Princess Cruises to Caribbean - Southern

Ports

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

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

(1102 Reviews)

2025 sail dates: Nov 30,

2026 sail dates: Jan 18

$569*

$81/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1102 Grand Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$569*	$664*	$889*	$2239*
See Offers	$669*	$744*	$989*	$1199*
See Offers	$669*	$744*	$989*	$1199*
	$669*	$744*	$989*	$1199*
See Offers	$569*	$644*	$889*	$1099*
See Offers	$569*	$644*	$889*	$1099*
See Offers	$569*	$644*	$889*	$1099*
See Offers	$689*	$759*	$939*	$1149*
See Offers	$689*	$759*	$939*	$1149*
	$689*	$759*	$939*	$1149*
	$648*	$748*	$1038*	$2349*
See Offers	$649*	$734*	$1039*	$1339*
See Offers	$649*	$734*	$1039*	$1339*
	$649*	$734*	$1039*	$1339*

Ports

Ft. Lauderdale (Port Everglades), Florida
Princess Cays (Cruise Line Private Island)
Charlotte Amalie, St. Thomas
Roseau, Dominica
Castries, St. Lucia
Fort-De-France, Martinique
St. John's, Antigua

View more ports

Ports

Ft. Lauderdale (Port Everglades), Florida - Princess Cays (Cruise Line Private Island) - Charlotte Amalie, St. Thomas - Roseau, Dominica - Castries, St. Lucia - Fort-De-France, Martinique - St. John's, Antigua - View more ports

10 Night Southern Caribbean With Martinique (Ft. Lauderdale Roundtrip)

Caribbean Princess L

3.9

(1889 Reviews)

2025 sail dates: Oct 28

2026 sail dates: Mar 29, Apr 18

$948*

$95/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1889 Caribbean Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$948*	$1093*	$1528*	$4324*
See Offers	$951*	$1012*	$1531*	$1976*
See Offers	$951*	$1012*	$1531*	$1976*
	$951*	$1012*	$1531*	$1976*
See Offers	$951*	$1012*	$1531*	$1976*
See Offers	$951*	$1012*	$1531*	$1976*
See Offers	$951*	$1012*	$1531*	$1976*
	$968*	$1108*	$1688*	$4609*
See Offers	$971*	$1036*	$1691*	$2216*
See Offers	$971*	$1036*	$1691*	$2216*
	$971*	$1036*	$1691*	$2216*
See Offers	$971*	$1036*	$1691*	$2216*
See Offers	$971*	$1036*	$1691*	$2216*
See Offers	$971*	$1036*	$1691*	$2216*
	$1069*	$1429*	$1659*	$4209*
See Offers	$1072*	$1343*	$1662*	$2062*
See Offers	$1072*	$1343*	$1662*	$2062*
	$1072*	$1343*	$1662*	$2062*
See Offers	$1073*	$1344*	$1663*	$2063*
See Offers	$1072*	$1343*	$1662*	$2062*
See Offers	$1072*	$1343*	$1662*	$2062*

Ports

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

View more ports

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

(1102 Reviews)

2025 sail dates: Dec 28,

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

$648*

$93/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1102 Grand Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$689*	$767*	$999*	$1239*
See Offers	$689*	$767*	$999*	$1239*
	$689*	$767*	$999*	$1239*
	$1098*	$1198*	$1438*	$2639*
See Offers	$1099*	$1199*	$1439*	$1739*
See Offers	$1099*	$1199*	$1439*	$1739*
	$1099*	$1199*	$1439*	$1739*
See Offers	$1098*	$1198*	$1438*	$1738*
See Offers	$1098*	$1198*	$1438*	$1738*
See Offers	$1098*	$1198*	$1438*	$1738*
	$638*	$748*	$1048*	$2349*
See Offers	$639*	$722*	$1049*	$1339*
See Offers	$639*	$722*	$1049*	$1339*
	$639*	$722*	$1049*	$1339*
See Offers	$638*	$721*	$1048*	$1338*
See Offers	$638*	$721*	$1048*	$1338*
See Offers	$638*	$721*	$1048*	$1338*
	$648*	$748*	$1048*	$2344*
See Offers	$649*	$727*	$1049*	$1349*
See Offers	$649*	$727*	$1049*	$1349*
	$649*	$727*	$1049*	$1349*
See Offers	$648*	$726*	$1048*	$1348*
See Offers	$648*	$726*	$1048*	$1348*
See Offers	$648*	$726*	$1048*	$1348*
	$648*	$748*	$1048*	$2344*
See Offers	$649*	$727*	$1049*	$1349*
See Offers	$649*	$727*	$1049*	$1349*
	$649*	$727*	$1049*	$1349*
See Offers	$648*	$726*	$1048*	$1348*
See Offers	$648*	$726*	$1048*	$1348*
See Offers	$599*	$677*	$999*	$1299*
	$688*	$778*	$1048*	$2439*
See Offers	$689*	$774*	$1049*	$1239*
See Offers	$689*	$774*	$1049*	$1239*
	$689*	$774*	$1049*	$1239*
See Offers	$688*	$773*	$1048*	$1238*
See Offers	$688*	$773*	$1048*	$1238*
See Offers	$688*	$773*	$1048*	$1238*

Ports

Ft. Lauderdale (Port Everglades), Florida
Princess Cays (Cruise Line Private Island)
Charlotte Amalie, St. Thomas
Roseau, Dominica
Bridgetown, Barbados
Fort-De-France, Martinique
St. John's, Antigua

View more ports

Ports

Ft. Lauderdale (Port Everglades), Florida - Princess Cays (Cruise Line Private Island) - Charlotte Amalie, St. Thomas - Roseau, Dominica - Bridgetown, Barbados - Fort-De-France, Martinique - St. John's, Antigua - View more ports

10 Night Southern Caribbean With Martinique (Ft. Lauderdale Roundtrip)

Enchanted Princess XL

4.4

(285 Reviews)

2025 sail dates: Dec 27

2026 sail dates: Feb 25, Mar 17

$878*

$88/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 285 Enchanted Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1118*	N/A	$1958*	$5179*
See Offers	$1118*	N/A	$1883*	$2708*
See Offers	$1118*	N/A	$1883*	$2708*
	$1118*	N/A	$1883*	$2708*
See Offers	$1118*	N/A	$1883*	$2708*
See Offers	$1118*	N/A	$1883*	$2708*
See Offers	$1118*	N/A	$1883*	$2708*
	$878*	$1518*	$1518*	$4309*
See Offers	$879*	$1519*	$1448*	$1819*
See Offers	$879*	$1519*	$1448*	$1819*
	$879*	$1519*	$1448*	$1819*
See Offers	$878*	$1518*	$1448*	$1818*
See Offers	$878*	$1518*	$1448*	$1818*
See Offers	$878*	$1518*	$1448*	$1818*
	$938*	$1708*	$1708*	$4509*
See Offers	$938*	$1708*	$1632*	$2108*
See Offers	$938*	$1708*	$1632*	$2108*
	$938*	$1708*	$1632*	$2108*
See Offers	$938*	$1708*	$1632*	$2108*
See Offers	$938*	$1708*	$1632*	$2108*
See Offers	$938*	$1708*	$1632*	$2108*

Ports

Ft. Lauderdale (Port Everglades), Florida
Basseterre, St. Kitts
Fort-De-France, Martinique
Castries, St. Lucia
Bridgetown, Barbados
St. George's, Grenada
Port of Spain
Willemstad, Curacao
Oranjestad, Aruba

View more ports

Ports

Ft. Lauderdale (Port Everglades), Florida - Basseterre, St. Kitts - Fort-De-France, Martinique - Castries, St. Lucia - Bridgetown, Barbados - St. George's, Grenada - Port of Spain - Willemstad, Curacao - Oranjestad, Aruba - View more ports

14 Night Caribbean Islander (Ft. Lauderdale Roundtrip)

Enchanted Princess XL

4.4

(285 Reviews)

2025 sail dates: Dec 03

$1029*

$74/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 285 Enchanted Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1029*	$1699*	$1699*	$5199*
See Offers	$1231*	$1901*	$1802*	$2711*
See Offers	$1231*	$1901*	$1802*	$2711*
	$1231*	$1901*	$1802*	$2711*
See Offers	$1033*	$1703*	$1603*	$2513*
See Offers	$1032*	$1702*	$1602*	$2512*
See Offers	$1032*	$1702*	$1602*	$2512*

Ports

Ft. Lauderdale (Port Everglades), Florida
Grand Turk Island
Amber Cove (Puerto Plata), Dominican Republic
Kralendijk, Bonaire
Willemstad, Curacao
Oranjestad, Aruba
Basseterre, St. Kitts
Charlotte Amalie, St. Thomas
San Juan, Puerto Rico
Tortola, British Virgin Islands
Roseau, Dominica
St. George's, Grenada
Bridgetown, Barbados

View more ports

Ports

Ft. Lauderdale (Port Everglades), Florida - Grand Turk Island - Amber Cove (Puerto Plata), Dominican Republic - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - Basseterre, St. Kitts - Charlotte Amalie, St. Thomas - San Juan, Puerto Rico - Tortola, British Virgin Islands - Roseau, Dominica - St. George's, Grenada - Bridgetown, Barbados - View more ports

18 Night Southern Caribbean (Ft. Lauderdale To San Juan)

Grand Princess L

4.0

(1102 Reviews)

2025 sail dates: Oct 01

$1657*

$92/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1102 Grand Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1657*	$1897*	$2377*	$6243*
See Offers	$1658*	$1818*	$2378*	$3068*
See Offers	$1658*	$1818*	$2378*	$3068*
	$1658*	$1818*	$2378*	$3068*

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
Fort-De-France, Martinique
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 - Fort-De-France, Martinique - St. George's, Grenada - View more ports

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Grand Princess L

4.0

(1102 Reviews)

2025 sail dates: Nov 02

$1338*

$96/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1102 Grand Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1338*	$1578*	$1938*	$4977*
See Offers	$1339*	$1490*	$1939*	$2439*
See Offers	$1339*	$1490*	$1939*	$2439*
	$1339*	$1490*	$1939*	$2439*
See Offers	$1338*	$1489*	$1938*	$2438*
See Offers	$1338*	$1489*	$1938*	$2438*
See Offers	$1338*	$1489*	$1938*	$2438*

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Fort-De-France, Martinique
Bridgetown, Barbados
Pointe-A-Pitre, Guadeloupe
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 - Fort-De-France, Martinique - Bridgetown, Barbados - Pointe-A-Pitre, Guadeloupe - Roseau, Dominica - St. George's, Grenada - View more ports

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Grand Princess L

4.0

(1102 Reviews)

2026 sail dates: Feb 22

$1257*

$90/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1102 Grand Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1257*	$1457*	$2057*	$4904*
See Offers	$1258*	$1414*	$2058*	$2658*
See Offers	$1258*	$1414*	$2058*	$2658*
	$1258*	$1414*	$2058*	$2658*
See Offers	$1257*	$1413*	$2057*	$2492*
See Offers	$1257*	$1413*	$2057*	$2492*
See Offers	$1257*	$1413*	$2057*	$2492*

Ports

San Juan, Puerto Rico
Frederiksted, St. Croix, U.S.V.I.
Pointe-A-Pitre, Guadeloupe
Roseau, Dominica
St. George's, Grenada
Bridgetown, Barbados
Charlotte Amalie, St. Thomas
Basseterre, St. Kitts
Oranjestad, Aruba
Willemstad, Curacao
Kralendijk, Bonaire
Amber Cove (Puerto Plata), Dominican Republic
Grand Turk Island
Ft. Lauderdale (Port Everglades), Florida

View more ports

Ports

San Juan, Puerto Rico - Frederiksted, St. Croix, U.S.V.I. - Pointe-A-Pitre, Guadeloupe - Roseau, Dominica - St. George's, Grenada - Bridgetown, Barbados - Charlotte Amalie, St. Thomas - Basseterre, St. Kitts - Oranjestad, Aruba - Willemstad, Curacao - Kralendijk, Bonaire - Amber Cove (Puerto Plata), Dominican Republic - Grand Turk Island - Ft. Lauderdale (Port Everglades), Florida - View more ports

18 Night Southern Caribbean (San Juan To Ft. Lauderdale)

Grand Princess L

4.0

(1102 Reviews)

2026 sail dates: Mar 29

$1697*

$94/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1102 Grand Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1697*	$2067*	$2572*	N/A
See Offers	$1698*	$1925*	$2572*	$3158*
See Offers	$1698*	$1925*	$2572*	$3158*
	$1698*	$1925*	$2572*	$3158*
See Offers	$1697*	$1924*	$2572*	$2913*
See Offers	$1697*	$1924*	$2572*	$2913*
See Offers	$1535*	$1762*	$2409*	$2913*

Ports

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

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 - Frederiksted, St. Croix, U.S.V.I. - Roseau, Dominica - Castries, St. Lucia - St. George's, Grenada - View more ports

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Grand Princess L

4.0

(1102 Reviews)

2025 sail dates: Nov 16

$1487*

$106/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1102 Grand Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1487*	$1707*	$2187*	N/A
See Offers	$1491*	$1672*	$2191*	$2931*
See Offers	$1491*	$1672*	$2191*	$2931*
	$1491*	$1672*	$2191*	$2931*
See Offers	$1490*	$1671*	$2190*	$2691*
See Offers	$1490*	$1671*	$2190*	$2691*
See Offers	$1490*	$1671*	$2190*	$2691*

Princess Cruises Cruises to Caribbean - Southern 64 cruises on Princess Cruises found

Your search Clear selections

64 cruises found

Sort by

Filter by

More popular destinations for Princess Cruises

More popular cruise lines that sail to Caribbean - Southern

More popular departure ports with sailings to Caribbean - Southern