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 | $5,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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 | $16,599 Up To $1000 Onboard Credit | | |
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 | | Onboard Credit! |
24 reviews | Feb 09, 2026 | Windstar | Wind Surf | Caribbean | Colon | Philipsburg | 19 Nights | Belize City | Bocas del Toro | Cayman Brac | Colón | Costa Maya | Cozumel | Grand Cayman | Isla San Andres | Jost Van Dyke, Great Harbour | La Romana | Port Antonio | Roatan | Santo Domingo | St. Maarten | Virgin Gorda / Prickly Pear | $5,599 Up To $750 Onboard Credit | | Onboard Credit! |
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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) |
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) |
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) |
15 reviews | Feb 22, 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 | $4,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Nov 19, 2024 | Windstar | Wind Star | Central America | Bridgetown | Puerto Caldera | 18 Nights | Balboa / Fuerte Amador | Bequia | Bridgetown | Cartagena | Colón | Golfo Dulce | Isla Parida | Kralendijk | Mayreau | Oranjestad | Puerto Caldera | Quepos | St. George's | Willemstad | $6,599 Up To $750 Onboard Credit | | |
10 reviews | Nov 30, 2024 | Windstar | Wind Star | Central America | Colon | Puerto Caldera | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Puerto Caldera | Quepos | $3,799 Up To $500 Onboard Credit | | Onboard Credit! |
10 reviews | Dec 07, 2024 | Windstar | Wind Star | Central America | Puerto Caldera | Colon | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Puerto Caldera | Quepos | $2,899 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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) |
10 reviews | Dec 14, 2024 | Windstar | Wind Star | Central America | Colon | Puerto Caldera | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Puerto Caldera | Quepos | $2,899 Up To $300 Onboard Credit | | Onboard Credit! |
10 reviews | Dec 21, 2024 | 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 | $6,599 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Dec 21, 2024 | Windstar | Wind Star | Central America | Puerto Caldera | Puerto Caldera | 7 Nights | Bahia Herradura | Corinto | Playa Flamingo | Playas del Coco | Puerto Caldera | Quepos | San Juan del Sur | $3,099 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Dec 28, 2024 | Windstar | Wind Star | Central America | Puerto Caldera | Colon | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Puerto Caldera | Quepos | $4,199 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
2 reviews | Jan 02, 2025 | Windstar | Star Breeze | Central America | Papeete | Puerto Caldera | 14 Nights | Papeete | Puerto Caldera | $2,099 Up To $250 Onboard Credit | | Suite! |
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) |
10 reviews | Jan 11, 2025 | Windstar | Wind Star | Central America | Puerto Caldera | Puerto Caldera | 7 Nights | Bahia Herradura | Corinto | Playa Flamingo | Playas del Coco | Puerto Caldera | Quepos | San Juan del Sur | $2,199 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Jan 18, 2025 | Windstar | Wind Star | Central America | Puerto Caldera | Colon | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Puerto Caldera | Quepos | $3,199 Up To $500 Onboard Credit | | |