7,659 Caribbean cruises under $500/Night
March 22, 2027
4 Night Bahamas Cruise
CruiseScore™ (3.78/5)
MSC Seaside
S
M
L
XL
Miami
→
Nassau
→
Ocean Cay
→
Miami
Outside
November 7, 2027
6 Night Round Trip Western Caribbean Cruise from Fort Lauderdale
CruiseScore™ (4.31/5)
Celebrity Silhouette
S
M
L
XL
Fort Lauderdale
→
Key West
→
Cozumel
→
Georgetown
→
Fort Lauderdale
Balcony
September 18, 2028
14 Night South Caribbean Cruise
CruiseScore™ (3.44/5)
MSC Opera
S
M
L
XL
La Romana
→
Isla Catalina
→
Virgin Gorda
→
Philipsburg
→
Fort-de-France
→
St. John's, Antigua
→
La Romana
→
Isla Catalina
→
Bridgetown
→
Fort-de-France
→
Pointe-a-Pitre
→
Tortola
→
La Romana
Outside
September 11, 2028
14 Night South Caribbean Cruise
CruiseScore™ (3.44/5)
MSC Opera
S
M
L
XL
La Romana
→
Isla Catalina
→
Bridgetown
→
Fort-de-France
→
Pointe-a-Pitre
→
Tortola
→
La Romana
→
Isla Catalina
→
Virgin Gorda
→
Philipsburg
→
Fort-de-France
→
St. John's, Antigua
→
La Romana
Outside
June 3, 2027
9 Night Bermuda & Bahamas Cruise
CruiseScore™ (4.20/5)
Royal Caribbean Vision of the Seas
S
M
L
XL
Baltimore
→
King's Wharf
→
Nassau
→
Bimini
→
Baltimore
Inside
February 14, 2028
4 Night Bahamas Cruise
CruiseScore™ (3.89/5)
MSC Seaside
S
M
L
XL
Miami
→
Ocean Cay
→
Nassau
→
Miami
Outside
February 7, 2028
4 Night Bahamas Cruise
CruiseScore™ (3.89/5)
MSC Seaside
S
M
L
XL
Miami
→
Ocean Cay
→
Nassau
→
Miami
Outside
LOWEST PRICE EVER
August 29, 2027
6 Night Round Trip Eastern Caribbean Cruise from Fort Lauderdale
CruiseScore™ (4.55/5)
Royal Caribbean Allure of the Seas
S
M
L
XL
Fort Lauderdale
→
CocoCay
→
Falmouth, Jamaica
→
Nassau
→
Fort Lauderdale
Balcony
TRENDING
December 19, 2026
7 Night Eastern Caribbean & Perfect Day Holiday
CruiseScore™ (4.61/5)
Royal Caribbean Icon of the Seas
S
M
L
XL
Miami
→
Philipsburg
→
St. Thomas
→
CocoCay
→
Miami
Inside
April 5, 2027
7 Night South Caribbean Cruise
CruiseScore™ (3.62/5)
MSC Opera
S
M
L
XL
La Romana
→
Isla Catalina
→
Oranjestad
→
Willemstad
→
Kralendijk
→
St. George's, Grenada
→
La Romana
Inside
March 29, 2027
7 Night South Caribbean Cruise
CruiseScore™ (3.53/5)
MSC Opera
S
M
L
XL
La Romana
→
Isla Catalina
→
Virgin Gorda
→
Philipsburg
→
Basse-Terre
→
St. John's, Antigua
→
La Romana
Inside
December 4, 2026
14 Night South Caribbean Cruise
CruiseScore™ (3.69/5)
MSC Opera
S
M
L
XL
Fort-de-France
→
Pointe-a-Pitre
→
Tortola
→
La Romana
→
Virgin Gorda
→
Philipsburg
→
Basse-Terre
→
Tortola
→
Isla Catalina
→
La Romana
→
Isla Catalina
→
Bridgetown
→
Fort-de-France
Inside
NEW THIS WEEK
November 25, 2028
7 Night Eastern Caribbean Cruise
CruiseScore™ (4.24/5)
Carnival Firenze
S
M
L
XL
Port Canaveral
→
Amber Cove
→
San Juan
→
St. Thomas
→
Port Canaveral
Outside
NEW THIS WEEK
November 4, 2028
7 Night Eastern Caribbean Cruise
CruiseScore™ (3.99/5)
Carnival Firenze
S
M
L
XL
Port Canaveral
→
Amber Cove
→
San Juan
→
St. Thomas
→
Port Canaveral
Outside
NEW THIS WEEK
September 30, 2028
7 Night Eastern Caribbean Cruise
CruiseScore™ (3.99/5)
Carnival Firenze
S
M
L
XL
Port Canaveral
→
Amber Cove
→
San Juan
→
St. Thomas
→
Port Canaveral
Outside