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7,671 Caribbean cruises under $500/Night

February 22, 2027
Disney Wish
S M L XL
Port Canaveral → Nassau → Castaway Cay → Port Canaveral
$3,433
$858 per day
Suite
January 15, 2027
Disney Dream
S M L XL
Fort Lauderdale → Lookout Cay → Nassau → Fort Lauderdale
$995
$332 per day
Outside
November 18, 2027
Virgin Voyages Valiant Lady
S M L XL
Miami → Nassau → Bimini → Miami
$636
$159 per day
Outside
November 13, 2027
Virgin Voyages Valiant Lady
S M L XL
Miami → Grand Turk → Bimini → Miami
$795
$159 per day
Outside
November 8, 2027
Virgin Voyages Valiant Lady
S M L XL
Miami → Costa Maya → Bimini → Miami
$795
$159 per day
Outside
October 11, 2027
Virgin Voyages Valiant Lady
S M L XL
Miami → Puerto Plata → Bimini → Miami
$795
$159 per day
Outside
LOWEST PRICE EVER
October 7, 2027
Virgin Voyages Valiant Lady
S M L XL
Miami → Key West → Bimini → Miami
$636
$159 per day
Outside
October 2, 2027
Virgin Voyages Valiant Lady
S M L XL
Miami → Grand Turk → Bimini → Miami
$795
$159 per day
Outside
February 5, 2027
Costa Favolosa
S M L XL
Pointe-a-Pitre → Basseterre → Philipsburg → Santo Domingo → St. John's, Antigua → Fort-de-France → Pointe-a-Pitre
$1,662
$237 per day
Suite
March 20, 2027
14 Night Eastern Caribbean Cruise
CruiseScore™ (4.16/5)
MSC Grandiosa
S M L XL
Port Canaveral → Nassau → Ocean Cay → Cozumel → Costa Maya → Port Canaveral → Nassau → Ocean Cay → Puerto Plata → Port Canaveral
$1,179
$84 per day
Outside
February 3, 2027
Caribbean Princess
S M L XL
Fort Lauderdale → Oranjestad → Cartagena, Colombia → Colon → Puerto Limon → Georgetown → Fort Lauderdale
$1,649
$137 per day
Outside
NEW THIS WEEK
March 12, 2029
Celebrity Summit
S M L XL
Miami → Key West → Bimini → Nassau → Miami
$506
$101 per day
Outside
December 12, 2027
Emerald Princess
S M L XL
San Juan → Tortola → Basseterre → Fort-de-France → Roseau → Bridgetown → San Juan → St. Thomas → Philipsburg → St. John's, Antigua → Castries → Bridgetown → San Juan
$2,058
$147 per day
Balcony
February 27, 2028
Royal Caribbean Grandeur of the Seas
S M L XL
Cartagena, Colombia → Willemstad → Oranjestad → Colon → Cartagena, Colombia
$1,506
$215 per day
Balcony
February 6, 2028
Regal Princess
S M L XL
Miami → Half Moon Cay → St. Thomas → Philipsburg → Miami → Belize City → Roatan → Cozumel → Celebration Key → Miami
$2,928
$209 per day
Suite

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