Departing | Itinerary and Ship | Length | Save to Favorites | Priced from |
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| 16 Night Ocean Crossing Cruise Wind Spirit Windstar Cruises Starts: Bridgetown, Barbados Ends: Malaga, Spain Ports of Call: Bridgetown, Tangier, Malaga | 16 Nights | |
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$2,364per person (double occupancy) Includes taxes & fees Learn More |
| 16 Night Ocean Crossing Cruise Star Pride Windstar Cruises Starts: Bridgetown, Barbados Ends: Amsterdam, Netherlands Ports of Call: Bridgetown, Lisbon, Amsterdam
| 16 Nights | |
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$2,418per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Island Trails Aruba to the Virgin Islands Cruise Star Pride Windstar Cruises Starts: Oranjestad, Aruba Ends: San Juan, Puerto Rico Ports of Call: Oranjestad, Willemstad (Curacao), Bonaire, Gustavia St. Barts, Great Harbour... | 7 Nights | |
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$2,558per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$2,930per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$2,930per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$3,030per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$3,030per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Legend Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$3,030per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Legend Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$3,030per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Legend Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$3,030per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Legend Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$3,030per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Jewels of the Windward Islands Cruise Star Legend Windstar Cruises Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados Ports of Call: Bridgetown, Anse Mitan, Rodney Bay, Castries, The Pitons, Mayreau, St George's, Bequia, Bridgetown | 7 Nights | |
from
$3,138per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Deshaies, Marigot, San Juan | 7 Nights | |
from
$3,230per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Legend Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$3,230per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Deshaies, Marigot, San Juan | 7 Nights | |
from
$3,330per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$3,330per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Panama Canal Cartagena San Blas Islands and More Cruise Star Pride Windstar Cruises Starts: Fuerte Amador, Panama Ends: Oranjestad, Aruba Ports of Call: Fuerte Amador, Cruising the Panama Canal, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad | 7 Nights | |
from
$3,365per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$3,430per person (double occupancy) Includes taxes & fees Learn More |
| 8 Night Windward Ways and Tobago Cays Cruise Star Legend Windstar Cruises Starts: Bridgetown, Barbados Ends: Oranjestad, Aruba Ports of Call: Bridgetown, Rodney Bay, The Pitons, Scarborough, Bequia, Mayreau, Bonaire, Willemstad (Curacao)... | 8 Nights | |
from
$3,519per person (double occupancy) Includes taxes & fees Learn More |
| 8 Night Panama Canal Cartagena San Blas Islands and More Cruise Star Legend Windstar Cruises Starts: Oranjestad, Aruba Ends: Fuerte Amador, Panama Ports of Call: Oranjestad, Cartagena, Bocas Del Toro, San Blas Islands, Cruising the Panama Canal, Fuerte Amador | 8 Nights | |
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$3,565per person (double occupancy) Includes taxes & fees Learn More |
| 14 Night Knot Your Average Crossing Cruise Wind Star Windstar Cruises Starts: Lisbon, Portugal Ends: Bridgetown, Barbados Ports of Call: Lisbon, Bridgetown | 14 Nights | |
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$3,725per person (double occupancy) Includes taxes & fees Learn More |
| 6 Night Panama Canal Cartagena San Blas Islands and More Cruise Star Legend Windstar Cruises Starts: Fuerte Amador, Panama Ends: Oranjestad, Aruba Ports of Call: Fuerte Amador, Cruising the Panama Canal, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad | 6 Nights | |
from
$3,765per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Windward Islands Surf and Sunsets Cruise Star Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Mayreau, Deshaies, Marigot, San Juan | 7 Nights | |
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$4,030per person (double occupancy) Includes taxes & fees Learn More |
| 14 Night Star Collector Windward Islands ABC Islands and the Virgin Islands Cruise Star Pride Windstar Cruises Starts: Oranjestad, Aruba Ends: San Juan, Puerto Rico Ports of Call: Oranjestad, Willemstad (Curacao), Bonaire, Gustavia St. Barts, Great Harbour... | 14 Nights | |
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$4,489per person (double occupancy) Includes taxes & fees Learn More |
| 14 Night Latin America Explorer Cruise Star Pride Windstar Cruises Starts: Puerto Caldera, Costa Rica Ends: Oranjestad, Aruba Ports of Call: Puerto Caldera, Playa Flamingo, Punta Leona, Quepos, Golfo Dulce, Isla Parida, Fuerte Amador... | 14 Nights | |
from
$4,627per person (double occupancy) Includes taxes & fees Learn More |