Departing | Itinerary and Ship | Length | Save to Favorites | Priced from |
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| 7 Night Lush and Lovely Islands of the Lesser Antilles CruiseWind Surf Windstar Cruises 4.3
based on 8 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Bridgetown, Barbados Ports of Call: Philipsburg (St. Maarten), Basseterre, Little Bay, Gustavia St. Barts, Deshaies, Roseau... | 7 Nights | | Lowest
from
$2,299per person (double occupancy) 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), Sopers Hole, Great Harbour, Virgin Gorda, Gustavia St. Barts, Road Bay...
| 7 Nights | | Lowest
from
$2,499per person (double occupancy) 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), Sopers Hole, Great Harbour, Virgin Gorda, Gustavia St. Barts, Road Bay... | 7 Nights | | Lowest
from
$2,499per 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
$3,299per person (double occupancy) Learn More |
| 10 Night Blue Waters of the Leeward Islands 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), Basseterre, Roseau, Castries, Bequia, St George's, Mayreau, Anse Mitan...
| 10 Nights | | Lowest
from
$3,499per person (double occupancy) Learn More |
| 7 Night Philipsburg to San Juan CruiseSeadream II Sea Dream Yacht Club Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: San Juan, Puerto Rico Ports of Call: Philipsburg (St. Maarten), Falmouth Harbour, Charlestown, Terre de Haut, Saba, Gustavia St. Barts... | 7 Nights | | Lowest
from
$3,999per person (double occupancy) Learn More |
| 14 Night Star Collector Caribbean Explorations 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), Sopers Hole, Great Harbour, Virgin Gorda, Gustavia St. Barts, Road Bay... | 14 Nights | | Lowest
from
$4,099per person (double occupancy) Learn More |
| 7 Night Yachtsmans Caribbean CruiseSeabourn Ovation Seabourn Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Bridgetown, Barbados Ports of Call: Philipsburg (St. Maarten), Frenchman's Cay, Carambola Beach, Saint-Pierre Martinique France... | 7 Nights | | Lowest
from
$4,299per person (double occupancy) Learn More |
| 7 Night Yachtsmans Caribbean CruiseSeabourn Ovation Seabourn Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Bridgetown, Barbados Ports of Call: Philipsburg (St. Maarten), Frenchman's Cay, Carambola Beach, Saint-Pierre Martinique France... | 7 Nights | | Lowest
from
$4,299per person (double occupancy) Learn More |
| 17 Night Star Collector Hidden Gems of the Caribbean 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), Basseterre, Roseau, Castries, Bequia, St George's, Mayreau, Anse Mitan...
| 17 Nights | | Lowest
from
$4,799per person (double occupancy) Learn More |
| 14 Night Star Collector Antilles Adventures CruiseWind Surf Windstar Cruises 4.3
based on 8 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Bridgetown, Barbados Ports of Call: Philipsburg (St. Maarten), Basseterre, Little Bay, Gustavia St. Barts, Deshaies, Roseau... | 14 Nights | | Lowest
from
$5,399per person (double occupancy) Learn More |
| 14 Night Star Collector Leeward and Windward Caribbean Havens CruiseWind Surf Windstar Cruises 4.3
based on 8 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Bridgetown, Barbados Ports of Call: Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour, Virgin Gorda... | 14 Nights | | Lowest
from
$5,399per person (double occupancy) Learn More |
| 21 Night Star Collector A Lesser Antilles Odyssey CruiseWind Surf Windstar Cruises 4.3
based on 8 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Bridgetown, Barbados Ports of Call: Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour, Virgin Gorda... | 21 Nights | | Lowest
from
$5,599per person (double occupancy) Learn More |
| 7 Night Philipsburg to Philipsburg CruiseSilver Shadow Silversea Cruises 4.3
based on 19 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), St John's, St Thomas, Little Bay, Castries, Mayreau, Iles des Saintes...
| 7 Nights | | Lowest
from
$6,100per person (double occupancy) Learn More |
| 7 Night Philipsburg to Philipsburg CruiseSilver Shadow Silversea Cruises 4.3
based on 19 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), St John's, St Thomas, Little Bay, Castries, Mayreau, Iles des Saintes... | 7 Nights | | Lowest
from
$6,100per person (double occupancy) Learn More |
| 7 Night Philipsburg to Bridgetown CruiseSilver Shadow Silversea Cruises 4.3
based on 19 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Bridgetown, Barbados Ports of Call: Philipsburg (St. Maarten), St John, Gustavia St. Barts, Roseau, St George's, Trois Ilets...
| 7 Nights | | Lowest
from
$6,100per person (double occupancy) Learn More |
| 14 Night Gems of the Caribbean CruiseSeabourn Ovation Seabourn Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Frenchman's Cay, Carambola Beach, Saint-Pierre Martinique France... | 14 Nights | | Lowest
from
$7,499per person (double occupancy) Learn More |
| 28 Night Star Collector The Best of the Windward and Leeward Isles CruiseWind Surf Windstar Cruises 4.3
based on 8 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Oranjestad, Aruba Ports of Call: Philipsburg (St. Maarten), Falmouth Harbour, Road Bay, Sopers Hole, Great Harbour, Virgin Gorda... | 28 Nights | | Lowest
from
$7,799per person (double occupancy) Learn More |
| 14 Night Yachtsmans Island Jewels CruiseSeabourn Ovation Seabourn Cruises Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Bridgetown, Barbados Ports of Call: Philipsburg (St. Maarten), Frenchman's Cay, Carambola Beach, Saint-Pierre Martinique France... | 14 Nights | | Lowest
from
$7,999per person (double occupancy) Learn More |
| 55 Night Star Collector Grand Caribbean Adventure 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... | 55 Nights | | Lowest
from
$14,999per person (double occupancy) Learn More |
| 7 Night Leeward Islands CruiseStar Flyer Star Clipper Cruises 3.6
based on 5 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), St John's, Cabrits, Terre de Haut, Deshaies, Falmouth Harbour... | 7 Nights | | |
| 7 Night Treasure Islands CruiseStar Flyer Star Clipper Cruises 3.6
based on 5 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Road Bay, White Bay, Sopers Hole, Cruising Sir Francis Drake Channel... | 7 Nights | | |
| 7 Night Treasure Islands CruiseStar Flyer Star Clipper Cruises 3.6
based on 5 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Road Bay, White Bay, Sopers Hole, Cruising Sir Francis Drake Channel... | 7 Nights | | |
| 14 Night Philipsburg to Bridgetown CruiseSilver Shadow Silversea Cruises 4.3
based on 19 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Bridgetown, Barbados Ports of Call: Philipsburg (St. Maarten), St John's, St Thomas, Little Bay, Castries, Mayreau, Iles des Saintes... | 14 Nights | | |
| 7 Night Treasure Islands CruiseStar Flyer Star Clipper Cruises 3.6
based on 5 ratings Starts: Philipsburg (St. Maarten), Netherlands Antilles Ends: Philipsburg (St. Maarten), Netherlands Antilles Ports of Call: Philipsburg (St. Maarten), Road Bay, White Bay, Sopers Hole, Cruising Sir Francis Drake Channel... | 7 Nights | | |