barcelona | 16 Nights | Barcelona | Cartagena | Genoa, Italy | Gibraltar | Livorno | Málaga | Marseille | Nice | Palma de Mallorca | Rome | Valencia | $4,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | Feb 07, 2025 | Windstar | Star Legend | Europe | Barcelona | Rome | 16 Nights | Barcelona | Cartagena | Genoa, Italy | Gibraltar | Livorno | Málaga | Marseille | Nice | Palma de Mallorca | Rome | Valencia | $4,699 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 | Jan 25, 2026 | Windstar | Wind Surf | World Cruise | Bridgetown | Colon | 15 Nights | Bocas del Toro | Bridgetown | Cartagena | Colón | Kralendijk | Man-O-War Bay | Mayreau | Oranjestad | Santa Marta | Soufriere | Willemstad | $4,699 Up To $500 Onboard Credit | | |