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

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

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

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Crown Princess L

3.9

(1394 Reviews)

2027 sail dates: Jan 03, Feb 14, Mar 14

$1189*

$85/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1208*	$1908*	$1948*	$5210*
See Offers	$1209*	$1372*	$1949*	$2759*
See Offers	$1209*	$1372*	$1949*	$2549*
See Offers	$1209*	$1372*	$1949*	$2549*
	$1209*	$1372*	$1949*	$2549*
See Offers	$1209*	$1372*	$1949*	$2549*
	$1209*	$1372*	$1949*	$2759*
See Offers	$1209*	$1372*	$1949*	$2759*
	$1189*	$1869*	$2069*	$6491*
See Offers	$1190*	$1350*	$2070*	$2970*
See Offers	$1190*	$1350*	$2070*	$2691*
See Offers	$1190*	$1350*	$2070*	$2691*
	$1190*	$1350*	$2070*	$2691*
See Offers	$1190*	$1350*	$2070*	$2691*
	$1190*	$1350*	$2070*	$2970*
See Offers	$1190*	$1350*	$2070*	$2970*
	$1419*	$2119*	$2459*	$6501*
See Offers	$1420*	$1620*	$2460*	$3520*
See Offers	$1420*	$1620*	$2460*	$3221*
See Offers	$1420*	$1620*	$2460*	$3221*
	$1420*	$1620*	$2460*	$3221*
See Offers	$1420*	$1620*	$2460*	$3221*
	$1420*	$1620*	$2460*	$3520*
See Offers	$1420*	$1620*	$2460*	$3520*

Ports

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

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Ports

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

7 Night Southern Caribbean (San Juan Roundtrip)

Celebrity Constellation M

4.0

(1011 Reviews)

2027 sail dates: Jan 09

$893*

$128/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$893*	$943*	$1118*	$1918*
See Offers	$893*	$943*	$1118*	$1918*
See Offers	$893*	$943*	$1118*	$1918*
See Offers	$894*	$944*	$1119*	$1919*
See Offers	$893*	$943*	$1118*	$1918*
	$893*	$943*	$1118*	$1918*
See Offers	$894*	$944*	$1119*	$1919*
	$893*	$943*	$1118*	$1918*
See Offers	$893*	$943*	$1118*	$1918*

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
St. John's, Antigua
Roseau, Dominica
Castries, St. Lucia
St. George's, Grenada

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Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - St. John's, Antigua - 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)

2027 sail dates: Feb 06

$880*

$126/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$880*	$930*	$1105*	$1905*
See Offers	$880*	$930*	$1105*	$1905*
See Offers	$880*	$930*	$1105*	$1905*
See Offers	$881*	$931*	$1106*	$1906*
See Offers	$880*	$930*	$1105*	$1905*
	$880*	$930*	$1105*	$1905*
See Offers	$881*	$931*	$1106*	$1906*
	$880*	$930*	$1105*	$1905*
See Offers	$880*	$930*	$1105*	$1905*

Ports

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

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Ports

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

7 Night Southern Caribbean (San Juan Roundtrip)

Rhapsody of the Seas L

4.1

(1337 Reviews)

2025 sail dates: Jan 26

$1263*

$180/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$1263*	$1921*	N/A	N/A
See Offers	$1263*	$1921*	N/A	N/A
	$1263*	$1921*	N/A	N/A
See Offers	$1263*	$1921*	N/A	N/A

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

8 Night Southern Caribbean (San Juan Roundtrip)

Rhapsody of the Seas L

4.1

(1337 Reviews)

2025 sail dates: Apr 13

$973*

$122/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$973*	$1024*	$2180*	$3104*
See Offers	$974*	$1024*	$1986*	$3105*
See Offers	$950*	$1001*	$1963*	$3081*
See Offers	$974*	$1024*	$1986*	$3105*
See Offers	$973*	$1024*	$2180*	$3104*
	$958*	$1009*	$1971*	$3089*
See Offers	$950*	$1001*	$1963*	$3081*
	$973*	$1024*	$2180*	$3104*
See Offers	$973*	$1024*	$2180*	$3104*

Ports

San Juan, Puerto Rico
Oranjestad, Aruba
Kralendijk, Bonaire
Willemstad, Curacao
Roseau, Dominica
Basseterre, St. Kitts

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Ports

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

8 Night Southern Caribbean (San Juan Roundtrip)

Rhapsody of the Seas L

4.1

(1337 Reviews)

2025 sail dates: May 16

$863*

$108/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$863*	$924*	$1786*	$2412*
See Offers	$879*	$924*	$1786*	$2413*
See Offers	$879*	$925*	$1787*	$2413*
See Offers	$879*	$924*	$1786*	$2413*
See Offers	$863*	$924*	$1786*	$2412*
	$863*	$909*	$1771*	$2397*
See Offers	$879*	$925*	$1787*	$2413*
	$863*	$924*	$1786*	$2412*
See Offers	$863*	$924*	$1786*	$2412*

Ports

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

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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

7 Night Southern Caribbean (San Juan Roundtrip)

Brilliance of the Seas L

4.0

(1704 Reviews)

2025 sail dates: Nov 16, Dec 14

2026 sail dates: Jan 25, Apr 05

$754*

$108/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$940*	$940*	$1093*	$1675*
See Offers	$941*	$941*	$1094*	$1675*
See Offers	$937*	$937*	$1090*	$1672*
See Offers	$941*	$941*	$1094*	$1675*
See Offers	$940*	$940*	$1093*	$1675*
	$940*	$940*	$1093*	$1675*
See Offers	$937*	$937*	$1090*	$1672*
	$940*	$940*	$1093*	$1675*
See Offers	$940*	$940*	$1093*	$1675*
See Offers	$770*	$800*	$1323*	$1745*
See Offers	$771*	$801*	$1271*	$1745*
See Offers	$766*	$796*	$1266*	$1741*
See Offers	$771*	$801*	$1323*	$1745*
See Offers	$770*	$800*	$1323*	$1745*
	$770*	$800*	$1323*	$1745*
See Offers	$766*	$796*	$1266*	$1741*
	$770*	$800*	$1323*	$1745*
See Offers	$770*	$800*	$1323*	$1745*
See Offers	$754*	$846*	$1274*	$1997*
See Offers	$789*	$847*	$1253*	$1997*
See Offers	$782*	$839*	$1245*	$1990*
See Offers	$789*	$847*	$1275*	$1997*
See Offers	$754*	$846*	$1274*	$1997*
	$789*	$846*	$1274*	$1997*
See Offers	$782*	$839*	$1245*	$1990*
	$754*	$846*	$1274*	$1997*
See Offers	$754*	$846*	$1274*	$1997*
See Offers	$1152*	$1106*	$1694*	$2227*
See Offers	$1153*	$1178*	$1495*	$2228*
See Offers	$1091*	$1176*	$1493*	$2226*
See Offers	$1153*	$1183*	$1695*	$2228*
See Offers	$1152*	$1106*	$1694*	$2227*
	$1152*	$1182*	$1694*	$2227*
See Offers	$1091*	$1176*	$1493*	$2226*
	$1152*	$1106*	$1694*	$2227*
See Offers	$1152*	$1106*	$1694*	$2227*

Ports

San Juan, Puerto Rico
Philipsburg, St. Maarten
Basseterre, St. Kitts
Bridgetown, Barbados
Castries, St. Lucia
Tortola, British Virgin Islands
Charlotte Amalie, St. Thomas

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Ports

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

7 Night Caribbean: Barbados St. Lucia & St. Thomas (San Juan Roundtrip)

Norwegian Breakaway XL

3.8

(3486 Reviews)

2026 sail dates: Dec 13

$1016*

$145/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$1016*	$1216*	$1466*	$4166*
See Offers	$1016*	$1216*	$1466*	$1566*
See Offers	$1016*	$1216*	$1466*	$1566*
See Offers	$1016*	$1216*	$1466*	$1566*
See Offers	$1016*	$1216*	$1466*	$1566*
See Offers	$1016*	$1216*	$1466*	$1566*
	$1015*	$1215*	$1465*	$1565*
See Offers	$1016*	$1216*	$1466*	$1566*
	$1016*	$1216*	$1466*	$1566*
See Offers	$1016*	$1216*	$1466*	$1566*

Ports

San Juan, Puerto Rico
Philipsburg, St. Maarten
Basseterre, St. Kitts
Bridgetown, Barbados
Castries, St. Lucia
Charlotte Amalie, St. Thomas
Tortola, British Virgin Islands

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Ports

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

7 Night Caribbean: Barbados St. Lucia & St. Thomas (San Juan Roundtrip)

Norwegian Breakaway XL

3.8

(3486 Reviews)

2026 sail dates: Dec 27

2027 sail dates: Feb 07

$1016*

$145/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$1466*	$1666*	$1966*	$5766*
See Offers	$1466*	$1666*	$1966*	$2166*
See Offers	$1466*	$1666*	$1966*	$2166*
See Offers	$1466*	$1666*	$1966*	$2166*
See Offers	$1466*	$1666*	$1966*	$2166*
See Offers	$1466*	$1666*	$1966*	$2166*
	$1465*	$1665*	$1965*	$2165*
See Offers	$1466*	$1666*	$1966*	$2166*
	$1466*	$1666*	$1966*	$2166*
See Offers	$1466*	$1666*	$1966*	$2166*
See Offers	$1016*	$1216*	$1416*	$4066*
See Offers	$1016*	$1216*	$1416*	$1566*
See Offers	$1016*	$1216*	$1416*	$1566*
See Offers	$1016*	$1216*	$1416*	$1566*
See Offers	$1016*	$1216*	$1416*	$1566*
See Offers	$1016*	$1216*	$1416*	$1566*
	$1015*	$1215*	$1415*	$1565*
See Offers	$1016*	$1216*	$1416*	$1566*
	$1016*	$1216*	$1416*	$1566*
See Offers	$1016*	$1216*	$1416*	$1566*

Ports

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

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Ports

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

9 Night Southern Caribbean (San Juan Roundtrip)

Rhapsody of the Seas L

4.1

(1337 Reviews)

2025 sail dates: Mar 07

$884*

$98/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$884*	N/A	$2688*	$4006*
See Offers	$884*	N/A	$2094*	$4006*
See Offers	$884*	N/A	$2094*	$4006*
See Offers	$884*	N/A	$2094*	$4006*
See Offers	$884*	N/A	$2688*	$4006*
	$869*	N/A	$2078*	$3991*
See Offers	$884*	N/A	$2094*	$4006*
	$884*	N/A	$2688*	$4006*
See Offers	$884*	N/A	$2688*	$4006*

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

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