Caribbean - Southern Cruises : Best Cruise Prices

Sponsored cruise

Ports

Baltimore, Maryland
Frederiksted, St. Croix, U.S.V.I.
Philipsburg, St. Maarten
Castries, St. Lucia
Roseau, Dominica
Basseterre, St. Kitts

Ports

Baltimore, Maryland - Frederiksted, St. Croix, U.S.V.I. - Philipsburg, St. Maarten - Castries, St. Lucia - Roseau, Dominica - Basseterre, St. Kitts - View more ports

12 Night Southern Caribbean (Baltimore Roundtrip)

Vision of the Seas L

4.0

(1606 Reviews)

2024 sail dates: Dec 07

2025 sail dates: Mar 29, Apr 26,

$943*

$79/night*

Inside

View Deal

Loading itinerary...

Loading reviews...

Read all 1606 Vision of the Seas reviews

Ports

San Juan, Puerto Rico
Basseterre, St. Kitts
St. John's, Antigua
Kralendijk, Bonaire
Oranjestad, Aruba

View more ports

Ports

San Juan, Puerto Rico - Basseterre, St. Kitts - St. John's, Antigua - Kralendijk, Bonaire - Oranjestad, Aruba - View more ports

7 Night Halloween On The High Seas Southern Caribbean (San Juan Roundtrip)

Disney Magic L

4.4

(592 Reviews)

2025 sail dates: Oct 24

$1567*

$224/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 592 Disney Magic reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$1567*	$1741*	$2140*	$4414*
	$1674*	$1863*	$2297*	$4768*
	$1674*	$1863*	$2297*	$4768*
	$1674*	$1863*	$2297*	$4768*
See Offers	$1674*	$1863*	$2297*	$4768*

Ports

New York, New York
Philipsburg, St. Maarten
Basseterre, St. Kitts
Castries, St. Lucia
Willemstad, Curacao
Oranjestad, Aruba
Ft. Lauderdale (Port Everglades), Florida

View more ports

Ports

New York, New York - Philipsburg, St. Maarten - Basseterre, St. Kitts - Castries, St. Lucia - Willemstad, Curacao - Oranjestad, Aruba - Ft. Lauderdale (Port Everglades), Florida - View more ports

12 Night Southern Caribbean Islander Repositioning (New York To Ft. Lauderdale)

Majestic Princess L

4.4

(423 Reviews)

2026 sail dates: Nov 07

$1289*

$107/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 423 Majestic Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1289*	N/A	N/A	$5099*
See Offers	$1289*	N/A	$1829*	$2749*
See Offers	$1289*	N/A	$1829*	$2749*
	$1289*	N/A	$1829*	$2749*
See Offers	$1289*	N/A	$1829*	$2749*
See Offers	$1289*	N/A	$1829*	$2749*
See Offers	$1289*	N/A	$1829*	$2749*

Ports

San Juan, Puerto Rico
Soper's Hole, Tortola, B.V.I.
SOUTH FRIARS BAY, ST. KITTS
Terre-De-Haut, Iles Des Saintes, Guadeloupe
Fort-De-France, Martinique
Port Elizabeth, Bequia, Grenadines
St. George's, Grenada
Bridgetown, Barbados
Rodney Bay, St. Lucia
Little Bay, Montserrat
Willemstad, Curacao
Oranjestad, Aruba
Kralendijk, Bonaire

View more ports

Ports

San Juan, Puerto Rico - Soper's Hole, Tortola, B.V.I. - SOUTH FRIARS BAY, ST. KITTS - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Fort-De-France, Martinique - Port Elizabeth, Bequia, Grenadines - St. George's, Grenada - Bridgetown, Barbados - Rodney Bay, St. Lucia - Little Bay, Montserrat - Willemstad, Curacao - Oranjestad, Aruba - Kralendijk, Bonaire - View more ports

20 Night Holiday Caribbean Enchantment (San Juan To Bridgetown)

Seabourn Ovation S

4.4

(27 Reviews)

2025 sail dates: Dec 14

$12398*

$620/night*

Suite

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 27 Seabourn Ovation reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	N/A	N/A	N/A	$12398*
See Offers	N/A	N/A	N/A	$12398*
	N/A	N/A	N/A	$12398*
See Offers	N/A	N/A	N/A	$12398*

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Gustavia, St. Barthelemy
Basseterre, St. Kitts
Roseau, Dominica
Pigeon Island, St. Lucia
St. George's, Grenada
Bridgetown, Barbados

View more ports

Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Gustavia, St. Barthelemy - Basseterre, St. Kitts - Roseau, Dominica - Pigeon Island, St. Lucia - St. George's, Grenada - Bridgetown, Barbados - View more ports

7 Night Winter Antilles Escape (San Juan To Bridgetown)

Star Pride XL

4.4

(39 Reviews)

2024 sail dates: Dec 07

$2040*

$291/night*

Suite

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 39 Star Pride reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	N/A	N/A	N/A	$2040*
See Offers	N/A	N/A	N/A	$2040*
	N/A	N/A	N/A	$2040*

Ports

Bridgetown, Barbados
Pointe-A-Pitre, Guadeloupe
St. John's, Antigua
San Juan, Puerto Rico
Miami, Florida

View more ports

Ports

Bridgetown, Barbados - Pointe-A-Pitre, Guadeloupe - St. John's, Antigua - San Juan, Puerto Rico - Miami, Florida - View more ports

6 Night A Journey Of Sunshine Caribbean Shores & Sizzling Magnetism (Bridgetown To Miami)

Explora I M

4.5

(7 Reviews)

2024 sail dates: Dec 10

$2825*

$471/night*

Suite

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 7 Explora I reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	N/A	N/A	N/A	$2825*
See Offers	N/A	N/A	N/A	$2825*
	N/A	N/A	N/A	$2825*

Ports

Ft. Lauderdale (Port Everglades), Florida
Philipsburg, St. Maarten
Basseterre, St. Kitts
Fort-De-France, Martinique
Roseau, Dominica
St. George's, Grenada
Port of Spain
Kralendijk, Bonaire
Oranjestad, Aruba

View more ports

Ports

Ft. Lauderdale (Port Everglades), Florida - Philipsburg, St. Maarten - Basseterre, St. Kitts - Fort-De-France, Martinique - Roseau, Dominica - St. George's, Grenada - Port of Spain - Kralendijk, Bonaire - Oranjestad, Aruba - View more ports

14 Night Circle Caribbean (Ft. Lauderdale Roundtrip)

Coral Princess M

4.1

(827 Reviews)

2025 sail dates: Dec 08

$1070*

$76/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 827 Coral Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1070*	$1170*	$1579*	$5229*
See Offers	$692*	$721*	$1015*	$1418*
See Offers	$1070*	$1099*	$1393*	$1796*
	$692*	$721*	$1015*	$1418*
See Offers	$692*	$721*	$1015*	$1418*
See Offers	$1070*	$1099*	$1393*	$1796*
See Offers	$1070*	$1099*	$1393*	$1796*

Ports

Pointe-A-Pitre, Guadeloupe
Kingstown, St. Vincent
Bridgetown, Barbados
Castries, St. Lucia
St. George's, Grenada
Fort-De-France, Martinique

View more ports

Ports

Pointe-A-Pitre, Guadeloupe - Kingstown, St. Vincent - Bridgetown, Barbados - Castries, St. Lucia - St. George's, Grenada - Fort-De-France, Martinique - View more ports

7 Night Southern Caribbean (Pointe-A-Pitre Roundtrip)

MSC Virtuosa XL

4.0

(55 Reviews)

2024 sail dates: Dec 22

$1283*

$183/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 55 MSC Virtuosa reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1283*	N/A	N/A	N/A
See Offers	$1283*	N/A	$1883*	N/A
	$1274*	N/A	N/A	N/A
See Offers	$1283*	N/A	$1903*	N/A
See Offers	$1283*	N/A	$1883*	N/A
	$1283*	N/A	$1883*	N/A

Ports

Ft. Lauderdale (Port Everglades), Florida
Oranjestad, Aruba
Willemstad, Curacao
Perfect Day At Coco Cay, Bahamas

View more ports

Ports

Ft. Lauderdale (Port Everglades), Florida - Oranjestad, Aruba - Willemstad, Curacao - Perfect Day At Coco Cay, Bahamas - View more ports

8 Night Southern Caribbean & Perfect Day Holiday (Ft. Lauderdale Roundtrip)

Oasis of the Seas XL

4.3

(4163 Reviews)

2025 sail dates: Dec 27

$1703*

$213/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 4163 Oasis of the Seas reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$1703*	$2057*	$2089*	$4269*
See Offers	$1708*	$2062*	$2094*	$4274*
See Offers	$1703*	$2057*	$2089*	$4269*
See Offers	$1703*	$2057*	$2089*	$4269*
	$1703*	$2057*	$2089*	$4269*
	$1694*	$2048*	$2080*	$4260*
See Offers	$1704*	$2057*	$2090*	$4269*
See Offers	$1708*	$2062*	$2094*	$4274*

Ports

Ft. Lauderdale (Port Everglades), Florida
Tortola, British Virgin Islands
St. John's, Antigua
Bridgetown, Barbados
Castries, St. Lucia
Basseterre, St. Kitts

View more ports

Ports

Ft. Lauderdale (Port Everglades), Florida - Tortola, British Virgin Islands - St. John's, Antigua - Bridgetown, Barbados - Castries, St. Lucia - Basseterre, St. Kitts - View more ports

10 Night Ultimate Southern Caribbean (Ft. Lauderdale Roundtrip)

Celebrity Ascent L

4.6

(73 Reviews)

2026 sail dates: Jan 02, Feb 13, Mar 06, Mar 27 More

$1210*

$121/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 73 Celebrity Ascent reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1210*	$1324*	$1744*	$5017*
See Offers	$1210*	$1324*	$1744*	$5016*
See Offers	$1210*	$1324*	$1744*	$5017*
	$1210*	$1324*	$1744*	$5016*
See Offers	$1210*	$1324*	$1744*	$5016*
See Offers	$1210*	$1324*	$1744*	$5017*
See Offers	$1210*	$1324*	$1744*	$5017*
	$1495*	$1658*	$2172*	$6089*
See Offers	$1495*	$1657*	$2172*	$6089*
See Offers	$1495*	$1658*	$2172*	$6089*
	$1495*	$1657*	$2172*	$6089*
See Offers	$1495*	$1657*	$2172*	$6089*
See Offers	$1495*	$1658*	$2172*	$6089*
See Offers	$1495*	$1658*	$2172*	$6089*
	$1280*	$1468*	$1887*	$5067*
See Offers	$1305*	$1467*	$1887*	$5066*
See Offers	$1305*	$1468*	$1887*	$5067*
	$1305*	$1467*	$1887*	$5066*
See Offers	$1305*	$1467*	$1887*	$5066*
See Offers	$1305*	$1468*	$1887*	$5067*
See Offers	$1305*	$1468*	$1887*	$5067*
	$1334*	$1448*	$1868*	$5167*
See Offers	$1333*	$1447*	$1867*	$5166*
See Offers	$1334*	$1448*	$1868*	$5167*
	$1333*	$1447*	$1867*	$5166*
See Offers	$1333*	$1447*	$1867*	$5166*
See Offers	$1334*	$1448*	$1868*	$5167*
See Offers	$1334*	$1448*	$1868*	$5167*

Ports

Pointe-A-Pitre, Guadeloupe
Castries, St. Lucia
Bridgetown, Barbados
Kingstown, St. Vincent
St. George's, Grenada
Fort-De-France, Martinique

View more ports

Ports

Pointe-A-Pitre, Guadeloupe - Castries, St. Lucia - Bridgetown, Barbados - Kingstown, St. Vincent - St. George's, Grenada - Fort-De-France, Martinique - View more ports

7 Night Southern Caribbean (Pointe-A-Pitre Roundtrip)

MSC Virtuosa XL

4.0

(55 Reviews)

2025 sail dates: Jan 05, Feb 16, Mar 02, Mar 16, Mar 30 More

$783*

$112/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 55 MSC Virtuosa reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$793*	N/A	N/A	$3063*
See Offers	$793*	$963*	$1213*	$3063*
	$784*	N/A	N/A	$3054*
See Offers	$794*	N/A	N/A	$3064*
See Offers	$793*	$963*	$1213*	$3063*
	$793*	$963*	$1213*	$3063*
	$783*	$983*	$1243*	$2013*
See Offers	$783*	$983*	$1243*	N/A
	$774*	$974*	$1234*	$2004*
See Offers	$784*	$984*	$1244*	$2014*
See Offers	$783*	$983*	$1243*	N/A
	$783*	$983*	$1243*	N/A
	$1008*	N/A	$1488*	N/A
See Offers	$1008*	N/A	$1488*	N/A
	$999*	N/A	$1479*	N/A
See Offers	$1009*	N/A	$1489*	N/A
See Offers	$1008*	N/A	$1488*	N/A
	$1008*	N/A	$1488*	N/A
See Offers	$1009*	N/A	$1489*	N/A
	$983*	$1143*	$1413*	$2193*
See Offers	$983*	$1143*	$1413*	$2193*
	$974*	$1134*	$1404*	$2184*
See Offers	$984*	$1144*	$1414*	$2194*
See Offers	$983*	$1143*	$1413*	$2193*
	$983*	$1143*	$1413*	$2193*
See Offers	$984*	$1144*	$1414*	$2194*
	$828*	$958*	$1178*	N/A
See Offers	$828*	$958*	$1178*	N/A
	$819*	$949*	$1169*	N/A
See Offers	$829*	$959*	$1179*	N/A
See Offers	$828*	$958*	$1178*	N/A
	$828*	$958*	$1178*	N/A

Caribbean - Southern cruises 442 Caribbean - Southern Cruises Found

Your search Clear selections

442 cruises found

Sort by

Filter by

More popular cruise lines sailing to Caribbean - Southern

More popular departure ports with sailings to Caribbean - Southern