Caribbean cruises 410 Caribbean Cruises Found

4.0

(1104 Reviews)

2026 sail dates: Jan 25

$647*

$92/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$647*	$697*	$1047*	$2299*
See Offers	$648*	$698*	$1048*	$1298*
See Offers	$648*	$698*	$1048*	$1298*
	$648*	$698*	$1048*	$1298*
See Offers	$648*	$698*	$1048*	$1298*
See Offers	$648*	$698*	$1048*	$1298*
See Offers	$648*	$698*	$1048*	$1298*
	$648*	$698*	$1048*	$1298*

Ports

San Juan, Puerto Rico
Frederiksted, St. Croix, U.S.V.I.
Basseterre, St. Kitts
Pointe-A-Pitre, Guadeloupe
Kingstown, St. Vincent
Bridgetown, Barbados

View more ports

Ports

San Juan, Puerto Rico - Frederiksted, St. Croix, U.S.V.I. - Basseterre, St. Kitts - Pointe-A-Pitre, Guadeloupe - Kingstown, St. Vincent - Bridgetown, Barbados - View more ports

4.0

(1104 Reviews)

2026 sail dates: Feb 01

$753*

$108/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$753*	$903*	$1203*	$2405*
See Offers	$754*	$858*	$1204*	$1354*
See Offers	$754*	$858*	$1204*	$1354*
	$754*	$858*	$1204*	$1354*
See Offers	$754*	$858*	$1204*	$1354*
See Offers	$754*	$858*	$1204*	$1354*
See Offers	$754*	$858*	$1204*	$1354*
	$754*	$858*	$1204*	$1354*

Ports

San Juan, Puerto Rico
Frederiksted, St. Croix, U.S.V.I.
Roseau, Dominica
Castries, St. Lucia
St. George's, Grenada
Bridgetown, Barbados
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Fort-De-France, Martinique

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 - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Fort-De-France, Martinique - View more ports

4.0

(1104 Reviews)

2026 sail dates: Feb 15

$1273*

$91/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1273*	$1523*	$2133*	N/A
See Offers	$1274*	$1433*	$2133*	$2634*
See Offers	$1274*	$1433*	$2133*	$2483*
	$1274*	$1433*	$2133*	$2634*
See Offers	$1274*	$1433*	$2133*	$2634*
See Offers	$1274*	$1433*	$2133*	$2634*
See Offers	$1274*	$1433*	$2133*	$2483*
	$1274*	$1433*	$2133*	$2634*

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
Roseau, Dominica
St. George's, Grenada

View more ports

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 - Roseau, Dominica - St. George's, Grenada - View more ports

4.0

(1104 Reviews)

2026 sail dates: Mar 08

$1302*

$93/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Compare Prices

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

View more ports

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*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Compare Prices

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

View more ports

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*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Compare Prices

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

View more ports

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*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

Compare Prices

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

Ports

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

View more ports

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*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

Compare Prices

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

Ports

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

View more ports

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*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

Compare Prices

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

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

4.0

(1104 Reviews)

2025 sail dates: Oct 19

$797*

$114/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...