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 | $5,199 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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 | | Suite! |
24 reviews | Jan 04, 2026 | Windstar | Wind Surf | Caribbean | Philipsburg | Philipsburg | 55 Nights | Anse Mitan | Basseterre | Belize City | Bequia | Bocas del Toro | Bridgetown | Cartagena | Castries | Cayman Brac | Colón | Costa Maya | Cozumel | Deshaies | Falmouth Harbour | Grand Cayman | Gustavia | Isla San Andres | Jost Van Dyke, Great Harbour | Kralendijk | La Romana | Little Bay | Man-O-War Bay | Mayreau | Oranjestad | Pigeon Island | Port Antonio | Road Bay | Roatan | Roseau | Santa Marta | Santo Domingo | Soper's Hole | Soufriere | St. George's | St. Maarten | Virgin Gorda / Prickly Pear | Willemstad | $15,599 Up To $1000 Onboard Credit | | Onboard Credit! |
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 | | |
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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 | | |
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 | Apr 28, 2024 | Windstar | Wind Surf | Europe | Civitavecchia | Venice | 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 | May 06, 2024 | Windstar | Wind Surf | Europe | Venice | Civitavecchia | 8 Nights | Dubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Split | Venice | $2,699 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
5 reviews | May 18, 2024 | Windstar | Star Legend | Europe | Barcelona | Dun Laoghaire | 19 Nights | Barcelona | Bordeaux | Cádiz | Cartagena | Casablanca | Dun Laoghaire (Dublin) | El Ferrol | Gibraltar | La Rochelle | Lisbon | Málaga | Porto | St-Malo | $7,799 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | May 28, 2024 | Windstar | Wind Surf | Europe | Civitavecchia | Venice | 18 Nights | Amalfi | Catania | Dubrovnik | Giardini Naxos | Gozo | Kotor | Lipari | Porto Empedocle | Rome | Rovinj | Sorrento | Split | Trapani | Valletta | Venice | $7,399 Up To $750 Onboard Credit | | |
24 reviews | May 28, 2024 | Windstar | Wind Surf | Europe | Civitavecchia | Civitavecchia | 10 Nights | Amalfi | Catania | Gozo | Lipari | Porto Empedocle | Rome | Sorrento | Trapani | Valletta | $3,299 Up To $500 Onboard Credit | | Onboard Credit! |
24 reviews | Jun 07, 2024 | Windstar | Wind Surf | Europe | Civitavecchia | Venice | 8 Nights | Dubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Split | Venice | $3,399 Up To $500 Onboard Credit | | |
10 reviews | Jun 26, 2024 | Windstar | Wind Star | Europe | Athens (Piraeus) | Athens (Piraeus) | 10 Nights | Athens, Greece | Delphi | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $6,399 Up To $750 Onboard Credit | | Onboard Credit! |
11 reviews | Jun 27, 2024 | Windstar | Wind Spirit | Europe | Athens (Piraeus) | Athens (Piraeus) | 10 Nights | Athens, Greece | Delphi | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $6,199 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Jul 03, 2024 | Windstar | Wind Surf | Europe | Venice | Civitavecchia | 18 Nights | Amalfi | Catania | Dubrovnik | Giardini Naxos | Gozo | Kotor | Lipari | Porto Empedocle | Rome | Rovinj | Sorrento | Split | Trapani | Valletta | Venice | $6,099 Up To $750 Onboard Credit | | |
24 reviews | Jul 03, 2024 | Windstar | Wind Surf | Europe | Venice | Civitavecchia | 8 Nights | Dubrovnik | Giardini Naxos | Kotor | Rome | Rovinj | Sorrento | Split | Venice | $3,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Jul 03, 2024 | Windstar | Wind Star | Europe | Athens (Piraeus) | Athens (Piraeus) | 10 Nights | Athens, Greece | Delphi | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $6,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Jul 10, 2024 | Windstar | Wind Star | Europe | Athens (Piraeus) | Athens (Piraeus) | 10 Nights | Athens, Greece | Delphi | Kusadasi | Monemvasia | Mykonos | Nafplio | Patmos | Santorini | $6,399 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
24 reviews | Jul 11, 2024 | Windstar | Wind Surf | Europe | Civitavecchia | Barcelona | 17 Nights | Amalfi | Barcelona | Cannes | Catania | Gozo | Lipari | Monte Carlo | Palamos | Porto Empedocle | Portoferraio | Portofino | Rome | Sanary-sur-Mer | Sorrento | Trapani | Valletta | $7,189 Up To $750 Onboard Credit | | Onboard Credit! |
24 reviews | Jul 11, 2024 | Windstar | Wind Surf | Europe | Civitavecchia | Civitavecchia | 10 Nights | Amalfi | Catania | Gozo | Lipari | Porto Empedocle | Rome | Sorrento | Trapani | Valletta | $4,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |