11 reviews | Feb 07, 2026 | Windstar | Wind Spirit | 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 | $4,099 Up To $500 Onboard Credit | | Onboard Credit! |
11 reviews | Feb 21, 2026 | Windstar | Wind Spirit | Caribbean | Philipsburg | Bridgetown | 14 Nights | Basseterre | Bridgetown | Falmouth Harbour | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Little Bay | Pigeon Island | Road Bay | Roseau | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $3,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Feb 28, 2026 | Windstar | Wind Spirit | Caribbean | Philipsburg | Bridgetown | 14 Nights | Anse Mitan | Basseterre | Bridgetown | Gustavia | Les Saintes | Little Bay | Pigeon Island | Roseau | St. Maarten | $3,999 Up To $500 Onboard Credit | | Onboard Credit! |
24 reviews | Feb 28, 2026 | 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 | $3,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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11 reviews | Mar 07, 2026 | 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 | $4,099 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Mar 14, 2026 | 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 | $4,099 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Mar 14, 2026 | 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 | $3,699 Up To $500 Onboard Credit | | Onboard Credit! |
24 reviews | Mar 21, 2026 | 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 | $3,699 Up To $500 Onboard Credit | | Onboard Credit! |
2 reviews | Mar 26, 2026 | Windstar | Star Breeze | Tahiti | Papeete | Papeete | 14 Nights | Bora Bora | Fakarava | Moorea | Motu Mahaea (Tahaa) | Omoa, Fatu Hiva, Marquesas | Papeete | Rangiroa | $7,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Jul 21, 2024 | 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 | $6,249 Up To $750 Onboard Credit | | |
24 reviews | Aug 05, 2024 | Windstar | Wind Surf | Europe | Lisbon | Rome | 15 Nights | Almeria | Barcelona | Cádiz | Cannes | Cartagena | Gibraltar | Lisbon | Málaga | Monte Carlo | Palamos | Palma de Mallorca | Portoferraio | Portofino | Rome | Sanary-sur-Mer | $6,049 Up To $750 Onboard Credit | | Onboard Credit! |
24 reviews | Aug 13, 2024 | Windstar | Wind Surf | Europe - Western | Barcelona | Venice | 15 Nights | Barcelona | Cannes | Dubrovnik | Giardini Naxos | Kotor | Monte Carlo | Palamos | Portoferraio | Portofino | Rome | Rovinj | Sanary-sur-Mer | Sorrento | Split | Venice | $6,149 Up To $750 Onboard Credit | | |
5 reviews | Sep 19, 2024 | Windstar | Star Legend | Mediterranean | Barcelona | Athens (Piraeus) | 15 Nights | Argostoli | Athens, Greece | Barcelona | Cagliari | Corfu | Corinth Canal | Delphi | Kusadasi | Messina (Taormina) | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | Trapani | $10,739 Up To $1000 Onboard Credit | | Suite! |
24 reviews | Oct 25, 2024 | 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 | $5,699 Up To $750 Onboard Credit | | |
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) |
5 reviews | Jan 08, 2025 | Windstar | Star Legend | Europe | Barcelona | Venice | 15 Nights | Barcelona | Dubrovnik | Genoa, Italy | Livorno | Marseille | Messina (Taormina) | Naples | Nice | Rome | Venice | Zadar | $7,839 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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) |
11 reviews | Feb 22, 2025 | Windstar | Wind Spirit | Transatlantic | Bridgetown | Lisbon | 15 Nights | Bridgetown | Lisbon | $2,399 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) |
10 reviews | Mar 26, 2025 | Windstar | Wind Star | Transatlantic | Bridgetown | Lisbon | 15 Nights | Bridgetown | Lisbon | $2,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |