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Cruises Departing From San Juan

San Juan, Puerto Rico, is an old city of cobblestone streets, colonial architecture and shaded courtyards. It reflects its Spanish past in such famous fortresses as El Morro and San Cristobal. San Juan is also a modern world capital -- a cosmopolitan metropolis of wide boulevards, lively cafes and highly regarded shops and galleries. San Juan is two unique destinations -- and you'll be fascinated by them both.

San Juan Departures

284 Cruises Found

7-night Southern Caribbean Cruise 11/1/2020

PORTS: San Juan | Oranjestad, Aruba | Willemstad, Curacao | Kralendijk | St. Maarten (Philipsburg) | San Juan |

7-night Southern Caribbean Cruise 11/8/2020

PORTS: San Juan | St. Thomas (Charlotte Amalie) | Basseterre, St. Kitts | St. John's, Antigua | Bridgetown (Barbados) | Castries | St. Maarten (Philipsburg) | San Juan |

7-night Southern Caribbean Cruise 11/14/2020

PORTS: San Juan | Castries | Bridgetown (Barbados) | St. John's, Antigua | St. Maarten (Philipsburg) | St. Thomas (Charlotte Amalie) | San Juan |

7-night Southern Caribbean Cruise 11/15/2020

PORTS: San Juan | Oranjestad, Aruba | Willemstad, Curacao | Kralendijk | St. Maarten (Philipsburg) | San Juan |

from $569

7-night Eastern Caribbean Cruise 11/21/2020

PORTS: San Juan | Spanish Town | North Sound, Virgin Gorda | Charlestown | South Friar's Bay, St. Kitts | Sandy Ground | Gustavia | Gustavia | White Bay, Jost van Dyke | St. Thomas (Charlotte Amalie) |

from $2999

7-night Southern Caribbean Cruise 11/21/2020

PORTS: San Juan | Bridgetown (Barbados) | St. George's, Grenada | Roseau, Dominica | St. Maarten (Philipsburg) | St. Thomas (Charlotte Amalie) | San Juan |

7-night Southern Caribbean Cruise 11/22/2020

PORTS: San Juan | St. Thomas (Charlotte Amalie) | Basseterre, St. Kitts | St. John's, Antigua | Bridgetown (Barbados) | Castries | St. Maarten (Philipsburg) | San Juan |

7-night Southern Caribbean Cruise 11/28/2020

PORTS: San Juan | Roadtown, Tortola | Basseterre, St. Kitts | Fort de France | Castries | Bridgetown (Barbados) | San Juan |

from $519

7-night Southern Caribbean Cruise 11/29/2020

PORTS: San Juan | Oranjestad, Aruba | Willemstad, Curacao | Kralendijk | St. Maarten (Philipsburg) | San Juan |

from $629

14-night Eastern and Southern Caribbean Cruise 12/4/2020

PORTS: San Juan | Spanish Town | Charlestown | Fort de France | Mayreau, Grenadines | Scarborough, Tobago | St. George's, Grenada | Bequia, Grenadines | Gustavia | St. John's, Antigua | Roadtown, Tortola | Grand Turk | Ft. Lauderdale |

from $5400

24-night Caribbean and Central America Cruise 12/4/2020

PORTS: San Juan | Spanish Town | Charlestown | Fort de France | Mayreau, Grenadines | Scarborough, Tobago | St. George's, Grenada | Bequia, Grenadines | Gustavia | St. John's, Antigua | Roadtown, Tortola | Grand Turk | Ft. Lauderdale | Key West | Merida (Progreso) | Merida (Progreso) | Cozumel | Belize City | Grand Cayman (George Town) | Ft. Lauderdale |

7-night Southern Caribbean Cruise 12/5/2020

PORTS: San Juan | Bridgetown (Barbados) | St. George's, Grenada | Roseau, Dominica | St. Maarten (Philipsburg) | St. Thomas (Charlotte Amalie) | San Juan |

7-night Southern Caribbean Cruise 12/5/2020

PORTS: San Juan | Oranjestad, Aruba | Willemstad, Curacao | Kralendijk | Basseterre, St. Kitts | San Juan |

from $4079

View All Cruises Departing from San Juan