Princess Cruises Cruises to Caribbean - Southern 84 cruises on Princess Cruises found

4.0

(1104 Reviews)

2026 sail dates: Mar 08

$1302*

$93/night*

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14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1302*	$1482*	$2062*	N/A
See Offers	$1303*	$1468*	$2063*	$2663*
See Offers	$1303*	$1468*	$2063*	$2515*
See Offers	$1303*	$1468*	$2063*	$2515*
See Offers	$1303*	$1468*	$2063*	$2515*
	$1303*	$1468*	$2063*	$2663*
	$1303*	$1468*	$2063*	$2515*
See Offers	$1303*	$1468*	$2063*	$2663*

Ports

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

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Ports

San Juan, Puerto Rico - Frederiksted, St. Croix, U.S.V.I. - Basseterre, St. Kitts - Roseau, Dominica - St. George's, Grenada - Bridgetown, Barbados - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Kingstown, St. Vincent - View more ports

4.0

(1104 Reviews)

2026 sail dates: Mar 15

$1308*

$93/night*

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14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1308*	$1488*	$2068*	N/A
See Offers	$1309*	$1476*	$2069*	$2569*
See Offers	$1309*	$1476*	$2069*	$2538*
See Offers	$1309*	$1476*	$2069*	$2538*
See Offers	$1309*	$1476*	$2069*	$2538*
	$1309*	$1476*	$2069*	$2569*
	$1309*	$1476*	$2069*	$2538*
See Offers	$1309*	$1476*	$2069*	$2569*

Ports

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

3.9

(1394 Reviews)

2026 sail dates: Dec 27

$1578*

$113/night*

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14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1578*	$2588*	$2488*	$6480*
See Offers	$1579*	$1802*	$2489*	$3469*
See Offers	$1579*	$1802*	$2489*	$3269*
See Offers	$1579*	$1802*	$2489*	$3269*
See Offers	$1579*	$1802*	$2489*	$3269*
	$1579*	$1802*	$2489*	$3469*
	$1579*	$1802*	$2489*	$3269*
See Offers	$1579*	$1802*	$2489*	$3469*

Ports

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

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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 - St. George's, Grenada - Roseau, Dominica - Basseterre, St. Kitts - Tortola, British Virgin Islands - View more ports

3.9

(1394 Reviews)

2027 sail dates: Jan 10

$1189*

$85/night*

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7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1189*	$1909*	$1949*	$5191*
See Offers	$1190*	$1350*	$1950*	$2730*
See Offers	$1190*	$1350*	$1950*	$2531*
See Offers	$1190*	$1350*	$1950*	$2531*
See Offers	$1190*	$1350*	$1950*	$2531*
	$1190*	$1350*	$1950*	$2730*
	$1190*	$1350*	$1950*	$2531*
See Offers	$1190*	$1350*	$1950*	$2730*

Ports

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

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Ports

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

3.9

(1394 Reviews)

2027 sail dates: Jan 17

$603*

$86/night*

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7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$603*	$963*	$983*	$2605*
See Offers	$604*	$684*	$984*	$1374*
See Offers	$604*	$684*	$984*	$1374*
See Offers	$604*	$684*	$984*	$1374*
See Offers	$604*	$684*	$984*	$1374*
	$604*	$684*	$984*	$1374*
	$604*	$684*	$984*	$1374*
See Offers	$604*	$684*	$984*	$1374*

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

3.9

(1394 Reviews)

2027 sail dates: Feb 07

$603*

$86/night*

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7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$603*	$943*	$1043*	$2825*
See Offers	$604*	$684*	$1044*	$1494*
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*

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

4.0

(1104 Reviews)

2025 sail dates: Oct 19

$797*

$114/night*

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14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$797*	$897*	$997*	$2249*
See Offers	$798*	$882*	$998*	$1148*
See Offers	$748*	$832*	$948*	$1098*
See Offers	$748*	$832*	$948*	$1098*
See Offers	$748*	$832*	$948*	$1098*
	$798*	$882*	$998*	$1148*
	$748*	$832*	$948*	$1098*
See Offers	$798*	$882*	$998*	$1148*

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
Kingstown, St. Vincent

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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 - Kingstown, St. Vincent - View more ports

4.0

(1104 Reviews)

2025 sail dates: Oct 26

$1322*

$94/night*

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14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1322*	$1562*	$2165*	N/A
See Offers	$1323*	$1471*	$2165*	$2363*
See Offers	$1323*	$1471*	$2165*	$2363*
See Offers	$1323*	$1471*	$2165*	$2363*
See Offers	$1323*	$1471*	$2165*	$2363*
	$1323*	$1471*	$2165*	$2363*
	$1323*	$1471*	$2165*	$2363*
See Offers	$1323*	$1471*	$2165*	$2363*

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Roseau, Dominica
Bridgetown, Barbados
Frederiksted, St. Croix, U.S.V.I.
Basseterre, St. Kitts
Castries, St. Lucia
Kingstown, St. Vincent

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Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Roseau, Dominica - Bridgetown, Barbados - Frederiksted, St. Croix, U.S.V.I. - Basseterre, St. Kitts - Castries, St. Lucia - Kingstown, St. Vincent - View more ports

4.0

(1104 Reviews)

2025 sail dates: Nov 30

$1469*

$105/night*

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7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1469*	$1729*	$2169*	N/A
See Offers	$1470*	$1642*	$2170*	$2520*
See Offers	$1470*	$1642*	$2170*	$2517*
See Offers	$1470*	$1642*	$2170*	$2517*
See Offers	$1470*	$1642*	$2170*	$2517*
	$1470*	$1642*	$2170*	$2520*
	$1470*	$1642*	$2170*	$2517*
See Offers	$1470*	$1642*	$2170*	$2520*

Ports

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

View more ports

Ports

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

4.0

(1104 Reviews)

2025 sail dates: Dec 07

$804*

$115/night*

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