Caribbean Cruises : Best Cruise Prices

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Ports

New York, New York
Hamilton, Bermuda
St. George's, Bermuda
Gustavia, St. Barthelemy
St. John's, Antigua
Castries, St. Lucia
Bridgetown, Barbados
St. George's, Grenada
Kralendijk, Bonaire
Oranjestad, Aruba
Miami, Florida

Ports

New York, New York - Hamilton, Bermuda - St. George's, Bermuda - Gustavia, St. Barthelemy - St. John's, Antigua - Castries, St. Lucia - Bridgetown, Barbados - St. George's, Grenada - Kralendijk, Bonaire - Oranjestad, Aruba - Miami, Florida - View more ports

15 Night Island Voyager (New York To Miami)

Sirena S

4.1

(85 Reviews)

2024 sail dates: Nov 19

$2520*

$168/night*

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Ports

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

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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

(1598 Reviews)

2024 sail dates:

2025 sail dates: Feb 01, Mar 01, Mar 29, Apr 26 More

$1054*

$88/night*

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Ports

New York, New York
Hamilton, Bermuda
St. George's, Bermuda
Gustavia, St. Barthelemy
Roseau, Dominica
Castries, St. Lucia
Bridgetown, Barbados
Kingstown, St. Vincent
St. George's, Grenada
Kralendijk, Bonaire
Willemstad, Curacao
Oranjestad, Aruba

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Ports

New York, New York - Hamilton, Bermuda - St. George's, Bermuda - Gustavia, St. Barthelemy - Roseau, Dominica - Castries, St. Lucia - Bridgetown, Barbados - Kingstown, St. Vincent - St. George's, Grenada - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - View more ports

14 Night Island Anthology (New York To Oranjestad)

Insignia S

4.1

(87 Reviews)

2024 sail dates:

$3099*

$221/night*

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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

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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 - View more ports

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Grand Princess L

4.0

(1103 Reviews)

2025 sail dates: Nov 23

$1447*

$103/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1447*	$1662*	$2167*	N/A
See Offers	$1451*	$1628*	$2171*	$2821*
See Offers	$1447*	$1624*	$2167*	$2673*
	$1451*	$1628*	$2171*	$2821*
See Offers	$1451*	$1628*	$2171*	$2821*
See Offers	$1447*	$1624*	$2167*	$2673*
See Offers	$1447*	$1624*	$2167*	$2673*

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Roseau, Dominica
Bridgetown, Barbados
Frederiksted, St. Croix, U.S.V.I.
Basseterre, St. Kitts
Castries, St. Lucia
Kingstown, St. Vincent

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Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Roseau, Dominica - Bridgetown, Barbados - Frederiksted, St. Croix, U.S.V.I. - Basseterre, St. Kitts - Castries, St. Lucia - Kingstown, St. Vincent - View more ports

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Grand Princess L

4.0

(1103 Reviews)

2025 sail dates: Nov 30

$1317*

$94/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1317*	$1622*	$2097*	N/A
See Offers	$1321*	$1474*	$2101*	$2481*
See Offers	$1317*	$1470*	$2097*	$2433*
	$1321*	$1474*	$2101*	$2481*
See Offers	$1321*	$1474*	$2101*	$2481*
See Offers	$1317*	$1470*	$2097*	$2433*
See Offers	$1317*	$1470*	$2097*	$2433*

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

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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 - View more ports

13 Night Eastern Caribbean (San Juan Roundtrip)

Azamara Quest S

4.3

(130 Reviews)

2025 sail dates: Dec 06

$2619*

$201/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$2619*	$3249*	$3519*	$5439*
See Offers	$2619*	$3249*	$3519*	$5439*
	$2619*	$3249*	$3519*	$5439*
See Offers	$2619*	$3249*	$3519*	$5439*
See Offers	$2619*	$3249*	$3519*	$5439*

Ports

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

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Ports

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

14 Night Eastern Caribbean (Bridgetown Roundtrip)

Azamara Quest S

4.3

(130 Reviews)

2025 sail dates: Dec 13

$2619*

$187/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$2619*	$3199*	$3929*	$6219*
See Offers	$2619*	$3199*	$3929*	$6219*
	$2619*	$3199*	$3929*	$6219*
See Offers	$2619*	$3199*	$3929*	$6219*
See Offers	$2619*	$3199*	$3929*	$6219*

Ports

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

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Ports

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

18 Night Eastern Caribbean (San Juan To Miami)

Azamara Quest S

4.3

(130 Reviews)

2025 sail dates: Dec 19

$4449*

$247/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$4449*	$4889*	$5459*	$8479*
See Offers	$4449*	$4889*	$5459*	$8479*
	$4449*	$4889*	$5459*	$8479*
See Offers	$4449*	$4889*	$5459*	$8479*
See Offers	$4449*	$4889*	$5459*	$8479*

Ports

Ft. Lauderdale (Port Everglades), Florida
Grand Turk Island
San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Half Moon Cay, Bahamas (Private Island)
Philipsburg, St. Maarten
St. John's, Antigua
Fort-De-France, Martinique
Roseau, Dominica
Basseterre, St. Kitts

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Ports

Ft. Lauderdale (Port Everglades), Florida - Grand Turk Island - San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Half Moon Cay, Bahamas (Private Island) - Philipsburg, St. Maarten - St. John's, Antigua - Fort-De-France, Martinique - Roseau, Dominica - Basseterre, St. Kitts - View more ports

18 Night Eastern Caribbean / Eastern Wayfarer Holiday (Ft. Lauderdale Roundtrip)

Koningsdam L

4.3

(568 Reviews)

2025 sail dates: Dec 27

$2494*

$139/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$2494*	$3294*	$3744*	$5294*
See Offers	$2616*	$3309*	$3714*	$5539*
See Offers	$2739*	$3539*	$3989*	$5539*
	$2616*	$3309*	$3714*	$5539*
See Offers	$2739*	$3539*	$3989*	$5539*
See Offers	$2616*	$3309*	$3714*	$5539*
See Offers	$2739*	$3539*	$3989*	$5539*

Ports

San Juan, Puerto Rico
Frederiksted, St. Croix, U.S.V.I.
Basseterre, St. Kitts
Castries, St. Lucia
St. George's, Grenada
Bridgetown, Barbados
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Kingstown, St. Vincent

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Ports

San Juan, Puerto Rico - Frederiksted, St. Croix, U.S.V.I. - Basseterre, St. Kitts - Castries, St. Lucia - St. George's, Grenada - Bridgetown, Barbados - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Kingstown, St. Vincent - View more ports

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Grand Princess L

4.0

(1103 Reviews)

2026 sail dates: Jan 04

$1337*

$96/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1337*	$1547*	$2092*	N/A
See Offers	$1341*	$1527*	$2095*	$2671*
See Offers	$1337*	$1523*	$2092*	$2315*
	$1341*	$1527*	$2095*	$2671*
See Offers	$1341*	$1527*	$2095*	$2671*
See Offers	$1337*	$1523*	$2092*	$2315*
See Offers	$1337*	$1523*	$2092*	$2315*

Ports

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

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Ports

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

14 Night Southern Caribbean Adventurer (San Juan Roundtrip)

Grand Princess L

4.0

(1103 Reviews)

2026 sail dates: Jan 18

$1267*

$91/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1267*	$1467*	$2007*	N/A
See Offers	$1268*	$1438*	$2008*	$2648*
See Offers	$1267*	$1437*	$2007*	$2350*
	$1268*	$1438*	$2008*	$2648*
See Offers	$1268*	$1438*	$2008*	$2648*
See Offers	$1267*	$1437*	$2007*	$2350*
See Offers	$1267*	$1437*	$2007*	$2350*

Ports

Tampa, Florida
Puerto Plata, Dominican Republic
Tortola, British Virgin Islands
Oranjestad, Aruba
Willemstad, Curacao
Ocho Rios, Jamaica
George Town, Grand Cayman

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Ports

Tampa, Florida - Puerto Plata, Dominican Republic - Tortola, British Virgin Islands - Oranjestad, Aruba - Willemstad, Curacao - Ocho Rios, Jamaica - George Town, Grand Cayman - View more ports

12 Night Caribbean: Curacao Aruba & Dominican Republic (Tampa Roundtrip)

Norwegian Jewel L

3.7

(2383 Reviews)

2026 sail dates: Jan 20

$1324*

$110/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$1324*	$1684*	$2454*	$7644*
See Offers	$1324*	$1684*	$2440*	$2924*
See Offers	$1324*	$1684*	$2440*	$2924*
See Offers	$1324*	$1684*	$2454*	$2924*
	$1324*	$1684*	$2440*	$2924*
See Offers	$1324*	$1684*	$2440*	$2924*
See Offers	$1324*	$1684*	$2454*	$2924*
See Offers	$1324*	$1684*	$2454*	$2924*
See Offers	$1324*	$1684*	$2454*	$2924*

Ports

Southampton (London), England
Funchal, Madeira
Basseterre, St. Kitts
Bridgetown, Barbados
Castries, St. Lucia
St. George's, Grenada
Roseau, Dominica
Falmouth Harbour,Antigua
Amber Cove (Puerto Plata), Dominican Republic
Philipsburg, St. Maarten
Tenerife, Canary Islands

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Ports

Southampton (London), England - Funchal, Madeira - Basseterre, St. Kitts - Bridgetown, Barbados - Castries, St. Lucia - St. George's, Grenada - Roseau, Dominica - Falmouth Harbour,Antigua - Amber Cove (Puerto Plata), Dominican Republic - Philipsburg, St. Maarten - Tenerife, Canary Islands - View more ports

34 Night Caribbean (Southampton Roundtrip)

Queen Mary 2 L

4.2

(405 Reviews)

2027 sail dates: Jan 11

$4769*

$140/night*

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Bonus Offers	Inside	Oceanview	Balcony	Suite
	$4769*	$7369*	$7569*	$19169*
	$4969*	$7569*	$7869*	$19169*
	$4969*	$7569*	$7869*	$19169*
	$4969*	$7569*	$7869*	$19169*
See Offers	$4969*	$7569*	$7869*	$19169*

12+ Nights Caribbean Cruises 557 Caribbean Cruises Found

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