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 | |  |
15 reviews | Jan 07, 2026 | Windstar | Star Pride | Panama Canal | Lima | Colon | 11 Nights | Colón | Guayaquil, Ecuador | Lima, Peru | Manta, Equador | Panama Canal | Trujillo, Peru | $4,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Jan 18, 2026 | Windstar | Star Pride | Panama Canal | Colon | Lima | 11 Nights | Colón | Guayaquil, Ecuador | Lima, Peru | Manta, Equador | Panama Canal | Trujillo, Peru | $4,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Jan 29, 2026 | Windstar | Star Pride | Panama Canal | Lima | Colon | 11 Nights | Colón | Guayaquil, Ecuador | Lima, Peru | Manta, Equador | Panama Canal | Trujillo, Peru | $4,999 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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15 reviews | Jan 29, 2026 | Windstar | Star Pride | Panama Canal | Lima | Puerto Caldera | 18 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Guayaquil, Ecuador | Isla Parida | Lima, Peru | Manta, Equador | Panama Canal | Puerto Caldera | Quepos | Trujillo, Peru | $6,399 Up To $750 Onboard Credit | | Suite! |
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! |
15 reviews | Feb 09, 2026 | Windstar | Star Pride | Panama Canal | Colon | Puerto Caldera | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Panama Canal | Puerto Caldera | Quepos | $3,099 Up To $500 Onboard Credit | | Suite! |
24 reviews | Feb 09, 2026 | Windstar | Wind Surf | Mexico | Colon | Cozumel | 8 Nights | Belize City | Bocas del Toro | Colón | Costa Maya | Cozumel | Isla San Andres | Roatan | $3,199 Up To $500 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! |
15 reviews | Feb 16, 2026 | Windstar | Star Pride | Panama Canal | Puerto Caldera | Colon | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Panama Canal | Puerto Caldera | Quepos | $3,099 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Feb 23, 2026 | Windstar | Star Pride | Panama Canal | Colon | Puerto Caldera | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Panama Canal | Puerto Caldera | Quepos | $2,699 Up To $300 Onboard Credit | |  |
15 reviews | Mar 02, 2026 | Windstar | Star Pride | Panama Canal | Puerto Caldera | Colon | 7 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | Panama Canal | Puerto Caldera | Quepos | $3,099 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |