Departing | Itinerary and Ship | Length | Save to Favorites | Priced from |
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| 8 Night Bermuda Bliss CruiseStar Pride Windstar Cruises Starts: Boston, Massachusetts Ends: San Juan, Puerto Rico Ports of Call: Boston, Hamilton, St George, San Juan | 8 Nights | |
from
$2,426per person (double occupancy) Includes taxes & fees Learn More |
| 14 Night Ocean Crossing CruiseWind Star Windstar Cruises 4.2
based on 5 ratings Starts: Lisbon, Portugal Ends: Bridgetown, Barbados Ports of Call: Lisbon, Bridgetown | 14 Nights | |
from
$2,525per person (double occupancy) Includes taxes & fees 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, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$2,530per person (double occupancy) Includes taxes & fees 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, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$2,530per person (double occupancy) Includes taxes & fees 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, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$2,530per person (double occupancy) Includes taxes & fees 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, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$2,530per person (double occupancy) Includes taxes & fees 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, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour... | 7 Nights | |
from
$2,562per person (double occupancy) Includes taxes & fees 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, Cruz Bay, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten), Great Harbour... | 7 Nights | |
from
$2,562per person (double occupancy) Includes taxes & fees 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, Cruz Bay, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten), Great Harbour... | 7 Nights | |
from
$2,562per person (double occupancy) Includes taxes & fees 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, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour... | 7 Nights | |
from
$2,562per person (double occupancy) Includes taxes & fees Learn More |
| 5 Night Barefoot Break in the British Virgin Islands CruiseWind Surf Windstar Cruises 4.3
based on 8 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Sopers Hole, Great Harbour, Prickly Pear British Virgin Islands... | 5 Nights | |
from
$2,645per person (double occupancy) Includes taxes & fees 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, Mayreau, Iles des Saintes, Marigot, San Juan | 7 Nights | |
from
$2,730per person (double occupancy) Includes taxes & fees 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, Cruz Bay, Gustavia St. Barts, Basseterre, Philipsburg (St. Maarten), Great Harbour... | 7 Nights | |
from
$2,762per person (double occupancy) Includes taxes & fees Learn More |
| 6 Night Panamas Pristine Caribbean CruiseStar Pride Windstar Cruises Starts: Colon, Panama Ends: Oranjestad, Aruba Ports of Call: Colon, Bocas Del Toro, San Blas Islands, Cartagena, Oranjestad | 6 Nights | |
from
$3,013per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Classic Caribbean CruiseWind Surf Windstar Cruises 4.3
based on 8 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre...
| 7 Nights | |
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$3,044per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Classic Caribbean CruiseWind Surf Windstar Cruises 4.3
based on 8 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Charlestown, Roseau, Mayreau, Iles des Saintes, Basseterre... | 7 Nights | |
from
$3,044per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Mind Body and Spirit Collection Bermuda Bliss CruiseStar Pride Windstar Cruises Starts: New York, New York Ends: San Juan, Puerto Rico Ports of Call: New York, St George, San Juan | 7 Nights | |
from
$3,119per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Panama Canal Cartagena San Blas Islands and More CruiseStar 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
$3,138per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Panama Canal Cartagena San Blas Islands and More CruiseStar Pride Windstar Cruises Starts: Oranjestad, Aruba Ends: Fuerte Amador, Panama Ports of Call: Oranjestad, Cartagena, San Blas Islands, Bocas Del Toro, Cruising the Panama Canal, Fuerte Amador
| 7 Nights | |
from
$3,138per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Beach Fun and Sun A Remote Caribbean Getaway CruiseWind Surf Windstar Cruises 4.3
based on 8 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour...
| 7 Nights | |
from
$3,160per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Beach Fun and Sun A Remote Caribbean Getaway CruiseWind Surf Windstar Cruises 4.3
based on 8 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), St John's, Road Bay, Sopers Hole, Great Harbour... | 7 Nights | |
from
$3,160per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Beach Fun and Sun A Remote Caribbean Getaway CruiseWind Surf Windstar Cruises 4.3
based on 8 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour... | 7 Nights | |
from
$3,174per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Lush and Lovely Islands of the Lesser Antilles CruiseWind Spirit Windstar Cruises 4.3
based on 6 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Bridgetown, Barbados Ports of Call: Philipsburg (St. Maarten), Basseterre, Gustavia St. Barts, St John's, Iles des Saintes, Roseau...
| 7 Nights | |
from
$3,213per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Classic Caribbean CruiseWind Surf Windstar Cruises 4.3
based on 8 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Charlestown, Roseau, Pigeon Island, Deshaies, Basseterre... | 7 Nights | |
from
$3,244per person (double occupancy) Includes taxes & fees Learn More |
| 7 Night Beach Fun and Sun A Remote Caribbean Getaway CruiseWind Spirit Windstar Cruises 4.3
based on 6 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), St John's, Road Bay, Sopers Hole, Great Harbour... | 7 Nights | |
from
$3,253per person (double occupancy) Includes taxes & fees Learn More |