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

Ports

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

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

(1082 Reviews)

2025 sail dates: Nov 02, Dec 28

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

$587*

$84/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1082 Grand Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$687*	$837*	$1007*	$2348*
See Offers	$588*	$686*	$908*	$1208*
See Offers	$588*	$686*	$908*	$1208*
See Offers	$588*	$686*	$908*	$1208*
	$700*	$798*	$1020*	$1320*
See Offers	$688*	$786*	$1008*	$1308*
	$588*	$686*	$908*	$1208*
See Offers	$688*	$786*	$1008*	$1308*
	$807*	$887*	$1197*	$2588*
See Offers	$708*	$803*	$1198*	$1548*
See Offers	$708*	$803*	$1198*	$1548*
See Offers	$708*	$803*	$1198*	$1548*
	$820*	$900*	$1210*	$1560*
See Offers	$808*	$888*	$1198*	$1548*
	$708*	$803*	$1198*	$1548*
See Offers	$808*	$888*	$1198*	$1548*
	$597*	$737*	$907*	$2248*
See Offers	$598*	$698*	$908*	$1208*
See Offers	$598*	$698*	$908*	$1208*
See Offers	$598*	$698*	$908*	$1208*
	$610*	$710*	$920*	$1220*
See Offers	$598*	$698*	$908*	$1208*
	$598*	$698*	$908*	$1208*
See Offers	$598*	$698*	$908*	$1208*
	$587*	$727*	$997*	$2208*
See Offers	$588*	$679*	$998*	$1298*
See Offers	$588*	$679*	$998*	$1298*
See Offers	$588*	$679*	$998*	$1298*
	$600*	$691*	$1010*	$1310*
See Offers	$588*	$679*	$998*	$1298*
	$588*	$679*	$998*	$1298*
See Offers	$588*	$679*	$998*	$1298*
	$587*	$727*	$997*	$2208*
See Offers	$588*	$679*	$998*	$1298*
See Offers	$588*	$679*	$998*	$1298*
See Offers	$588*	$679*	$998*	$1298*
	$600*	$691*	$1010*	$1310*
See Offers	$588*	$679*	$998*	$1298*
	$588*	$679*	$998*	$1298*
See Offers	$588*	$679*	$998*	$1298*
	$587*	$727*	$997*	$2208*
See Offers	$588*	$679*	$998*	$1298*
See Offers	$588*	$679*	$998*	$1298*
See Offers	$588*	$679*	$998*	$1298*
	$600*	$691*	$1010*	$1310*
See Offers	$588*	$679*	$998*	$1298*
	$588*	$679*	$998*	$1298*
See Offers	$588*	$679*	$998*	$1298*

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

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

(1664 Reviews)

2025 sail dates: Nov 16, Dec 14

2026 sail dates: Jan 25, Apr 05

$616*

$88/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1664 Brilliance of the Seas reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$706*	$796*	$988*	$1609*
	$718*	$809*	$1001*	$1621*
See Offers	$706*	$796*	$988*	$1609*
See Offers	$706*	$796*	$988*	$1609*
See Offers	$706*	$797*	$989*	$1609*
See Offers	$706*	$797*	$989*	$1609*
	$706*	$796*	$988*	$1609*
See Offers	$616*	$756*	$1058*	$1749*
	$629*	$769*	$1071*	$1761*
See Offers	$616*	$756*	$1058*	$1749*
See Offers	$616*	$756*	$1058*	$1749*
See Offers	$617*	$757*	$1059*	$1749*
See Offers	$617*	$757*	$1059*	$1749*
	$616*	$756*	$1058*	$1749*
See Offers	$674*	$753*	$1156*	$2004*
	$686*	$766*	$1168*	$2016*
See Offers	$674*	$753*	$1156*	$2004*
See Offers	$674*	$753*	$1156*	$2004*
See Offers	$674*	$754*	$1156*	$2004*
See Offers	$674*	$754*	$1156*	$2004*
	$674*	$753*	$1156*	$2004*
See Offers	$924*	$944*	$1476*	$2013*
	$936*	$956*	$1488*	$2026*
See Offers	$924*	$944*	$1476*	$2013*
See Offers	$924*	$944*	$1476*	$2013*
See Offers	$924*	$944*	$1476*	$2014*
See Offers	$924*	$944*	$1476*	$2014*
	$924*	$944*	$1476*	$2013*

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

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

4.0

(1309 Reviews)

2025 sail dates: Apr 13

$893*

$112/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1309 Rhapsody of the Seas reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$893*	$1037*	$2149*	$2379*
See Offers	$892*	$1036*	$1179*	$2379*
	$905*	$1049*	$2161*	$2391*
See Offers	$892*	$1036*	$1179*	$2379*
See Offers	$892*	$1036*	$1179*	$2379*
See Offers	$893*	$1037*	$2149*	$2379*
See Offers	$893*	$1037*	$2149*	$2379*
	$892*	$1036*	$1179*	$2379*

Ports

San Juan, Puerto Rico
Frederiksted, St. Croix, U.S.V.I.
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
Roseau, Dominica
Bridgetown, Barbados
Castries, St. Lucia

View more ports

Ports

San Juan, Puerto Rico - Frederiksted, St. Croix, U.S.V.I. - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - Roseau, Dominica - Bridgetown, Barbados - Castries, St. Lucia - View more ports

8 Night Southern Caribbean (San Juan Roundtrip)

Rhapsody of the Seas L

4.0

(1309 Reviews)

2025 sail dates: May 24

$827*

$103/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1309 Rhapsody of the Seas reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$827*	$946*	$1639*	$1769*
See Offers	$826*	$946*	$1639*	$1768*
	$839*	$958*	$1651*	$1781*
See Offers	$826*	$946*	$1639*	$1768*
See Offers	$826*	$946*	$1639*	$1768*
See Offers	$827*	$946*	$1639*	$1769*
See Offers	$827*	$946*	$1639*	$1769*
	$826*	$946*	$1639*	$1768*

Ports

San Juan, Puerto Rico
Frederiksted, St. Croix, U.S.V.I.
Willemstad, Curacao
Oranjestad, Aruba
Kralendijk, Bonaire

View more ports

Ports

San Juan, Puerto Rico - Frederiksted, St. Croix, U.S.V.I. - Willemstad, Curacao - Oranjestad, Aruba - Kralendijk, Bonaire - View more ports

7 Night Southern Caribbean (San Juan Roundtrip)

Brilliance of the Seas L

4.0

(1664 Reviews)

2026 sail dates: Mar 08, Mar 29

$844*

$121/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1664 Brilliance of the Seas reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$844*	$954*	$1436*	$2144*
	$856*	$966*	$1448*	$2156*
See Offers	$844*	$954*	$1436*	$2144*
See Offers	$844*	$954*	$1436*	$2144*
See Offers	$844*	$954*	$1436*	$2144*
See Offers	$844*	$954*	$1436*	$2144*
	$844*	$954*	$1436*	$2144*
See Offers	$844*	$1084*	$1456*	$1983*
	$856*	$1096*	$1469*	$1996*
See Offers	$844*	$1084*	$1456*	$1983*
See Offers	$844*	$1084*	$1456*	$1983*
See Offers	$844*	$1084*	$1457*	$1984*
See Offers	$844*	$1084*	$1457*	$1984*
	$844*	$1084*	$1456*	$1983*

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Fort-De-France, Martinique
Bridgetown, Barbados

View more ports

Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Fort-De-France, Martinique - Bridgetown, Barbados - View more ports

7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

Grand Princess L

4.0

(1082 Reviews)

2025 sail dates: Nov 16

2026 sail dates: Feb 22

$587*

$84/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1082 Grand Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$687*	$837*	$1007*	$2348*
See Offers	$588*	$686*	$908*	$1208*
See Offers	$588*	$686*	$908*	$1208*
See Offers	$588*	$686*	$908*	$1208*
	$700*	$798*	$1020*	$1320*
See Offers	$688*	$786*	$1008*	$1308*
	$588*	$686*	$908*	$1208*
See Offers	$688*	$786*	$1008*	$1308*
	$587*	$727*	$997*	$2208*
See Offers	$588*	$679*	$998*	$1298*
See Offers	$588*	$679*	$998*	$1298*
See Offers	$588*	$679*	$998*	$1298*
	$600*	$691*	$1010*	$1310*
See Offers	$588*	$679*	$998*	$1298*
	$588*	$679*	$998*	$1298*
See Offers	$588*	$679*	$998*	$1298*

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

7 Night Southern Caribbean With Barbados (San Juan Roundtrip)

Grand Princess L

4.0

(1082 Reviews)

2025 sail dates: Nov 30, Dec 14

2026 sail dates: Jan 18

$587*

$84/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1082 Grand Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$687*	$837*	$1007*	$2348*
See Offers	$588*	$686*	$908*	$1208*
See Offers	$588*	$686*	$908*	$1208*
See Offers	$588*	$686*	$908*	$1208*
	$700*	$798*	$1020*	$1320*
See Offers	$688*	$786*	$1008*	$1308*
	$588*	$686*	$908*	$1208*
See Offers	$688*	$786*	$1008*	$1308*
	$687*	$837*	$1007*	$2348*
See Offers	$588*	$686*	$908*	$1208*
See Offers	$588*	$686*	$908*	$1208*
See Offers	$588*	$686*	$908*	$1208*
	$700*	$798*	$1020*	$1320*
See Offers	$688*	$786*	$1008*	$1308*
	$588*	$686*	$908*	$1208*
See Offers	$688*	$786*	$1008*	$1308*
	$587*	$737*	$907*	$2248*
See Offers	$588*	$686*	$908*	$1208*
See Offers	$588*	$686*	$908*	$1208*
See Offers	$588*	$686*	$908*	$1208*
	$600*	$698*	$920*	$1220*
See Offers	$588*	$686*	$908*	$1208*
	$588*	$686*	$908*	$1208*
See Offers	$588*	$686*	$908*	$1208*

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

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

(2134 Reviews)

2026 sail dates: Jan 17

$753*

$108/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 2134 Jewel of the Seas reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$753*	$903*	$1116*	$1854*
	$766*	$916*	$1129*	$1866*
See Offers	$753*	$903*	$1116*	$1854*
See Offers	$753*	$903*	$1116*	$1854*
See Offers	$754*	$904*	$1117*	$1854*
See Offers	$754*	$904*	$1117*	$1854*
	$753*	$903*	$1116*	$1854*

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

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

4.0

(1309 Reviews)

2025 sail dates: Mar 23

$549*

$78/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1309 Rhapsody of the Seas reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$549*	$676*	$2323*	$2099*
	$688*	$779*	$1871*	$2111*
See Offers	$549*	$676*	$2323*	$2099*
See Offers	$549*	$676*	$2323*	$2099*
See Offers	$676*	$767*	$1859*	$2099*
See Offers	$676*	$767*	$1859*	$2099*
	$549*	$676*	$2323*	$2099*

Ports

San Juan, Puerto Rico
Frederiksted, St. Croix, U.S.V.I.
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
Basseterre, St. Kitts
Kralendijk, Bonaire
Willemstad, Curacao
Oranjestad, Aruba

View more ports

Ports

San Juan, Puerto Rico - Frederiksted, St. Croix, U.S.V.I. - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - Basseterre, St. Kitts - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - View more ports

10 Night Southern Caribbean (San Juan Roundtrip)

Rhapsody of the Seas L

4.0

(1309 Reviews)

2025 sail dates: Feb 16

$797*

$80/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1309 Rhapsody of the Seas reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$797*	$1016*	$2443*	$4194*
See Offers	$796*	$1016*	N/A	$4193*
	$809*	$1028*	$2455*	$4206*
See Offers	$796*	$1016*	N/A	$4193*
See Offers	$796*	$1016*	N/A	$4193*
See Offers	$797*	$1016*	$2443*	$4194*
See Offers	$797*	$1016*	$2405*	$4194*
	$796*	$1016*	N/A	$4193*

Cruises to Caribbean - Southern leaving San Juan, Puerto Rico cruise port 93 Caribbean - Southern Cruises Found

Your search Clear selections

93 cruises found

Sort by

Filter by

More popular departure ports with sailing to Caribbean - Southern

More popular cruise destinations from San Juan, Puerto Rico

More popular cruise lines that sail to Caribbean - Southern