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Cruises to Caribbean - Southern leaving San Juan, Puerto Rico cruise port 93 Caribbean - Southern Cruises Found

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93 cruises found

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Ports

  • San Juan, Puerto Rico
  • Castries, St. Lucia
  • Basseterre, St. Kitts
  • St. John's, Antigua
  • Tortola, British Virgin Islands
  • Charlotte Amalie, St. Thomas
View more ports

Ports

San Juan, Puerto Rico - Castries, St. Lucia - Basseterre, St. Kitts - St. John's, Antigua - Tortola, British Virgin Islands - Charlotte Amalie, St. Thomas - View more ports

Brilliance of the Seas L

4.0
(1659 Reviews)

2025 sail dates: Nov 30

2026 sail dates:

$722*
$103/night*
Inside
View Deal
$722* directlinecruises.com $721* cruises.com $721* cruisesonly.com $721* cheapcruises.com $612* americandiscountvacations.com $721* dreamvacations.com $722* gotosea.com $612* americandiscountcruises.com
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Ports

  • San Juan, Puerto Rico
  • Frederiksted, St. Croix, U.S.V.I.
  • Oranjestad, Aruba
  • Kralendijk, Bonaire
  • Willemstad, Curacao
View more ports

Ports

San Juan, Puerto Rico - Frederiksted, St. Croix, U.S.V.I. - Oranjestad, Aruba - Kralendijk, Bonaire - Willemstad, Curacao - View more ports

Rhapsody of the Seas L

4.0
(1304 Reviews)

2024 sail dates: Jun 09, Jul 07, Aug 04, Sep 01, More

$576*
$82/night*
Inside
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$576* directlinecruises.com $523* cruises.com $523* cruisesonly.com $523* cheapcruises.com $576* americandiscountvacations.com $523* dreamvacations.com $576* gotosea.com $576* americandiscountcruises.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
  • Bridgetown, Barbados
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 - Bridgetown, Barbados - View more ports

Rhapsody of the Seas L

4.0
(1304 Reviews)

2025 sail dates: Jun 08, Jul 06, Aug 03, Aug 31, Sep 28, More

$480*
$69/night*
Inside
View Deal
$480* directlinecruises.com $479* cruises.com $479* cruisesonly.com $479* cheapcruises.com $480* americandiscountvacations.com $479* dreamvacations.com $480* gotosea.com $480* americandiscountcruises.com
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$729*

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$609*

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$1217*

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$609*

$719*

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$1341*

 

$609*

$719*

$1217*

$1341*

 

$609*

$719*

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$588*

$683*

$1217*

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$609*

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$588*

$683*

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$622*

$672*

$1237*

$1261*

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$621*

$672*

$1236*

$1261*

 

$621*

$672*

$1236*

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$621*

$672*

$1236*

$1261*

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$550*

$645*

$1237*

$1261*

 

$621*

$672*

$1236*

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$622*

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$1237*

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$550*

$645*

$1237*

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$480*

$559*

$1077*

$1222*

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$479*

$559*

$1077*

$1221*

 

$479*

$559*

$1077*

$1221*

 

$479*

$559*

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$1221*

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$480*

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$1077*

$1222*

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$480*

$559*

$1077*

$1222*

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

4.0
(1304 Reviews)

2025 sail dates: Jun 22, Jul 20, Aug 17, Sep 14, More

$542*
$77/night*
Inside
View Deal
$542* directlinecruises.com $541* cruises.com $541* cruisesonly.com $541* cheapcruises.com $542* americandiscountvacations.com $541* dreamvacations.com $542* gotosea.com $542* americandiscountcruises.com
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$820*

$1059*

$1697*

$1662*

 

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$1662*

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$921*

$1697*

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$751*

$762*

$1489*

$1152*

 

$683*

$761*

$1489*

$1151*

 

$683*

$761*

$1489*

$1151*

 

$683*

$761*

$1489*

$1151*

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$588*

$683*

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$1152*

 

$683*

$761*

$1489*

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$751*

$762*

$1489*

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$588*

$683*

$1489*

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$601*

$692*

$1279*

$1382*

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$600*

$691*

$1278*

$1381*

 

$600*

$691*

$1278*

$1381*

 

$600*

$691*

$1278*

$1381*

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$560*

$655*

$1279*

$1382*

 

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$691*

$1278*

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$692*

$1279*

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$560*

$655*

$1279*

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$542*

$579*

$1159*

$1481*

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$541*

$578*

$1158*

$1481*

 

$541*

$578*

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$1158*

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$542*

$579*

$1159*

$1481*

 

$541*

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$542*

$579*

$1159*

$1481*

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$542*

$579*

$1159*

$1481*

Ports

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

Ports

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

Norwegian Viva XL

4.3
(61 Reviews)

2024 sail dates: Dec 22, Dec 29

2025 sail dates: Feb 09, Mar 02,

$1769*
$253/night*
Inside
View Deal
$1769* ncl.com $1769* directlinecruises.com $1199* cruises.com $1229* avoyatravel.com $1199* cruisesonly.com $1199* cheapcruises.com $1769* americandiscountvacations.com $1199* dreamvacations.com $1769* gotosea.com $1769* americandiscountcruises.com
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Ports

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Castries, St. Lucia
  • Bridgetown, Barbados
  • Roseau, Dominica
  • St. John's, Antigua
View more ports

Ports

San Juan, Puerto Rico - Philipsburg, St. Maarten - Castries, St. Lucia - Bridgetown, Barbados - Roseau, Dominica - St. John's, Antigua - View more ports

Celebrity Summit M

4.1
(2207 Reviews)

2024 sail dates:

$754*
$108/night*
Inside
View Deal
$754* directlinecruises.com $716* luxurycruiseconnections.com $905* cruisesonly.com $905* cruises.com $651* americandiscountvacations.com $905* dreamvacations.com $754* gotosea.com $651* americandiscountcruises.com $905* cheapcruises.com
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Ports

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Philipsburg, St. Maarten
  • St. John's, Antigua
  • Kingstown, St. Vincent
  • Bridgetown, Barbados
View more ports

Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Kingstown, St. Vincent - Bridgetown, Barbados - View more ports

Grand Princess L

4.0
(1080 Reviews)

2025 sail dates: Dec 28

2026 sail dates: Jan 11, Feb 08, Mar 08, Mar 22 More

$598*
$85/night*
Inside
View Deal
$598* princess.com $599* cruisesonly.com $599* cruises.com $599* cheapcruises.com $599* americandiscountvacations.com $599* directlinecruises.com $599* dreamvacations.com $599* gotosea.com $599* americandiscountcruises.com
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Ports

  • San Juan, Puerto Rico
  • Frederiksted, St. Croix, U.S.V.I.
  • Philipsburg, St. Maarten
  • St. John's, Antigua
  • Castries, St. Lucia
  • Bridgetown, Barbados
View more ports

Ports

San Juan, Puerto Rico - Frederiksted, St. Croix, U.S.V.I. - Philipsburg, St. Maarten - St. John's, Antigua - Castries, St. Lucia - Bridgetown, Barbados - View more ports

Rhapsody of the Seas L

4.0
(1304 Reviews)

2024 sail dates: Jun 16, Jul 14, Aug 11, Sep 08, More

$626*
$89/night*
Inside
View Deal
$626* directlinecruises.com $625* cruises.com $625* cruisesonly.com $625* cheapcruises.com $626* americandiscountvacations.com $625* dreamvacations.com $626* gotosea.com $626* americandiscountcruises.com
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$1233*

$1648*

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$2251*

$2251*

 

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$2251*

 

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$1232*

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$1233*

$1648*

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$1232*

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$1233*

$1648*

$2251*

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$1233*

$1648*

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$626*

$766*

$1444*

$2416*

 

$625*

$765*

$1969*

$2416*

 

$625*

$765*

$1969*

$2416*

 

$625*

$765*

$1969*

$2416*

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$626*

$766*

$1444*

$2416*

 

$625*

$765*

$1969*

$2416*

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$626*

$766*

$1444*

$2416*

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$626*

$766*

$1444*

$2416*

Ports

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Tortola, British Virgin Islands
  • Basseterre, St. Kitts
  • St. John's, Antigua
  • Castries, St. Lucia
View more ports

Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Tortola, British Virgin Islands - Basseterre, St. Kitts - St. John's, Antigua - Castries, St. Lucia - View more ports

Brilliance of the Seas L

4.0
(1659 Reviews)

2025 sail dates: Nov 16,

2026 sail dates: Jan 25, Apr 05

$682*
$97/night*
Inside
View Deal
$682* directlinecruises.com $681* cruises.com $681* cruisesonly.com $681* cheapcruises.com $682* americandiscountvacations.com $681* dreamvacations.com $682* gotosea.com $682* americandiscountcruises.com
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Ports

  • San Juan, Puerto Rico
  • Frederiksted, St. Croix, U.S.V.I.
  • Charlotte Amalie, St. Thomas
  • Philipsburg, St. Maarten
  • Basseterre, St. Kitts
  • Bridgetown, Barbados
  • Roseau, Dominica
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Ports

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

Rhapsody of the Seas L

4.0
(1304 Reviews)

2025 sail dates:

$928*
$116/night*
Inside
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All prices are per person based on double occupancy and do not include port/government fees and gratuities.

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