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, Sint Maarten, Charlestown, Gustavia St. Barts, Great Harbour, Virgin Gorda, San Juan | 6 Nights | | Lowest
from
$1,999per 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
$2,199per 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), Sint Maarten, Gustavia St. Barts, Basseterre... | 7 Nights | | Lowest
from
$2,199per 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), Sint Maarten, Basseterre, Gustavia St. Barts... | 7 Nights | | Lowest
from
$2,199per person (double occupancy) Learn More |
| 10 Night Hidden Treasures of the Lesser Antilles CruiseWind Spirit Windstar Cruises 4.3
based on 6 ratings Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados Ports of Call: Bridgetown, Basseterre, Gustavia St. Barts, Sopers Hole, Great Harbour, Virgin Gorda... | 10 Nights | | Lowest
from
$2,899per person (double occupancy) Learn More |
| 11 Night Colombian and Southern Caribbean Coastlines CruiseWind Star Windstar Cruises 4.2
based on 5 ratings Starts: Bridgetown, Barbados Ends: Colon, Panama Ports of Call: Bridgetown, Bequia, Mayreau, St George's, Bonaire, Willemstad (Curacao), Oranjestad, Cartagena... | 11 Nights | | Lowest
from
$2,999per 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, Sint Maarten, Charlestown, Gustavia St. Barts, Great Harbour, Virgin Gorda, San Juan... | 13 Nights | | Lowest
from
$3,299per 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, Charlotte Amalie (St Thomas), Sint Maarten, Gustavia St. Barts, Basseterre... | 14 Nights | | Lowest
from
$3,499per 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
$3,499per 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
$3,599per 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
$5,599per person (double occupancy) Learn More |