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Cruises to Caribbean - Southern leaving San Juan, Puerto Rico cruise port 134 Caribbean - Southern Cruises Found

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Ports

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Frederiksted, St. Croix, U.S.V.I.
  • Philipsburg, St. Maarten
  • Castries, St. Lucia
  • Bridgetown, Barbados
View more ports

Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Frederiksted, St. Croix, U.S.V.I. - Philipsburg, St. Maarten - Castries, St. Lucia - Bridgetown, Barbados - View more ports

Rhapsody of the Seas L

4.1
(1337 Reviews)

2025 sail dates: Jun 22, Jul 20, Aug 17, Oct 12 More

$647*
$92/night*
Inside
View Deal
$647* cruises.com $647* dreamvacations.com $703* americandiscountcruises.com $647* cheapcruises.com $714* gotosea.com $703* americandiscountvacations.com $698* cruisehub.com $647* cruisesonly.com $714* directlinecruises.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
See Offers

$1003*

$1123*

$2690*

$2621*

 

$1003*

$1123*

$2690*

$2621*

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$918*

$1015*

$2436*

$2622*

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$1003*

$1123*

$2690*

$2621*

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$1003*

$1124*

$2436*

$2622*

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$918*

$1015*

$2436*

$2622*

 

$988*

$1108*

$2420*

$2606*

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$1003*

$1123*

$2690*

$2621*

See Offers

$1003*

$1190*

$2436*

$2622*

See Offers

$993*

$1203*

$2236*

$2907*

 

$993*

$1203*

$2236*

$2907*

See Offers

$967*

$1064*

$2237*

$2908*

See Offers

$993*

$1203*

$2236*

$2907*

See Offers

$967*

$1204*

$2237*

$2908*

See Offers

$967*

$1064*

$2237*

$2908*

 

$978*

$1188*

$2221*

$2892*

See Offers

$993*

$1203*

$2236*

$2907*

See Offers

$994*

$1204*

$2236*

$2908*

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$700*

$800*

$1836*

$1841*

 

$700*

$800*

$1836*

$1841*

See Offers

$731*

$826*

$1837*

$1842*

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$700*

$800*

$1836*

$1841*

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$826*

$934*

$1837*

$1842*

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$731*

$826*

$1837*

$1842*

 

$858*

$918*

$1821*

$1826*

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$700*

$800*

$1836*

$1841*

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$874*

$933*

$1836*

$1842*

See Offers

$647*

$742*

$1566*

$1622*

 

$647*

$742*

$1566*

$1622*

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$703*

$773*

$1566*

$1622*

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$647*

$742*

$1566*

$1622*

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$714*

$773*

$1566*

$1622*

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$703*

$773*

$1566*

$1622*

 

$698*

$758*

$1551*

$1607*

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$647*

$742*

$1566*

$1622*

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$714*

$773*

$1566*

$1622*

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$723*

$769*

$1635*

$1723*

 

$723*

$769*

$1635*

$1723*

See Offers

$703*

$798*

$1634*

$1722*

See Offers

$723*

$769*

$1635*

$1723*

See Offers

$814*

$903*

$1636*

$1723*

See Offers

$703*

$798*

$1634*

$1722*

 

$798*

$888*

$1620*

$1708*

See Offers

$723*

$769*

$1635*

$1723*

See Offers

$814*

$903*

$1636*

$1723*

Ports

  • San Juan, Puerto Rico
  • Frederiksted, St. Croix, U.S.V.I.
  • Roseau, Dominica
  • Castries, St. Lucia
  • St. George's, Grenada
  • Bridgetown, Barbados
View more ports

Ports

San Juan, Puerto Rico - Frederiksted, St. Croix, U.S.V.I. - Roseau, Dominica - Castries, St. Lucia - St. George's, Grenada - Bridgetown, Barbados - View more ports

Grand Princess L

4.0
(1104 Reviews)

2025 sail dates: Nov 23

2026 sail dates:

$654*
$93/night*
Inside
View Deal
$654* princess.com $548* cruisesonly.com $548* dreamvacations.com $548* cruises.com $655* americandiscountcruises.com $655* gotosea.com $655* cruisehub.com $655* directlinecruises.com
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Ports

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Frederiksted, St. Croix, U.S.V.I.
  • Philipsburg, St. Maarten
  • St. John's, Antigua
  • Roseau, Dominica
View more ports

Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Frederiksted, St. Croix, U.S.V.I. - Philipsburg, St. Maarten - St. John's, Antigua - Roseau, Dominica - View more ports

Brilliance of the Seas L

4.0
(1704 Reviews)

2026 sail dates: Nov 29, Dec 13

2027 sail dates: Jan 10, Jan 24, Feb 07, Feb 21, Mar 07, Mar 21, Apr 04, More

$722*
$103/night*
Inside
View Deal
$722* cruises.com $722* dreamvacations.com $722* americandiscountcruises.com $722* cheapcruises.com $722* gotosea.com $722* americandiscountvacations.com $722* cruisehub.com $722* cruisesonly.com $722* directlinecruises.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
See Offers

$797*

$897*

$1197*

$1910*

 

$797*

$897*

$1197*

$1910*

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$785*

$885*

$1185*

$1910*

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$797*

$897*

$1197*

$1910*

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$785*

$885*

$1185*

$1910*

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$785*

$885*

$1185*

$1910*

 

$797*

$897*

$1197*

$1910*

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$797*

$897*

$1197*

$1910*

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$797*

$898*

$1197*

$1910*

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$796*

$896*

$1246*

$1909*

 

$796*

$896*

$1246*

$1909*

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$784*

$884*

$1234*

$1909*

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$796*

$896*

$1246*

$1909*

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$796*

$884*

$1234*

$1909*

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$784*

$884*

$1234*

$1909*

 

$796*

$896*

$1246*

$1909*

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$796*

$896*

$1246*

$1909*

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$796*

$897*

$1247*

$1909*

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$745*

$845*

$1145*

$1807*

 

$745*

$845*

$1145*

$1807*

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$733*

$833*

$1133*

$1808*

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$745*

$845*

$1145*

$1807*

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$745*

$833*

$1133*

$1808*

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$733*

$833*

$1133*

$1808*

 

$745*

$845*

$1145*

$1807*

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$745*

$845*

$1145*

$1807*

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$745*

$845*

$1145*

$1808*

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$745*

$845*

$1145*

$1807*

 

$745*

$845*

$1145*

$1807*

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$733*

$833*

$1133*

$1808*

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$745*

$845*

$1145*

$1807*

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$745*

$833*

$1133*

$1808*

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$733*

$833*

$1133*

$1808*

 

$745*

$845*

$1145*

$1807*

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$745*

$845*

$1145*

$1807*

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$745*

$845*

$1145*

$1808*

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$746*

$846*

$1146*

$1909*

 

$746*

$846*

$1146*

$1909*

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$734*

$834*

$1134*

$1909*

See Offers

$746*

$846*

$1146*

$1909*

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$734*

$834*

$1134*

$1909*

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$734*

$834*

$1134*

$1909*

 

$746*

$846*

$1146*

$1909*

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$746*

$846*

$1146*

$1909*

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$747*

$847*

$1147*

$1909*

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$746*

$846*

$1146*

$1909*

 

$746*

$846*

$1146*

$1909*

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$734*

$834*

$1134*

$1909*

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$746*

$846*

$1146*

$1909*

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$747*

$834*

$1134*

$1909*

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$734*

$834*

$1134*

$1909*

 

$746*

$846*

$1146*

$1909*

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$746*

$846*

$1146*

$1909*

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$747*

$847*

$1147*

$1909*

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$774*

$874*

$1194*

$2007*

 

$774*

$874*

$1194*

$2007*

See Offers

$762*

$862*

$1182*

$2007*

See Offers

$774*

$874*

$1194*

$2007*

See Offers

$762*

$862*

$1182*

$2007*

See Offers

$762*

$862*

$1182*

$2007*

 

$774*

$874*

$1194*

$2007*

See Offers

$774*

$874*

$1194*

$2007*

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$775*

$874*

$1194*

$2007*

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$844*

$944*

$1244*

$2107*

 

$844*

$944*

$1244*

$2107*

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$832*

$932*

$1232*

$2107*

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$844*

$944*

$1244*

$2107*

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$832*

$932*

$1232*

$2107*

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$832*

$932*

$1232*

$2107*

 

$844*

$944*

$1244*

$2107*

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$844*

$944*

$1244*

$2107*

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$845*

$944*

$1245*

$2107*

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$801*

$901*

$1251*

$2014*

 

$801*

$901*

$1251*

$2014*

See Offers

$789*

$889*

$1239*

$2014*

See Offers

$801*

$901*

$1251*

$2014*

See Offers

$801*

$889*

$1239*

$2014*

See Offers

$789*

$889*

$1239*

$2014*

 

$801*

$901*

$1251*

$2014*

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$801*

$901*

$1251*

$2014*

See Offers

$801*

$902*

$1252*

$2014*

See Offers

$722*

$821*

$1201*

$2014*

 

$722*

$821*

$1201*

$2014*

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$722*

$822*

$1201*

$2014*

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$722*

$821*

$1201*

$2014*

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$722*

$822*

$1201*

$2014*

See Offers

$722*

$822*

$1201*

$2014*

 

$722*

$821*

$1201*

$2014*

See Offers

$722*

$821*

$1201*

$2014*

See Offers

$722*

$822*

$1201*

$2014*

Ports

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Basseterre, St. Kitts
  • Roseau, Dominica
  • St. George's, Grenada
  • Bridgetown, Barbados
View more ports

Ports

San Juan, Puerto Rico - Tortola, British Virgin Islands - Basseterre, St. Kitts - Roseau, Dominica - St. George's, Grenada - Bridgetown, Barbados - View more ports

Crown Princess L

3.9
(1394 Reviews)

2027 sail dates: Jan 03, Mar 14

$603*
$86/night*
Inside
View Deal
$603* princess.com $604* cruisesonly.com $604* dreamvacations.com $604* cruises.com $604* americandiscountcruises.com $604* gotosea.com $604* cruisehub.com $604* directlinecruises.com
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Ports

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Philipsburg, St. Maarten
  • St. John's, Antigua
  • Castries, St. Lucia
  • Bridgetown, Barbados
  • Basseterre, St. Kitts
  • Roseau, Dominica
  • St. George's, Grenada
View more ports

Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Castries, St. Lucia - Bridgetown, Barbados - Basseterre, St. Kitts - Roseau, Dominica - St. George's, Grenada - View more ports

Crown Princess L

3.9
(1394 Reviews)

2027 sail dates: Feb 21

$1179*
$84/night*
Inside
View Deal
$1179* princess.com $1180* cruisesonly.com $1180* dreamvacations.com $1180* cruises.com $1180* americandiscountcruises.com $1180* gotosea.com $1180* cruisehub.com $1180* directlinecruises.com
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Ports

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • St. John's, Antigua
  • Fort-De-France, Martinique
  • St. George's, Grenada
  • Kingstown, St. Vincent
View more ports

Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - St. John's, Antigua - Fort-De-France, Martinique - St. George's, Grenada - Kingstown, St. Vincent - View more ports

Brilliance of the Seas L

4.0
(1704 Reviews)

2027 sail dates: Feb 28,

$716*
$102/night*
Inside
View Deal
$716* cruises.com $716* dreamvacations.com $717* americandiscountcruises.com $716* cheapcruises.com $717* gotosea.com $717* americandiscountvacations.com $716* cruisehub.com $716* cruisesonly.com $717* directlinecruises.com
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Ports

  • San Juan, Puerto Rico
  • Frederiksted, St. Croix, U.S.V.I.
  • Charlotte Amalie, St. Thomas
  • Philipsburg, St. Maarten
  • Roseau, Dominica
  • Bridgetown, Barbados
  • Castries, St. Lucia
View more ports

Ports

San Juan, Puerto Rico - Frederiksted, St. Croix, U.S.V.I. - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - Roseau, Dominica - Bridgetown, Barbados - Castries, St. Lucia - View more ports

Rhapsody of the Seas L

4.1
(1337 Reviews)

2025 sail dates:

$984*
$123/night*
Inside
View Deal
$984* cruises.com $984* dreamvacations.com $982* americandiscountcruises.com $984* cheapcruises.com $982* gotosea.com $982* americandiscountvacations.com $969* cruisehub.com $984* cruisesonly.com $984* directlinecruises.com
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Ports

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • St. John's, Antigua
  • Roseau, Dominica
  • Frederiksted, St. Croix, U.S.V.I.
  • Basseterre, St. Kitts
View more ports

Ports

San Juan, Puerto Rico - Tortola, British Virgin Islands - St. John's, Antigua - Roseau, Dominica - Frederiksted, St. Croix, U.S.V.I. - Basseterre, St. Kitts - View more ports

Brilliance of the Seas L

4.0
(1704 Reviews)

2027 sail dates: Jan 03, Mar 14

$722*
$103/night*
Inside
View Deal
$722* cruises.com $722* dreamvacations.com $710* americandiscountcruises.com $722* cheapcruises.com $710* gotosea.com $710* americandiscountvacations.com $722* cruisehub.com $722* cruisesonly.com $723* directlinecruises.com
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Ports

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Basseterre, St. Kitts
  • Roseau, Dominica
  • Castries, St. Lucia
  • Bridgetown, Barbados
View more ports

Ports

San Juan, Puerto Rico - Tortola, British Virgin Islands - Basseterre, St. Kitts - Roseau, Dominica - Castries, St. Lucia - Bridgetown, Barbados - View more ports

Celebrity Constellation M

4.0
(1011 Reviews)

2026 sail dates:

$1041*
$149/night*
Inside
View Deal
$1041* luxurycruiseconnections.com $1040* cruisesonly.com $1040* dreamvacations.com $1041* americandiscountcruises.com $1041* gotosea.com $1041* americandiscountvacations.com $1040* cruisehub.com $1040* cruises.com $1041* directlinecruises.com
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Ports

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Basseterre, St. Kitts
  • Roseau, Dominica
  • St. George's, Grenada
  • Bridgetown, Barbados
  • Charlotte Amalie, St. Thomas
  • Philipsburg, St. Maarten
  • St. John's, Antigua
  • Castries, St. Lucia
View more ports

Ports

San Juan, Puerto Rico - Tortola, British Virgin Islands - Basseterre, St. Kitts - Roseau, Dominica - St. George's, Grenada - Bridgetown, Barbados - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Castries, St. Lucia - View more ports

Crown Princess L

3.9
(1394 Reviews)

2027 sail dates: Jan 03, Mar 14

$1189*
$85/night*
Inside
View Deal
$1189* princess.com $1190* cruisesonly.com $1190* dreamvacations.com $1190* cruises.com $1190* americandiscountcruises.com $1190* gotosea.com $1190* cruisehub.com $1190* directlinecruises.com
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21 - 30 of 134

All prices are per person based on double occupancy and do not include port/government fees and gratuities.

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