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

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
Frederiksted, St. Croix, U.S.V.I.
Fort-De-France, Martinique
Bridgetown, Barbados

Ports

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

7 Night Southern Caribbean (San Juan Roundtrip)

Jewel of the Seas L

4.0

(2175 Reviews)

2026 sail dates: Jan 17

$673*

$96/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$673*	$784*	$971*	$1564*
See Offers	$673*	$784*	$972*	$1565*
See Offers	$673*	$784*	$972*	$1565*
	$673*	$784*	$971*	$1564*
See Offers	$673*	$784*	$972*	$1565*
	$673*	$784*	$972*	$1565*
	$673*	$784*	$971*	$1564*
See Offers	$673*	$784*	$971*	$1564*
See Offers	$673*	$784*	$971*	$1564*

Ports

San Juan, Puerto Rico
Oranjestad, Aruba
Willemstad, Curacao
Kralendijk, Bonaire
Castries, St. Lucia
Basseterre, St. Kitts

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Ports

San Juan, Puerto Rico - Oranjestad, Aruba - Willemstad, Curacao - Kralendijk, Bonaire - Castries, St. Lucia - Basseterre, St. Kitts - View more ports

7 Night Caribbean: Curacao Aruba & Bonaire (San Juan Roundtrip)

Norwegian Epic XL

3.7

(3070 Reviews)

2026 sail dates: Apr 12

$975*

$139/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$975*	N/A	$1385*	$3785*
See Offers	$975*	N/A	$1385*	$1575*
See Offers	$975*	N/A	$1385*	$1575*
See Offers	$975*	N/A	$1385*	$1575*
See Offers	$975*	N/A	$1385*	$1575*
	$960*	N/A	$1370*	$1560*
See Offers	$975*	N/A	$1385*	$1575*
	$975*	N/A	$1385*	$1575*
See Offers	$975*	N/A	$1385*	$1575*
	$975*	N/A	$1385*	$1575*

Ports

San Juan, Puerto Rico
La Romana, Dominican Republic
Oranjestad, Aruba
Willemstad, Curacao
Charlotte Amalie, St. Thomas
Tortola, British Virgin Islands

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Ports

San Juan, Puerto Rico - La Romana, Dominican Republic - Oranjestad, Aruba - Willemstad, Curacao - Charlotte Amalie, St. Thomas - Tortola, British Virgin Islands - View more ports

7 Night Caribbean: Curacao & Aruba (San Juan Roundtrip)

Norwegian Breakaway XL

3.8

(3486 Reviews)

2026 sail dates: Nov 15

$960*

$137/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$960*	$1110*	$1310*	$3960*
See Offers	$960*	$1110*	$1310*	$1460*
See Offers	$960*	$1110*	$1310*	$1460*
See Offers	$960*	$1110*	$1310*	$1460*
See Offers	$960*	$1110*	$1310*	$1460*
	$960*	$1110*	$1310*	$1460*
See Offers	$960*	$1110*	$1310*	$1460*
	$960*	$1110*	$1310*	$1460*
See Offers	$960*	$1110*	$1310*	$1460*
	$960*	$1110*	$1310*	$1460*

Ports

San Juan, Puerto Rico
Willemstad, Curacao
Oranjestad, Aruba
Castries, St. Lucia
Basseterre, St. Kitts

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Ports

San Juan, Puerto Rico - Willemstad, Curacao - Oranjestad, Aruba - Castries, St. Lucia - Basseterre, St. Kitts - View more ports

7 Night Caribbean: Curacao Aruba & Bonaire (San Juan Roundtrip)

Norwegian Epic XL

3.7

(3070 Reviews)

2025 sail dates: Dec 14

$1277*

$182/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$1277*	N/A	$1427*	$4027*
See Offers	$938*	N/A	$1238*	$1378*
See Offers	$1277*	N/A	$1427*	$1577*
See Offers	$938*	N/A	$1238*	$1378*
See Offers	$1277*	N/A	$1427*	$1577*
	$1262*	N/A	$1412*	$1562*
See Offers	$1277*	N/A	$1427*	$1577*
	$1277*	N/A	$1427*	$1577*
See Offers	$938*	N/A	$1238*	$1378*
	$938*	N/A	$1238*	$1378*

Ports

San Juan, Puerto Rico
Tortola, British Virgin Islands
Basseterre, St. Kitts
Roseau, Dominica
Castries, St. Lucia
St. George's, Grenada

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Ports

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

7 Night Southern Caribbean (San Juan Roundtrip)

Celebrity Constellation M

4.0

(1011 Reviews)

2026 sail dates: Dec 12

$882*

$126/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$882*	$932*	$1107*	$1907*
See Offers	$881*	$931*	$1106*	$1906*
See Offers	$882*	$932*	$1107*	$1907*
See Offers	$882*	$932*	$1107*	$1907*
	$881*	$931*	$1106*	$1906*
See Offers	$881*	$931*	$1106*	$1906*
See Offers	$882*	$932*	$1107*	$1907*
	$882*	$932*	$1107*	$1907*
	$881*	$931*	$1106*	$1906*

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Basseterre, St. Kitts
Roseau, Dominica
St. George's, Grenada
Bridgetown, Barbados

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Ports

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

7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

Crown Princess L

3.9

(1394 Reviews)

2027 sail dates: Jan 31, Feb 28

$593*

$85/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$593*	$953*	$973*	$2595*
See Offers	$594*	$674*	$974*	$1364*
See Offers	$594*	$674*	$974*	$1364*
See Offers	$594*	$674*	$974*	$1364*
	$594*	$674*	$974*	$1364*
	$594*	$674*	$974*	$1364*
See Offers	$594*	$674*	$974*	$1364*
	$594*	$674*	$974*	$1364*
	$603*	$943*	$1043*	$2825*
See Offers	$604*	$684*	$1044*	$1494*
See Offers	$604*	$684*	$1044*	$1494*
See Offers	$604*	$684*	$1044*	$1494*
	$604*	$684*	$1044*	$1494*
	$604*	$684*	$1044*	$1494*
See Offers	$604*	$684*	$1044*	$1494*
	$604*	$684*	$1044*	$1494*

Ports

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

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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

7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

Grand Princess L

4.0

(1104 Reviews)

2025 sail dates: Nov 02, Dec 28

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

$603*

$86/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$603*	$753*	$953*	$2305*
See Offers	$654*	$726*	$1004*	$1204*
See Offers	$604*	$676*	$954*	$1154*
See Offers	$604*	$676*	$954*	$1154*
	$604*	$676*	$954*	$1154*
	$604*	$676*	$954*	$1154*
See Offers	$654*	$726*	$1004*	$1204*
	$654*	$726*	$1004*	$1204*
	$1264*	$1313*	$1453*	$2655*
See Offers	$1264*	$1232*	$1454*	$1754*
See Offers	$1354*	$1322*	$1544*	$1844*
See Offers	$1354*	$1322*	$1544*	$1844*
	$1264*	$1232*	$1454*	$1754*
	$1264*	$1232*	$1454*	$1754*
See Offers	$1264*	$1232*	$1454*	$1754*
	$1264*	$1232*	$1454*	$1754*
	$608*	$748*	$1098*	$2299*
See Offers	$608*	$685*	$1098*	$1298*
See Offers	$608*	$685*	$1098*	$1298*
See Offers	$608*	$685*	$1098*	$1298*
	$608*	$685*	$1098*	$1298*
	$608*	$685*	$1098*	$1298*
See Offers	$608*	$685*	$1098*	$1298*
	$608*	$685*	$1098*	$1298*
	$647*	$807*	$1047*	$2399*
See Offers	$648*	$725*	$1048*	$1348*
See Offers	$648*	$725*	$1048*	$1348*
See Offers	$648*	$725*	$1048*	$1348*
	$648*	$725*	$1048*	$1348*
	$648*	$725*	$1048*	$1348*
See Offers	$648*	$725*	$1048*	$1348*
	$648*	$725*	$1048*	$1348*
	$647*	$747*	$1047*	$2409*
See Offers	$648*	$725*	$1048*	$1348*
See Offers	$648*	$725*	$1048*	$1348*
See Offers	$648*	$725*	$1048*	$1348*
	$648*	$725*	$1048*	$1348*
	$648*	$725*	$1048*	$1348*
See Offers	$648*	$725*	$1048*	$1348*
	$648*	$725*	$1048*	$1348*
	$653*	$753*	$1053*	$2455*
See Offers	$655*	$734*	$1055*	$1255*
See Offers	$654*	$733*	$1054*	$1254*
See Offers	$654*	$733*	$1054*	$1254*
	$654*	$733*	$1054*	$1254*
	$654*	$733*	$1054*	$1254*
See Offers	$655*	$734*	$1055*	$1255*
	$655*	$734*	$1055*	$1255*

Ports

San Juan, Puerto Rico
Willemstad, Curacao
Oranjestad, Aruba
Tortola, British Virgin Islands

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Ports

San Juan, Puerto Rico - Willemstad, Curacao - Oranjestad, Aruba - Tortola, British Virgin Islands - View more ports

7 Night Southern Caribbean (San Juan Roundtrip)

Brilliance of the Seas L

4.0

(1704 Reviews)

2026 sail dates: Mar 01

$743*

$106/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$743*	$753*	$1027*	$1698*
See Offers	$743*	$753*	$1027*	$1699*
See Offers	$744*	$754*	$1028*	$1699*
	$743*	$753*	$1027*	$1698*
See Offers	$744*	$754*	$1028*	$1699*
	$743*	$753*	$1027*	$1699*
	$743*	$753*	$1027*	$1698*
See Offers	$743*	$753*	$1027*	$1698*
See Offers	$743*	$753*	$1027*	$1698*

Ports

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

View more ports

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 Holiday (San Juan Roundtrip)

Crown Princess L

3.9

(1394 Reviews)

2026 sail dates: Dec 27

$983*

$140/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$983*	$1653*	$1533*	$3885*
See Offers	$984*	$1124*	$1534*	$2094*
See Offers	$984*	$1124*	$1534*	$2094*
See Offers	$984*	$1124*	$1534*	$2094*
	$984*	$1124*	$1534*	$2094*
	$984*	$1124*	$1534*	$2094*
See Offers	$984*	$1124*	$1534*	$2094*
	$984*	$1124*	$1534*	$2094*

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Kingstown, St. Vincent
Bridgetown, Barbados
Frederiksted, St. Croix, U.S.V.I.
Basseterre, St. Kitts
Fort-De-France, Martinique
St. George's, Grenada

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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 - Frederiksted, St. Croix, U.S.V.I. - Basseterre, St. Kitts - Fort-De-France, Martinique - St. George's, Grenada - View more ports

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Grand Princess L

4.0

(1104 Reviews)

2025 sail dates: Nov 02

$1322*

$94/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1322*	$1672*	$1972*	N/A
See Offers	$1323*	$1470*	$1973*	$2373*
See Offers	$1323*	$1470*	$1973*	$2373*
See Offers	$1323*	$1470*	$1973*	$2373*
	$1323*	$1470*	$1973*	$2373*
	$1323*	$1470*	$1973*	$2373*
See Offers	$1323*	$1470*	$1973*	$2373*
	$1323*	$1470*	$1973*	$2373*

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

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