Departing | Itinerary and Ship | Length | Save to Favorites | Priced from |
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| 6 Night San Juan and the Virgin Islands CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, Philipsburg (St. Maarten), Charlestown, Gustavia St. Barts, Great Harbour...
| 6 Nights | | Lowest
from
$2,499per person (double occupancy) Learn More |
| 7 Night San Juan and the Virgin Islands CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), Gustavia St. Barts, Basseterre...
| 7 Nights | | Lowest
from
$2,499per person (double occupancy) Learn More |
| 7 Night Windward Islands Surf and Sunsets CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Pigeon Island, Iles des Saintes, Philipsburg (St. Maarten), San Juan
| 7 Nights | | Lowest
from
$2,499per person (double occupancy) Learn More |
| 7 Night Winter Antilles Escape CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: Bridgetown, Barbados Ports of Call: San Juan, Charlotte Amalie (St Thomas), Gustavia St. Barts, Basseterre, Roseau, Pigeon Island...
| 7 Nights | | Lowest
from
$2,499per person (double occupancy) Learn More |
| 7 Night San Juan and the Virgin Islands CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour... | 7 Nights | | Lowest
from
$2,599per person (double occupancy) Learn More |
| 7 Night San Juan and the Virgin Islands CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour... | 7 Nights | | Lowest
from
$2,599per person (double occupancy) Learn More |
| 7 Night San Juan and the Virgin Islands CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Pigeon Island, Iles des Saintes, Marigot, San Juan | 7 Nights | | Lowest
from
$2,599per person (double occupancy) Learn More |
| 7 Night San Juan and the Virgin Islands CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour... | 7 Nights | | Lowest
from
$2,599per person (double occupancy) Learn More |
| 7 Night San Juan and the Virgin Islands CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Pigeon Island, Iles des Saintes, Marigot, San Juan | 7 Nights | | Lowest
from
$2,599per person (double occupancy) Learn More |
| 7 Night San Juan and the Virgin Islands CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten), Great Harbour... | 7 Nights | | Lowest
from
$2,599per person (double occupancy) Learn More |
| 7 Night San Juan and the Virgin Islands CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), Basseterre, Gustavia St. Barts...
| 7 Nights | | Lowest
from
$2,699per person (double occupancy) Learn More |
| 6 Night The Spanish Main Rise of the New World CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: Colon, Panama Ports of Call: San Juan, Santo Domingo, Cartagena, San Blas Islands, Colon | 6 Nights | | Lowest
from
$2,799per person (double occupancy) Learn More |
| 7 Night Windward Islands Surf and Sunsets CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Pigeon Island, Iles des Saintes, Philipsburg (St. Maarten), San Juan
| 7 Nights | | Lowest
from
$2,899per person (double occupancy) Learn More |
| 14 Night Star Collector Lovely Leewards CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Pigeon Island, Iles des Saintes, Philipsburg (St. Maarten), San Juan...
| 14 Nights | | Lowest
from
$3,999per person (double occupancy) Learn More |
| 14 Night Star Collector Lovely Leewards CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), Gustavia St. Barts, Basseterre...
| 14 Nights | | Lowest
from
$3,999per person (double occupancy) Learn More |
| 14 Night Star Collector White Sands of the Windward Islands CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: Oranjestad, Aruba Ports of Call: San Juan, Charlotte Amalie (St Thomas), Gustavia St. Barts, Basseterre, Roseau, Pigeon Island...
| 14 Nights | | Lowest
from
$3,999per person (double occupancy) Learn More |
| 14 Night Star Collector Lovely Leewards CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Pigeon Island, Iles des Saintes, Philipsburg (St. Maarten), San Juan...
| 14 Nights | | Lowest
from
$4,299per person (double occupancy) Learn More |
| 13 Night Star Collector Lovely Leewards CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, Philipsburg (St. Maarten), Charlestown, Gustavia St. Barts, Great Harbour...
| 13 Nights | | Lowest
from
$4,299per person (double occupancy) Learn More |
| 14 Night Star Collector Lovely Leewards CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St John, Philipsburg (St. Maarten), Basseterre, Gustavia St. Barts, Great Harbour... | 14 Nights | | Lowest
from
$4,499per person (double occupancy) Learn More |
| 7 Night Windward Islands Surf and Sunsets CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Pigeon Island, Iles des Saintes, Philipsburg (St. Maarten), San Juan | 7 Nights | | |
| 14 Night Star Collector Lovely Leewards CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St George's, Bequia, Pigeon Island, Iles des Saintes, Philipsburg (St. Maarten), San Juan... | 14 Nights | | |
| 7 Night San Juan and the Virgin Islands CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St John, Philipsburg (St. Maarten), Basseterre, Gustavia St. Barts, Great Harbour... | 7 Nights | | |
| 7 Night The Spanish Main Rise of the New World CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: Colon, Panama Ports of Call: San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon | 7 Nights | | |
| 14 Night Star Collector Coffee Canal and Callaloo Central America Colombia and the Caribbean CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: Puerto Caldera, Costa Rica Ports of Call: San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon... | 14 Nights | | |
| 7 Night San Juan and the Virgin Islands CruiseStar Pride Windstar Cruises Starts: San Juan, Puerto Rico Ends: San Juan, Puerto Rico Ports of Call: San Juan, St John, Philipsburg (St. Maarten), Basseterre, Gustavia St. Barts, Great Harbour... | 7 Nights | | |