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

Ports

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

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

(3476 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*
	$1016*	$1216*	$1466*	$1566*
See Offers	$1016*	$1216*	$1466*	$1566*
See Offers	$1016*	$1216*	$1466*	$1566*
See Offers	$1016*	$1216*	$1466*	$1566*

Ports

San Juan, Puerto Rico
Disney Lookout Cay at Lighthouse Point
Nassau, Bahamas
Ft. Lauderdale (Port Everglades), Florida

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Ports

San Juan, Puerto Rico - Disney Lookout Cay at Lighthouse Point - Nassau, Bahamas - Ft. Lauderdale (Port Everglades), Florida - View more ports

4 Night Bahamas (San Juan To Ft. Lauderdale)

Disney Magic L

4.4

(592 Reviews)

2025 sail dates: Mar 31

$926*

$232/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$926*	$992*	$1158*	$2354*
	$986*	$1058*	$1238*	$2538*
See Offers	$926*	$992*	$1158*	$2354*
See Offers	$987*	$1059*	$1239*	$2539*
	$986*	$1058*	$1238*	$2538*
	$986*	$1058*	$1238*	$2538*

Ports

San Juan, Puerto Rico
Puerto Plata, Dominican Republic
Falmouth, Jamaica
George Town, Grand Cayman
Tampa, Florida

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Ports

San Juan, Puerto Rico - Puerto Plata, Dominican Republic - Falmouth, Jamaica - George Town, Grand Cayman - Tampa, Florida - View more ports

6 Night Western Caribbean (San Juan To Tampa)

Rhapsody of the Seas L

4.1

(1333 Reviews)

2025 sail dates: Nov 02

$714*

$119/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$714*	$734*	$1317*	$1386*
See Offers	$713*	$733*	$1317*	$1385*
See Offers	$713*	$733*	$1317*	$1385*
See Offers	$501*	$596*	$1317*	$1386*
See Offers	$714*	$734*	$1317*	$1386*
See Offers	$713*	$733*	$1317*	$1385*
	$713*	$733*	$1317*	$1385*
	$698*	$718*	$1302*	$1370*
See Offers	$501*	$596*	$1317*	$1386*

Ports

San Juan, Puerto Rico
Spanish Town, Virgin Gorda, B.V.I.
St. John's, Antigua
Fort-De-France, Martinique
Port Elizabeth, Bequia, Grenadines
St. George's, Grenada
Scarborough, Tobago
Bridgetown, Barbados
Castries, St. Lucia
Roseau, Dominica
Basseterre, St. Kitts
Charlestown, Nevis
Philipsburg, St. Maarten
BEEF ISLAND, TORTOLA, B.V.I.

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Ports

San Juan, Puerto Rico - Spanish Town, Virgin Gorda, B.V.I. - St. John's, Antigua - Fort-De-France, Martinique - Port Elizabeth, Bequia, Grenadines - St. George's, Grenada - Scarborough, Tobago - Bridgetown, Barbados - Castries, St. Lucia - Roseau, Dominica - Basseterre, St. Kitts - Charlestown, Nevis - Philipsburg, St. Maarten - BEEF ISLAND, TORTOLA, B.V.I. - View more ports

14 Night Eastern Caribbean (San Juan Roundtrip)

Azamara Quest S

4.3

(130 Reviews)

2025 sail dates: Nov 08, Nov 22

$2569*

$184/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$3479*	$3589*	$4119*	$6129*
See Offers	$3479*	$3589*	$4119*	$6129*
See Offers	$3479*	$3589*	$4119*	$6129*
See Offers	$3479*	$3589*	$4119*	$6129*
See Offers	$3479*	$3589*	$4119*	$6129*
	$3479*	$3589*	$4119*	$6129*
	$2569*	$3029*	$3359*	$5299*
See Offers	$2569*	$3029*	$3359*	$5299*
See Offers	$2569*	$3029*	$3359*	$5299*
See Offers	$2569*	$3029*	$3359*	$5299*
See Offers	$2569*	$3029*	$3359*	$5299*
	$2569*	$3029*	$3359*	$5299*

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

(3476 Reviews)

2026 sail dates: Nov 15

$910*

$130/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$910*	$1110*	$1310*	$3960*
See Offers	$910*	$1110*	$1310*	$1460*
See Offers	$910*	$1110*	$1310*	$1460*
See Offers	$910*	$1110*	$1310*	$1460*
See Offers	$910*	$1110*	$1310*	$1460*
	$910*	$1110*	$1310*	$1460*
See Offers	$910*	$1110*	$1310*	$1460*
See Offers	$910*	$1110*	$1310*	$1460*
See Offers	$910*	$1110*	$1310*	$1460*

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

(1333 Reviews)

2025 sail dates: Jan 26

$1346*

$192/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$1346*	$1576*	$2118*	$2423*
See Offers	$1345*	$1575*	$2658*	$2423*
See Offers	$1345*	$1575*	$2658*	$2423*
See Offers	$670*	$829*	$2088*	$2393*
See Offers	$1346*	$1576*	$2118*	$2423*
See Offers	$1345*	$1575*	$2658*	$2423*
	$1345*	$1575*	$2658*	$2423*
	$1330*	$1560*	$2103*	$2408*
See Offers	$670*	$829*	$2088*	$2393*

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

(1103 Reviews)

2025 sail dates: Nov 02, Dec 28

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

$638*

$91/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$688*	$788*	$998*	$2389*
See Offers	$689*	$767*	$999*	$1239*
See Offers	$688*	$766*	$998*	$1238*
See Offers	$689*	$767*	$999*	$1239*
See Offers	$688*	$766*	$998*	$1238*
	$689*	$767*	$999*	$1239*
See Offers	$688*	$766*	$998*	$1238*
	$1227*	$1248*	$1438*	$2639*
See Offers	$1227*	$1227*	$1439*	$1739*
See Offers	$1227*	$1226*	$1438*	$1738*
See Offers	$1227*	$1227*	$1439*	$1739*
See Offers	$1227*	$1226*	$1438*	$1738*
	$1227*	$1227*	$1439*	$1739*
See Offers	$1227*	$1226*	$1438*	$1738*
	$638*	$748*	$1048*	$2349*
See Offers	$639*	$722*	$1049*	$1339*
See Offers	$728*	$811*	$1138*	$1428*
See Offers	$639*	$722*	$1049*	$1339*
See Offers	$638*	$721*	$1048*	$1338*
	$639*	$722*	$1049*	$1339*
See Offers	$638*	$721*	$1048*	$1338*
	$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*
	$649*	$727*	$1049*	$1349*
See Offers	$648*	$726*	$1048*	$1348*
	$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*
	$649*	$727*	$1049*	$1349*
See Offers	$648*	$726*	$1048*	$1348*
	$688*	$778*	$1048*	$2439*
See Offers	$689*	$774*	$1049*	$1239*
See Offers	$688*	$773*	$1048*	$1238*
See Offers	$689*	$774*	$1049*	$1239*
See Offers	$688*	$773*	$1048*	$1238*
	$689*	$774*	$1049*	$1239*
See Offers	$688*	$773*	$1048*	$1238*

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

(1697 Reviews)

2026 sail dates: Mar 01

$701*

$100/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$701*	$711*	$1024*	$1584*
See Offers	$700*	$711*	$1013*	$1583*
See Offers	$700*	$711*	$1013*	$1583*
See Offers	$701*	$712*	$1024*	$1584*
See Offers	$701*	$711*	$1024*	$1584*
See Offers	$700*	$711*	$1013*	$1583*
	$700*	$711*	$1013*	$1583*
	$700*	$711*	$1023*	$1583*
See Offers	$701*	$712*	$1024*	$1584*

Ports

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

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Ports

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

7 Night Southern Caribbean (San Juan Roundtrip)

Brilliance of the Seas L

4.0

(1697 Reviews)

2026 sail dates: Mar 22

$1058*

$151/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$1058*	$1128*	$1784*	$2161*
See Offers	$1058*	$1128*	$1617*	$2160*
See Offers	$1058*	$1128*	$1617*	$2160*
See Offers	$1058*	$1128*	$1582*	$2161*
See Offers	$1058*	$1128*	$1582*	$2161*
See Offers	$1058*	$1128*	$1617*	$2160*
	$1058*	$1128*	$1617*	$2160*
	$1058*	$1128*	$1783*	$2160*
See Offers	$1058*	$1128*	$1582*	$2161*

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 Holiday (San Juan Roundtrip)

Crown Princess L

3.9

(1393 Reviews)

2026 sail dates: Dec 27

$1168*

$167/night*

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Inside	Oceanview	Balcony	Suite
$1168*	$1308*	$1718*	$2278*
$1168*	$1308*	$1718*	$2278*
$1168*	$1308*	$1718*	$2278*

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

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