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Cruises Departing From St. Maarten (Philipsburg)

The island of St. Martin is divided between French St. Martin in the north and Dutch St. Maarten in the south. Although the cultural flow transcends any borders, each side manages to retain its own distinct flavor. This 37-square-mile island promises beautiful vistas, first-rate water sports and stunning beaches. Philipsburg is the capital of Dutch St. Maarten. Its two main streets, Frontstreet and Backstreet, are bustling thoroughfares lined with shops and restaurants.

St. Maarten (Philipsburg) Departures

92 Cruises Found

7-night Treasure Islands Cruise 12/5/2020

PORTS: St. Maarten (Philipsburg) | Road Bay | Spanish Town | Long Bay | White Bay, Jost van Dyke | Sopers Hole, Tortola | Sir Francis Drake Channel | The Bight | Basseterre, St. Kitts | South Friar's Bay, St. Kitts | Gustavia | St. Maarten (Philipsburg) |

from $1715

7-night Yachtsman's Caribbean Cruise 12/5/2020

PORTS: St. Maarten (Philipsburg) | Frenchman's Cay | Gustavia | Basseterre, St. Kitts | Terre-de-Haut, Guadeloupe | Castries | Saline Bay | Bridgetown (Barbados) |

14-night Yachtsman's Spice Islands Cruise 12/5/2020

PORTS: St. Maarten (Philipsburg) | Frenchman's Cay | Gustavia | Basseterre, St. Kitts | Terre-de-Haut, Guadeloupe | Castries | Saline Bay | Bridgetown (Barbados) | Rodney Bay, St. Lucia | English Harbour | Great Harbour, Jost Van Dyke | Carambola Beach | Fort de France | St. George's, Grenada | Bridgetown (Barbados) |

from $4999

7-night Leeward Islands Cruise 12/12/2020

PORTS: St. Maarten (Philipsburg) | Charlestown | Cabrits, Dominica | Terre-de-Haut, Guadeloupe | Deshaies, Guadeloupe | Falmouth Harbour, Antigua | Gustavia | St. Maarten (Philipsburg) |

from $1715

7-night Treasure Islands Christmas Cruise 12/19/2020

PORTS: St. Maarten (Philipsburg) | Road Bay | Spanish Town | Long Bay | White Bay, Jost van Dyke | Sopers Hole, Tortola | Sir Francis Drake Channel | The Bight | Basseterre, St. Kitts | South Friar's Bay, St. Kitts | Gustavia | St. Maarten (Philipsburg) |

from $1715

7-night Leeward Islands New Year Cruise 12/26/2020

PORTS: St. Maarten (Philipsburg) | Charlestown | Cabrits, Dominica | Terre-de-Haut, Guadeloupe | Deshaies, Guadeloupe | Falmouth Harbour, Antigua | Gustavia | St. Maarten (Philipsburg) |

from $1915

7-night Yachtsman's Caribbean Cruise 12/26/2020

PORTS: St. Maarten (Philipsburg) | Frenchman's Cay | Basseterre, St. Kitts | Gustavia | Terre-de-Haut, Guadeloupe | Saline Bay | Rodney Bay, St. Lucia | Bridgetown (Barbados) |

14-night Caribbean Gems In-Depth Cruise 12/26/2020

PORTS: St. Maarten (Philipsburg) | Frenchman's Cay | Basseterre, St. Kitts | Gustavia | Terre-de-Haut, Guadeloupe | Saline Bay | Rodney Bay, St. Lucia | Bridgetown (Barbados) | Port Elizabeth | Trois Isles | Basse Terre, Guadeloupe | Charlestown | St. John's, Antigua | Carambola Beach | St. Maarten (Philipsburg) |

from $6999

7-night Treasure Islands Cruise 1/2/2021

PORTS: St. Maarten (Philipsburg) | Road Bay | Spanish Town | Long Bay | White Bay, Jost van Dyke | Sopers Hole, Tortola | Sir Francis Drake Channel | The Bight | Basseterre, St. Kitts | South Friar's Bay, St. Kitts | Gustavia | St. Maarten (Philipsburg) |

from $1715

14-night Star Collector – Antilles Adventures Cruise 1/2/2021

PORTS: St. Maarten (Philipsburg) | Basseterre, St. Kitts | Gustavia | Little Bay | Iles des Saintes | Roseau, Dominica | Pigeon Island, St. Lucia | Bridgetown (Barbados) | Pigeon Island, St. Lucia | Pigeon Island, St. Lucia | Castries | The Pitons | Anse Mitan | Mayreau, Grenadines | St. George's, Grenada | Bequia, Grenadines | Bridgetown (Barbados) |

from $4499

7-night Lush and Lovely Islands of the Lesser Antilles Cruise 1/2/2021

PORTS: St. Maarten (Philipsburg) | Basseterre, St. Kitts | Gustavia | Little Bay | Iles des Saintes | Roseau, Dominica | Pigeon Island, St. Lucia | Bridgetown (Barbados) |

from $2499

14-night Yachtsman's Spice Islands Cruise 1/9/2021

PORTS: St. Maarten (Philipsburg) | Frenchman's Cay | Gustavia | Basseterre, St. Kitts | Terre-de-Haut, Guadeloupe | Castries | Saline Bay | Bridgetown (Barbados) | Rodney Bay, St. Lucia | English Harbour | Great Harbour, Jost Van Dyke | Carambola Beach | Fort de France | St. George's, Grenada | Bridgetown (Barbados) |

from $5999

7-night Yachtsman's Caribbean Cruise 1/9/2021

PORTS: St. Maarten (Philipsburg) | Frenchman's Cay | Gustavia | Basseterre, St. Kitts | Terre-de-Haut, Guadeloupe | Castries | Saline Bay | Bridgetown (Barbados) |

from $3299

View All Cruises Departing from St. Maarten (Philipsburg)