Caribbean Cruises from San Juan, Puerto Rico: Best Cruise Prices

Ports

San Juan, Puerto Rico
Philipsburg, St. Maarten
Basseterre, St. Kitts
Castries, St. Lucia
Bridgetown, Barbados
Frederiksted, St. Croix, U.S.V.I.

Ports

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

7 Night Valiant New Years Ahoy! (San Juan Roundtrip)

Valiant Lady L

4.3

(96 Reviews)

2025 sail dates: Dec 27

$1871*

$267/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1871*	$2060*	$2186*	$5777*
See Offers	$1884*	$2094*	$2304*	$5777*
See Offers	$1884*	$2094*	$2304*	$5777*
See Offers	$1871*	$2060*	$2186*	$5777*
	$1884*	$2094*	$2304*	$5777*

Ports

San Juan, Puerto Rico
Philipsburg, St. Maarten
Bridgetown, Barbados
Fort-De-France, Martinique
St. John's, Antigua
Tortola, British Virgin Islands

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Ports

San Juan, Puerto Rico - Philipsburg, St. Maarten - Bridgetown, Barbados - Fort-De-France, Martinique - St. John's, Antigua - Tortola, British Virgin Islands - View more ports

7 Night Antigua Martinique & Barbados And More (San Juan Roundtrip)

Valiant Lady L

4.3

(96 Reviews)

2026 sail dates: Feb 21

$1043*

$149/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1043*	$1253*	$1432*	$4062*
See Offers	$1043*	$1253*	$1463*	$4062*
See Offers	$1043*	$1253*	$1463*	$4062*
See Offers	$1043*	$1253*	$1432*	$4062*
	$1043*	$1253*	$1463*	$4062*

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

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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

7 Night Southern Caribbean (San Juan Roundtrip)

Rhapsody of the Seas L

4.1

(1333 Reviews)

2025 sail dates: Jun 08, Jul 06, Aug 03, Aug 31, Sep 28, Oct 26 More

$642*

$92/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$993*	$1054*	$2110*	$2374*
See Offers	$1018*	$1061*	$2111*	$2375*
See Offers	$993*	$1054*	$2110*	$2374*
See Offers	$901*	$1010*	$2112*	$2376*
See Offers	$1018*	$1062*	$2111*	$2375*
	$1002*	$1046*	$2095*	$2359*
See Offers	$993*	$1054*	$2110*	$2374*
	$993*	$1054*	$2110*	$2374*
See Offers	$901*	$1010*	$2112*	$2376*
See Offers	$959*	$978*	$2102*	$2240*
See Offers	$960*	$986*	$2102*	$2241*
See Offers	$959*	$978*	$2102*	$2240*
See Offers	$961*	$987*	$2103*	$2242*
See Offers	$960*	$986*	$2103*	$2241*
	$944*	$970*	$2087*	$2225*
See Offers	$959*	$978*	$2102*	$2240*
	$959*	$978*	$2102*	$2240*
See Offers	$961*	$987*	$2103*	$2242*
See Offers	$959*	$965*	$1790*	$1620*
See Offers	$966*	$965*	$1791*	$1621*
See Offers	$959*	$965*	$1790*	$1620*
See Offers	$962*	$966*	$1792*	$1622*
See Offers	$966*	$965*	$1791*	$1621*
	$951*	$950*	$1775*	$1605*
See Offers	$959*	$965*	$1790*	$1620*
	$959*	$965*	$1790*	$1620*
See Offers	$962*	$966*	$1792*	$1622*
See Offers	$680*	$816*	$1482*	$1362*
See Offers	$759*	$902*	$1482*	$1363*
See Offers	$680*	$816*	$1482*	$1362*
See Offers	$736*	$831*	$1482*	$1362*
See Offers	$713*	$851*	$1482*	$1363*
	$743*	$887*	$1467*	$1347*
See Offers	$680*	$816*	$1482*	$1362*
	$680*	$816*	$1482*	$1362*
See Offers	$736*	$831*	$1482*	$1362*
See Offers	$642*	$738*	$1477*	$1552*
See Offers	$685*	$742*	$1477*	$1552*
See Offers	$642*	$738*	$1477*	$1552*
See Offers	$675*	$732*	$1477*	$1552*
See Offers	$685*	$742*	$1477*	$1552*
	$669*	$727*	$1462*	$1537*
See Offers	$642*	$738*	$1477*	$1552*
	$642*	$738*	$1477*	$1552*
See Offers	$675*	$732*	$1477*	$1552*
See Offers	$698*	$717*	$1493*	$1853*
See Offers	$705*	$718*	$1494*	$1924*
See Offers	$698*	$717*	$1493*	$1853*
See Offers	$698*	$716*	$1492*	$1852*
See Offers	$705*	$718*	$1494*	$1924*
	$690*	$702*	$1478*	$1908*
See Offers	$698*	$717*	$1493*	$1853*
	$698*	$717*	$1493*	$1853*
See Offers	$698*	$716*	$1492*	$1852*

Ports

San Juan, Puerto Rico
Philipsburg, St. Maarten
Basseterre, St. Kitts
St. John's, Antigua
Castries, St. Lucia
Tortola, British Virgin Islands

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Ports

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

7 Night Valiant Caribbean Holidays (San Juan Roundtrip)

Valiant Lady L

4.3

(96 Reviews)

2025 sail dates: Dec 20

$1184*

$169/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1184*	$1394*	$1557*	$4588*
See Offers	$1184*	$1394*	$1604*	$4588*
See Offers	$1184*	$1394*	$1604*	$4588*
See Offers	$1184*	$1394*	$1557*	$4588*
	$1184*	$1394*	$1604*	$4588*

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Castries, St. Lucia
Bridgetown, Barbados

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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 - View more ports

7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

Crown Princess L

3.9

(1393 Reviews)

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

$798*

$114/night*

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Inside	Oceanview	Balcony	Suite
$798*	$878*	$1178*	$1568*
$798*	$878*	$1178*	$1568*
$798*	$878*	$1178*	$1568*
$798*	$878*	$1178*	$1568*
$798*	$878*	$1178*	$1568*
$798*	$878*	$1178*	$1568*
$798*	$878*	$1238*	$1688*
$798*	$878*	$1238*	$1688*
$798*	$878*	$1238*	$1688*
$868*	$958*	$1388*	$1918*
$868*	$958*	$1388*	$1918*
$868*	$958*	$1388*	$1918*
$968*	$1078*	$1488*	$2018*
$968*	$1078*	$1488*	$2018*
$968*	$1078*	$1488*	$2018*

Ports

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

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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

7 Night Southern Caribbean (San Juan Roundtrip)

Celebrity Summit M

4.1

(2233 Reviews)

2024 sail dates: Nov 30

$4194*

$599/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	N/A	N/A	N/A	$4194*
See Offers	N/A	N/A	N/A	$4194*
	N/A	N/A	N/A	$4194*

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Fort-De-France, Martinique
Bridgetown, Barbados

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Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Fort-De-France, Martinique - Bridgetown, Barbados - View more ports

7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

Grand Princess L

4.0

(1103 Reviews)

2025 sail dates: Nov 16

2026 sail dates: Feb 22

$648*

$93/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$708*	$808*	$1008*	$2359*
See Offers	$709*	$788*	$1009*	$1309*
See Offers	$708*	$787*	$1008*	$1308*
See Offers	$709*	$788*	$1009*	$1309*
See Offers	$708*	$787*	$1008*	$1308*
See Offers	$708*	$787*	$1008*	$1308*
	$709*	$788*	$1009*	$1309*
	$648*	$748*	$1048*	$2344*
See Offers	$649*	$727*	$1049*	$1349*
See Offers	$648*	$726*	$1048*	$1348*
See Offers	$649*	$727*	$1049*	$1349*
See Offers	$648*	$726*	$1048*	$1348*
See Offers	$648*	$726*	$1048*	$1348*
	$649*	$727*	$1049*	$1349*

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Roseau, Dominica
Bridgetown, Barbados

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Ports

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

7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

Grand Princess L

4.0

(1103 Reviews)

2025 sail dates: Nov 30, Dec 14

2026 sail dates: Jan 18

$648*

$93/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$668*	$763*	$988*	$2339*
See Offers	$669*	$744*	$989*	$1199*
See Offers	$668*	$743*	$988*	$1198*
See Offers	$669*	$744*	$989*	$1199*
See Offers	$668*	$743*	$988*	$1198*
See Offers	$668*	$743*	$988*	$1198*
	$669*	$744*	$989*	$1199*
	$688*	$758*	$938*	$2289*
See Offers	$689*	$759*	$939*	$1149*
See Offers	$688*	$758*	$938*	$1148*
See Offers	$689*	$759*	$939*	$1149*
See Offers	$688*	$758*	$938*	$1148*
See Offers	$688*	$758*	$938*	$1148*
	$689*	$759*	$939*	$1149*
	$648*	$748*	$1038*	$2349*
See Offers	$649*	$734*	$1039*	$1339*
See Offers	$648*	$733*	$1038*	$1338*
See Offers	$649*	$734*	$1039*	$1339*
See Offers	$648*	$733*	$1038*	$1338*
See Offers	$648*	$733*	$1038*	$1338*
	$649*	$734*	$1039*	$1339*

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

7 Night Southern Caribbean (San Juan Roundtrip)

Rhapsody of the Seas L

4.1

(1333 Reviews)

2025 sail dates: Jun 22, Jul 20, Aug 17, Sep 14, Oct 12 More

$631*

$90/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$1045*	$1155*	N/A	$3251*
See Offers	$1128*	$1198*	N/A	$3252*
See Offers	$1045*	$1155*	N/A	$3251*
See Offers	$918*	$1015*	N/A	$3247*
See Offers	$1128*	$1195*	N/A	$3252*
	$1113*	$1182*	N/A	$3236*
See Offers	$1045*	$1155*	N/A	$3251*
	$1045*	$1155*	N/A	$3251*
See Offers	$918*	$1015*	N/A	$3247*
See Offers	$1122*	$1248*	$2350*	$2231*
See Offers	$1132*	$1265*	$2351*	$2232*
See Offers	$1122*	$1248*	$2350*	$2231*
See Offers	$967*	$1064*	$2346*	$2227*
See Offers	$972*	$1253*	$2351*	$2232*
	$1116*	$1250*	$2335*	$2216*
See Offers	$1122*	$1248*	$2350*	$2231*
	$1122*	$1248*	$2350*	$2231*
See Offers	$967*	$1064*	$2346*	$2227*
See Offers	$700*	$800*	$1601*	$1673*
See Offers	$746*	$934*	$1602*	$1674*
See Offers	$700*	$800*	$1601*	$1673*
See Offers	$731*	$826*	$1597*	$1669*
See Offers	$742*	$929*	$1597*	$1669*
	$731*	$918*	$1586*	$1658*
See Offers	$700*	$800*	$1601*	$1673*
	$700*	$800*	$1601*	$1673*
See Offers	$731*	$826*	$1597*	$1669*
See Offers	$647*	$742*	$1562*	$1502*
See Offers	$689*	$860*	$1563*	$1503*
See Offers	$647*	$742*	$1562*	$1502*
See Offers	$683*	$798*	$1557*	$1497*
See Offers	$689*	$860*	$1563*	$1503*
	$673*	$845*	$1547*	$1487*
See Offers	$647*	$742*	$1562*	$1502*
	$647*	$742*	$1562*	$1502*
See Offers	$683*	$798*	$1557*	$1497*
See Offers	$631*	$641*	$1484*	$1604*
See Offers	$632*	$648*	$1485*	$1604*
See Offers	$631*	$641*	$1484*	$1604*
See Offers	$625*	$641*	$1478*	$1597*
See Offers	$632*	$648*	$1485*	$1604*
	$616*	$633*	$1469*	$1589*
See Offers	$631*	$641*	$1484*	$1604*
	$631*	$641*	$1484*	$1604*
See Offers	$625*	$641*	$1478*	$1597*

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

7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

Grand Princess L

4.0

(1103 Reviews)

2025 sail dates: Nov 23

2026 sail dates: Feb 15

$622*

$89/night*

Inside

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$862*	$962*	$1212*	$2683*
See Offers	$862*	$962*	$1212*	$1652*
See Offers	$861*	$961*	$1211*	$1651*
See Offers	$862*	$962*	$1212*	$1652*
See Offers	$861*	$961*	$1211*	$1651*
See Offers	$861*	$961*	$1211*	$1651*
	$862*	$962*	$1212*	$1652*
	$622*	$722*	$1022*	$2318*
See Offers	$520*	$582*	$840*	$1080*
See Offers	$687*	$765*	$1087*	$1387*
See Offers	$520*	$582*	$840*	$1080*
See Offers	$621*	$699*	$1021*	$1321*
See Offers	$621*	$699*	$1021*	$1321*
	$520*	$582*	$840*	$1080*

Cruises to Caribbean leaving San Juan, Puerto Rico cruise port 249 Caribbean Cruises Found

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