7,663 Caribbean cruises under $500/Night
July 17, 2028
7 Night South Caribbean Cruise
CruiseScore™ (3.46/5)
MSC Opera
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M
L
XL
La Romana
→
Isla Catalina
→
Bridgetown
→
Fort-de-France
→
Pointe-a-Pitre
→
Tortola
→
La Romana
Suite
June 26, 2028
7 Night South Caribbean Cruise
CruiseScore™ (3.41/5)
MSC Opera
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M
L
XL
La Romana
→
Isla Catalina
→
Virgin Gorda
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Philipsburg
→
Fort-de-France
→
St. John's, Antigua
→
La Romana
Suite
April 17, 2028
7 Night South Caribbean Cruise
CruiseScore™ (3.48/5)
MSC Opera
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M
L
XL
La Romana
→
Isla Catalina
→
Virgin Gorda
→
Philipsburg
→
Fort-de-France
→
St. John's, Antigua
→
La Romana
Suite
February 12, 2028
11 Night Eastern Caribbean: Windward & Leeward Islands Cruise
CruiseScore™ (4.62/5)
Holland America Eurodam
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L
XL
Fort Lauderdale
→
Philipsburg
→
St. John's, Antigua
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Roseau
→
Fort-de-France
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Basseterre
→
St. Thomas
→
Half Moon Cay
→
Fort Lauderdale
Suite
December 20, 2027
7 Night Round Trip Southern Caribbean Cruise from Santo Domingo
CruiseScore™ (3.83/5)
Costa Serena
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L
XL
Santo Domingo
→
Fort-de-France
→
Pointe-a-Pitre
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Basseterre
→
St. John's, Antigua
→
Tortola
→
Santo Domingo
Suite
LOWEST PRICE EVER
January 16, 2028
14 Night Carnival Journeys: Southern Caribbean
CruiseScore™ (4.32/5)
Carnival Valor
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XL
Mobile
→
Celebration Key
→
Amber Cove
→
San Juan
→
St. Thomas
→
Oranjestad
→
Willemstad
→
Montego Bay
→
Mobile
Inside
April 30, 2027
3 Night Round Trip Bahamas Cruise from Port Canaveral
CruiseScore™ (4.42/5)
Royal Caribbean Utopia of the Seas
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XL
Port Canaveral
→
Nassau
→
CocoCay
→
Port Canaveral
Suite
June 26, 2027
8 Night Round Trip Southern Caribbean Cruise from Fort Lauderdale
CruiseScore™ (4.50/5)
Royal Caribbean Allure of the Seas
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XL
Fort Lauderdale
→
Willemstad
→
Oranjestad
→
CocoCay
→
Fort Lauderdale
Balcony
LOWEST PRICE EVER
March 18, 2028
8 Night Bahamas Cruise
CruiseScore™ (4.04/5)
Carnival Jubilee
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XL
Galveston
→
Nassau
→
Half Moon Cay
→
Celebration Key
→
Galveston
Suite
LOWEST PRICE EVER
May 20, 2027
4 Night Western Caribbean Cruise
CruiseScore™ (3.96/5)
Carnival Paradise
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M
L
XL
Tampa
→
Bimini
→
Celebration Key
→
Tampa
Suite
NEW THIS WEEK
May 27, 2028
7 Night Southern Caribbean Cruise
CruiseScore™ (3.86/5)
Royal Caribbean Enchantment of the Seas
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M
L
XL
San Juan
→
Tortola
→
Philipsburg
→
St. John's, Antigua
→
Basseterre
→
St. Croix
→
San Juan
Outside
NEW THIS WEEK
May 20, 2028
7 Night Southern Caribbean Cruise
CruiseScore™ (3.92/5)
Royal Caribbean Enchantment of the Seas
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M
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XL
San Juan
→
St. Thomas
→
St. Croix
→
Philipsburg
→
Castries
→
Bridgetown
→
San Juan
Outside
NEW THIS WEEK
August 19, 2028
7 Night Western Caribbean Cruise
CruiseScore™ (3.94/5)
Carnival Firenze
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M
L
XL
Port Canaveral
→
Celebration Key
→
Montego Bay
→
Georgetown
→
Port Canaveral
Inside
July 19, 2027
4 Night Bahamas Cruise
CruiseScore™ (3.79/5)
Carnival Glory
S
M
L
XL
Port Canaveral
→
Nassau
→
Celebration Key
→
Port Canaveral
Suite
July 12, 2027
4 Night Bahamas Cruise
CruiseScore™ (3.79/5)
Carnival Glory
S
M
L
XL
Port Canaveral
→
Nassau
→
Celebration Key
→
Port Canaveral
Suite