7,664 Caribbean cruises under $500/Night
October 4, 2027
7 Night South Caribbean Cruise
CruiseScore™ (3.41/5)
MSC Opera
S
M
L
XL
La Romana
→
Isla Catalina
→
Virgin Gorda
→
Philipsburg
→
Fort-de-France
→
St. John's, Antigua
→
La Romana
Outside
November 27, 2026
3 Night Bahamas & Perfect Day Cruise
CruiseScore™ (4.65/5)
Royal Caribbean Oasis of the Seas
S
M
L
XL
Fort Lauderdale
→
Nassau
→
CocoCay
→
Fort Lauderdale
Balcony
LOWEST PRICE EVER
October 11, 2027
4 Night Halloween on the High Seas, Bahamian Cruise from Port Canaveral
CruiseScore™ (5.00/5)
Disney Dream
S
M
L
XL
Port Canaveral
→
Castaway Cay
→
Lookout Cay
→
Port Canaveral
Balcony
December 27, 2027
9 Night Southern Caribbean Cruise from Bridgetown to Miami
CruiseScore™ (5.00/5)
Azamara Quest
S
M
L
XL
Bridgetown
→
Kralendijk
→
Willemstad
→
Oranjestad
→
Puerto Plata
→
Nassau
→
Miami
Inside
January 17, 2028
5 Night Western Caribbean Cruise
CruiseScore™ (4.12/5)
Carnival Paradise
S
M
L
XL
Tampa
→
Georgetown
→
Cozumel
→
Tampa
Outside
January 3, 2028
5 Night Western Caribbean Cruise
CruiseScore™ (4.23/5)
Carnival Paradise
S
M
L
XL
Tampa
→
Georgetown
→
Cozumel
→
Tampa
Outside
December 11, 2027
7 Night Western Caribbean Cruise
CruiseScore™ (4.48/5)
Carnival Vista
S
M
L
XL
Port Canaveral
→
Celebration Key
→
Montego Bay
→
Georgetown
→
Port Canaveral
Inside
April 2, 2028
7 Night Western Caribbean from Port Canaveral Cruise
CruiseScore™ (4.70/5)
Norwegian Aqua
S
M
L
XL
Port Canaveral
→
Great Stirrup Cay
→
Falmouth, Jamaica
→
Georgetown
→
Cozumel
→
Port Canaveral
Balcony
LOWEST PRICE EVER
January 28, 2028
5 Night Western Caribbean from Port Canaveral Cruise
CruiseScore™ (4.75/5)
Norwegian Breakaway
S
M
L
XL
Port Canaveral
→
Cozumel
→
Great Stirrup Cay
→
Port Canaveral
Outside
LOWEST PRICE EVER
January 14, 2028
3 Night Short Bahamas Cruise
CruiseScore™ (5.00/5)
Norwegian Viva
S
M
L
XL
Miami
→
Great Stirrup Cay
→
Miami
Inside
LOWEST PRICE EVER
January 14, 2028
5 Night Western Caribbean from Port Canaveral Cruise
CruiseScore™ (4.76/5)
Norwegian Breakaway
S
M
L
XL
Port Canaveral
→
Cozumel
→
Great Stirrup Cay
→
Port Canaveral
Inside
December 19, 2027
14 Night Round Trip Southern Caribbean Cruise from San Juan
CruiseScore™ (4.61/5)
Emerald Princess
S
M
L
XL
San Juan
→
St. Thomas
→
Philipsburg
→
St. John's, Antigua
→
Castries
→
Bridgetown
→
San Juan
→
Tortola
→
Basseterre
→
Roseau
→
St. George's, Grenada
→
Bridgetown
→
San Juan
Outside
March 1, 2027
5 Night Round Trip Eastern Caribbean Cruise from Miami
CruiseScore™ (4.87/5)
Virgin Voyages Scarlet Lady
S
M
L
XL
Miami
→
Puerto Plata
→
Bimini
→
Miami
Inside
December 10, 2026
4 Night Bahamas Cruise
CruiseScore™ (4.27/5)
Carnival Freedom
S
M
L
XL
Port Canaveral
→
Half Moon Cay
→
Celebration Key
→
Port Canaveral
Outside
PRICE DROP
December 21, 2026
12 Night Panama Canal & Miami Cruise
CruiseScore™ (4.14/5)
Norwegian Sun
S
M
L
XL
Miami
→
Great Stirrup Cay
→
Cabo Rojo
→
Oranjestad
→
Willemstad
→
Cartagena, Colombia
→
Colon
→
Puerto Limon
→
Miami
Inside