7,664 Caribbean cruises under $500/Night
July 22, 2028
14 Night Eastern Caribbean Cruise
CruiseScore™ (4.01/5)
MSC World America
S
M
L
XL
Miami
→
Puerto Plata
→
San Juan
→
Ocean Cay
→
Miami
→
Roatan
→
Costa Maya
→
Cozumel
→
Ocean Cay
→
Miami
Suite
LOWEST PRICE EVER
March 26, 2028
7 Night Western Caribbean from Port Canaveral Cruise
CruiseScore™ (4.67/5)
Norwegian Aqua
S
M
L
XL
Port Canaveral
→
Great Stirrup Cay
→
Falmouth, Jamaica
→
Georgetown
→
Cozumel
→
Port Canaveral
Balcony
LOWEST PRICE EVER
March 19, 2028
7 Night Western Caribbean from Port Canaveral Cruise
CruiseScore™ (4.68/5)
Norwegian Aqua
S
M
L
XL
Port Canaveral
→
Cozumel
→
Georgetown
→
Falmouth, Jamaica
→
Great Stirrup Cay
→
Port Canaveral
Balcony
March 25, 2028
8 Night Round Trip Eastern Caribbean Cruise from Miami
CruiseScore™ (4.72/5)
Virgin Voyages Resilient Lady
S
M
L
XL
Miami
→
Philipsburg
→
San Juan
→
Puerto Plata
→
Bimini
→
Miami
Suite
March 11, 2028
8 Night Round Trip Eastern Caribbean Cruise from Miami
CruiseScore™ (4.87/5)
Virgin Voyages Resilient Lady
S
M
L
XL
Miami
→
Grand Turk
→
Samana
→
Puerto Plata
→
Nassau
→
Bimini
→
Miami
Suite
February 26, 2028
8 Night Round Trip Eastern Caribbean Cruise from Miami
CruiseScore™ (4.84/5)
Virgin Voyages Resilient Lady
S
M
L
XL
Miami
→
Philipsburg
→
San Juan
→
Puerto Plata
→
Bimini
→
Miami
Suite
February 12, 2028
8 Night Round Trip Eastern Caribbean Cruise from Miami
CruiseScore™ (4.87/5)
Virgin Voyages Resilient Lady
S
M
L
XL
Miami
→
Grand Turk
→
Puerto Plata
→
Samana
→
Nassau
→
Bimini
→
Miami
Suite
PRICE DROP
February 20, 2027
8 Night Eastern Caribbean, With Puerto Rico
CruiseScore™ (4.76/5)
Regal Princess
S
M
L
XL
Fort Lauderdale
→
Philipsburg
→
San Juan
→
Amber Cove
→
Grand Turk
→
Fort Lauderdale
Inside
May 29, 2027
7 Night Eastern Caribbean Cruise
CruiseScore™ (4.01/5)
MSC World America
S
M
L
XL
Miami
→
Puerto Plata
→
San Juan
→
Ocean Cay
→
Miami
Suite
NEW THIS WEEK
July 1, 2028
7 Night Round Trip Eastern Caribbean Cruise from Tampa
CruiseScore™ (3.96/5)
Royal Caribbean Brilliance of the Seas
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M
L
XL
Tampa
→
CocoCay
→
Nassau
→
Cozumel
→
Tampa
Inside
November 13, 2027
7 Night Southern Caribbean, San Juan Cruise
CruiseScore™ (4.29/5)
Norwegian Prima
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M
L
XL
San Juan
→
Tortola
→
Castries
→
Bridgetown
→
Basse-Terre
→
Philipsburg
→
St. Thomas
→
San Juan
Suite
June 14, 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
Inside
March 12, 2027
10 Night Best of Southern Caribbean Cruise
CruiseScore™ (4.51/5)
Celebrity Eclipse
S
M
L
XL
Fort Lauderdale
→
St. John's, Antigua
→
Castries
→
Bridgetown
→
Bequia
→
Basseterre
→
Fort Lauderdale
Outside
March 3, 2029
8 Night Bahamas Cruise
CruiseScore™ (4.22/5)
Carnival Tropicale
S
M
L
XL
Galveston
→
Nassau
→
Half Moon Cay
→
Celebration Key
→
Galveston
Suite
LOWEST PRICE EVER
February 17, 2029
8 Night Bahamas Cruise
CruiseScore™ (4.22/5)
Carnival Tropicale
S
M
L
XL
Galveston
→
Nassau
→
Half Moon Cay
→
Celebration Key
→
Galveston
Suite