7,675 Caribbean cruises under $500/Night
May 1, 2028
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
Inside
April 3, 2028
7 Night South Caribbean Cruise
CruiseScore™ (3.52/5)
MSC Opera
S
M
L
XL
La Romana
→
Isla Catalina
→
Virgin Gorda
→
Philipsburg
→
Basse-Terre
→
St. John's, Antigua
→
La Romana
Inside
March 27, 2028
7 Night South Caribbean Cruise
CruiseScore™ (3.63/5)
MSC Opera
S
M
L
XL
La Romana
→
Isla Catalina
→
Oranjestad
→
Willemstad
→
Kralendijk
→
St. George's, Grenada
→
La Romana
Inside
March 18, 2027
21 Night Western Caribbean Cruise
CruiseScore™ (4.09/5)
MSC Poesia
S
M
L
XL
Miami
→
Willemstad
→
Kralendijk
→
Oranjestad
→
Cabo Rojo
→
Ocho Rios
→
Miami
→
Ocho Rios
→
Cartagena, Colombia
→
Colon
→
Puerto Limon
→
Roatan
→
Belize City
→
Miami
Outside
LOWEST PRICE EVER
May 21, 2027
3 Night Bahamas Cruise
CruiseScore™ (3.87/5)
Carnival Conquest
S
M
L
XL
Miami
→
Celebration Key
→
Miami
Suite
November 6, 2027
14 Night Eastern Caribbean Cruise
CruiseScore™ (4.10/5)
MSC World America
S
M
L
XL
Miami
→
Roatan
→
Costa Maya
→
Cozumel
→
Nassau
→
Miami
→
Puerto Plata
→
San Juan
→
Ocean Cay
→
Miami
Balcony
July 5, 2027
4 Night Bahamas Cruise
CruiseScore™ (3.64/5)
MSC Seaside
S
M
L
XL
Miami
→
Nassau
→
Ocean Cay
→
Miami
Suite
NEW THIS WEEK
July 29, 2028
7 Night Round Trip Eastern Caribbean Cruise from Tampa
CruiseScore™ (3.99/5)
Royal Caribbean Brilliance of the Seas
S
M
L
XL
Tampa
→
CocoCay
→
Nassau
→
Cozumel
→
Tampa
Inside
NEW THIS WEEK
July 15, 2028
7 Night Round Trip Eastern Caribbean Cruise from Tampa
CruiseScore™ (3.99/5)
Royal Caribbean Brilliance of the Seas
S
M
L
XL
Tampa
→
CocoCay
→
Nassau
→
Cozumel
→
Tampa
Inside
August 13, 2027
3 Night Round Trip Bahamas Cruise from Port Canaveral
CruiseScore™ (4.42/5)
Royal Caribbean Utopia of the Seas
S
M
L
XL
Port Canaveral
→
Nassau
→
CocoCay
→
Port Canaveral
Suite
December 26, 2026
7 Night Round Trip Southern Caribbean Cruise from San Juan
CruiseScore™ (4.70/5)
Virgin Voyages Valiant Lady
S
M
L
XL
San Juan
→
Philipsburg
→
Fort-de-France
→
Bridgetown
→
Castries
→
St. John's, Antigua
→
San Juan
Balcony
April 15, 2028
7 Night Round Trip Southern Caribbean Cruise from Colon
CruiseScore™ (4.14/5)
Royal Caribbean Grandeur of the Seas
S
M
L
XL
Colon
→
Cartagena, Colombia
→
Willemstad
→
Oranjestad
→
Colon
Suite
LOWEST PRICE EVER
February 25, 2027
14 Night South Caribbean Cruise
CruiseScore™ (3.67/5)
MSC Opera
S
M
L
XL
Bridgetown
→
Fort-de-France
→
St. John's, Antigua
→
Tortola
→
La Romana
→
Virgin Gorda
→
Philipsburg
→
Basse-Terre
→
Tortola
→
Isla Catalina
→
La Romana
→
Isla Catalina
→
Bridgetown
Inside
January 29, 2028
7 Night Eastern Caribbean Cruise
CruiseScore™ (4.03/5)
MSC World Atlantic
S
M
L
XL
Port Canaveral
→
Ocean Cay
→
Puerto Plata
→
Grand Turk
→
Nassau
→
Port Canaveral
Balcony
LOWEST PRICE EVER
October 16, 2027
8 Night Bahamas Cruise
CruiseScore™ (3.97/5)
Carnival Jubilee
S
M
L
XL
Galveston
→
Nassau
→
Half Moon Cay
→
Celebration Key
→
Galveston
Suite