Departing | Itinerary and Ship | Length | Save to Favorites | Priced from |
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| 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, Virgin Gorda, Gustavia St. Barts...
| 5 Nights | | Lowest
from
$1,899per person (double occupancy) Learn More |
| 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 |
| 14 Night Ocean Crossing CruiseStar Breeze Windstar Cruises 4.2
based on 5 ratings Starts: Papeete, French Polynesia Ends: Puerto Caldera, Costa Rica Ports of Call: Papeete, Puerto Caldera | 14 Nights | | Lowest
from
$1,999per person (double occupancy) Learn More |
| 14 Night Ocean Crossing CruiseStar Breeze Windstar Cruises 4.2
based on 5 ratings Starts: Puerto Caldera, Costa Rica Ends: Papeete, French Polynesia Ports of Call: Puerto Caldera, Papeete | 14 Nights | | Lowest
from
$1,999per person (double occupancy) 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, Virgin Gorda...
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) Learn More |
| 7 Night Jewels of the Windward Islands CruiseWind Spirit Windstar Cruises 4.3
based on 6 ratings Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados Ports of Call: Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) 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, Iles des Saintes... | 7 Nights | | Lowest
from
$2,199per person (double occupancy) Learn More |
| 7 Night Jewels of the Windward Islands CruiseWind Spirit Windstar Cruises 4.3
based on 6 ratings Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados Ports of Call: Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) 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, Virgin Gorda...
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) Learn More |
| 7 Night Windward Islands CruiseWind Spirit Windstar Cruises 4.3
based on 6 ratings Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados Ports of Call: Bridgetown, St John's, Roseau, Iles des Saintes, Anse Mitan, Pigeon Island, Bridgetown
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) 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, Iles des Saintes, Basseterre... | 7 Nights | | Lowest
from
$2,199per person (double occupancy) Learn More |
| 7 Night Windward Islands CruiseWind Spirit Windstar Cruises 4.3
based on 6 ratings Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados Ports of Call: Bridgetown, Basseterre, Iles des Saintes, Roseau, Anse Mitan, Pigeon Island, Bridgetown
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) Learn More |
| 7 Night Jewels of the Windward Islands CruiseWind Spirit Windstar Cruises 4.3
based on 6 ratings Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados Ports of Call: Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) Learn More |
| 7 Night Naturally Costa Rica CruiseWind Star Windstar Cruises 4.2
based on 5 ratings Starts: Puerto Caldera, Costa Rica Ends: Puerto Caldera, Costa Rica Ports of Call: Puerto Caldera, Playa Flamingo, Corinto, San Juan del Sur, Playas del Coco, Herradura, Quepos...
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) 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, Great Harbour, Virgin Gorda, Sopers Hole... | 7 Nights | | Lowest
from
$2,199per person (double occupancy) 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, Iles des Saintes, Basseterre...
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) 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, Virgin Gorda... | 7 Nights | | Lowest
from
$2,199per person (double occupancy) 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, Virgin Gorda...
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) 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, Iles des Saintes, Basseterre...
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) Learn More |
| 7 Night James Beard Foundation Windward Ways and Tobago Cays CruiseStar Pride Windstar Cruises Starts: Oranjestad, Aruba Ends: Bridgetown, Barbados Ports of Call: Oranjestad, Willemstad (Curacao), Bonaire, Soufriere , Mayreau, Man of War Bay, Bridgetown
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) 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, Virgin Gorda... | 7 Nights | | Lowest
from
$2,199per person (double occupancy) Learn More |
| 7 Night Jewels of the Windward Islands CruiseWind Spirit Windstar Cruises 4.3
based on 6 ratings Starts: Bridgetown, Barbados Ends: Bridgetown, Barbados Ports of Call: Bridgetown, Pigeon Island, Castries, The Pitons, Kingstown, Mayreau, St George's, Bequia, Bridgetown
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) 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, Iles des Saintes...
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) Learn More |
| 7 Night Naturally Costa Rica CruiseWind Star Windstar Cruises 4.2
based on 5 ratings Starts: Puerto Caldera, Costa Rica Ends: Puerto Caldera, Costa Rica Ports of Call: Puerto Caldera, Playa Flamingo, Corinto, San Juan del Sur, Playas del Coco, Herradura, Quepos...
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) Learn More |
| 7 Night Windward Ways and Tobago Cays CruiseStar Pride Windstar Cruises Starts: Bridgetown, Barbados Ends: Oranjestad, Aruba Ports of Call: Bridgetown, Man of War Bay, Mayreau, Soufriere , Willemstad (Curacao), Bonaire, Oranjestad
| 7 Nights | | Lowest
from
$2,199per person (double occupancy) Learn More |