5 reviews | Aug 02, 2024 | Windstar | Star Legend | Baltic | Stockholm | Copenhagen | 10 Nights | Copenhagen | Gdansk | Helsinki | Klaipeda | Riga | Sassnitz, Germany | Stockholm | Tallinn | Visby | Warnemünde (Berlin) | $5,799 Up To $750 Onboard Credit | | Suite! |
15 reviews | Oct 07, 2025 | Windstar | Star Pride | Canada | Montreal | New York (Manhattan) | 12 Nights | Cap aux Meules | Gaspe | Halifax | Louisbourg | Montreal | Portland | Quebec City | $5,139 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Oct 23, 2024 | Windstar | Star Pride | Caribbean | Boston | San Juan | 11 Nights | Basseterre | Boston | Gustavia | Hamilton | San Juan | St. George's | Virgin Gorda | $2,899 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Dec 02, 2025 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 12 Nights | Basseterre | Charlestown | Gustavia | Jost Van Dyke, Great Harbour | Les Saintes | Pigeon Island | Roseau | Soper's Hole | St. Maarten | Virgin Gorda / Prickly Pear | $3,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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11 reviews | Jan 14, 2026 | Windstar | Wind Spirit | Caribbean | Philipsburg | Philipsburg | 10 Nights | Anse Mitan | Bequia | Castries | Gustavia | Les Saintes | Little Bay | Mayreau | Roseau | St. George's | St. Maarten | $3,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Feb 01, 2026 | Windstar | Wind Surf | Caribbean | Oranjestad | Colon | 8 Nights | Bocas del Toro | Cartagena | Colón | Oranjestad | Santa Marta | $3,199 Up To $500 Onboard Credit | | Onboard Credit! |
24 reviews | Feb 17, 2026 | Windstar | Wind Surf | Caribbean | Cozumel | Philipsburg | 11 Nights | Cayman Brac | Cozumel | Grand Cayman | Jost Van Dyke, Great Harbour | La Romana | Port Antonio | Santo Domingo | St. Maarten | Virgin Gorda / Prickly Pear | $3,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Nov 19, 2024 | Windstar | Wind Star | Caribbean - Southern | Bridgetown | Colon | 11 Nights | Bequia | Bridgetown | Cartagena | Colón | Kralendijk | Mayreau | Oranjestad | St. George's | Willemstad | $3,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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! |
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 | $3,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | May 28, 2024 | Windstar | Wind Surf | Europe | Rome | Rome | 10 Nights | Amalfi | Catania | Gozo | Lipari | Porto Empedocle | Rome | Sorrento | Trapani | Valletta | $3,099 Up To $500 Onboard Credit | | |
24 reviews | Jun 07, 2024 | Windstar | Wind Surf | Europe | Rome | Venice | 8 Nights | Dubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Split | Venice | $3,399 Up To $500 Onboard Credit | | |
24 reviews | Jul 03, 2024 | Windstar | Wind Surf | Europe | Venice | Rome | 8 Nights | Dubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Split | Venice | $2,899 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Jul 11, 2024 | Windstar | Wind Surf | Europe | Rome | Rome | 10 Nights | Amalfi | Catania | Gozo | Lipari | Porto Empedocle | Rome | Sorrento | Trapani | Valletta | $3,099 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Aug 20, 2024 | Windstar | Wind Surf | Europe | Rome | Venice | 8 Nights | Dubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Split | Venice | $7,199 Up To $750 Onboard Credit | | |
24 reviews | Sep 13, 2024 | Windstar | Wind Surf | Europe | Venice | Rome | 8 Nights | Dubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Split | Venice | $8,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Sep 21, 2024 | Windstar | Wind Surf | Europe | Rome | Rome | 10 Nights | Amalfi | Catania | Gozo | Lipari | Porto Empedocle | Rome | Sorrento | Trapani | Valletta | $4,999 Up To $750 Onboard Credit | | |
24 reviews | Oct 01, 2024 | Windstar | Wind Surf | Europe | Rome | Venice | 8 Nights | Dubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Split | Venice | $8,259 Up To $1000 Onboard Credit | | |
24 reviews | Oct 09, 2024 | Windstar | Wind Surf | Europe | Venice | Rome | 8 Nights | Dubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Split | Venice | $7,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Apr 27, 2025 | Windstar | Wind Surf | Europe | Rome | Venice | 8 Nights | Dubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Split | Venice | $7,799 Up To $1000 Onboard Credit | | Onboard Credit! |