5 reviews | Aug 02, 2024 | Windstar | Star Legend | Baltic | Stornoway | 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) |
10 reviews | Nov 30, 2024 | Windstar | Wind Star | Caribbean | Colon | Puerto Caldera | 11 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | Quepos | Santa Elena (Monteverde) | $5,599 Up To $750 Onboard Credit | | Onboard Credit! |
Need Help Planning A Cruise?
Our cruise experts can help you:
- Find the best discounts
- Hold a cabin for 24 hours for free
- Receive personalized recommendations
- Book handicap accessible cabins
|
10 reviews | Dec 03, 2024 | Windstar | Wind Star | Caribbean | Puerto Caldera | Colon | 11 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | Quepos | San Jose | Santa Elena (Monteverde) | $5,199 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Dec 14, 2024 | Windstar | Wind Star | Caribbean | Colon | Puerto Caldera | 11 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | Quepos | Santa Elena (Monteverde) | $4,799 Up To $500 Onboard Credit | | |
10 reviews | Dec 24, 2024 | Windstar | Wind Star | Caribbean | Puerto Caldera | Colon | 11 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | Quepos | San Jose | Santa Elena (Monteverde) | $6,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
10 reviews | Jan 14, 2025 | Windstar | Wind Star | Caribbean | Puerto Caldera | Colon | 11 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | Quepos | San Jose | Santa Elena (Monteverde) | $5,499 Up To $750 Onboard Credit | | |
10 reviews | Jan 25, 2025 | Windstar | Wind Star | Caribbean | Colon | Puerto Caldera | 11 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | Quepos | Santa Elena (Monteverde) | $5,299 Up To $750 Onboard Credit | | Onboard Credit! |
10 reviews | Mar 04, 2025 | Windstar | Wind Star | Caribbean | Puerto Caldera | Colon | 11 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | Quepos | San Jose | Santa Elena (Monteverde) | $5,299 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
11 reviews | Nov 29, 2025 | Windstar | Wind Spirit | Caribbean | Colon | Puerto Caldera | 11 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | Quepos | Santa Elena (Monteverde) | $5,399 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) |
15 reviews | Dec 13, 2025 | Windstar | Star Pride | Caribbean | Colon | Puerto Caldera | 11 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | Quepos | Santa Elena (Monteverde) | $4,899 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
15 reviews | Dec 16, 2025 | Windstar | Star Pride | Caribbean | Puerto Caldera | Colon | 11 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | Quepos | San Jose | Santa Elena (Monteverde) | $5,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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! |
15 reviews | Feb 09, 2026 | Windstar | Star Pride | Caribbean | Colon | Puerto Caldera | 11 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | Quepos | Santa Elena (Monteverde) | $5,499 Up To $750 Onboard Credit | | |
15 reviews | Feb 12, 2026 | Windstar | Star Pride | Caribbean | Puerto Caldera | Colon | 11 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | Quepos | San Jose | Santa Elena (Monteverde) | $5,499 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
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) |
15 reviews | Feb 23, 2026 | Windstar | Star Pride | Caribbean | Colon | Puerto Caldera | 11 Nights | Balboa / Fuerte Amador | Colón | Golfo Dulce | Isla Parida | La Fortuna (Arenal), Costa Rica | Panama Canal | Puerto Caldera | Quepos | Santa Elena (Monteverde) | $5,099 Up To $750 Onboard Credit | | Suite! |