Get FREE Price Alerts

Subscribe to our weekly cruise deals email and enjoy FREE price change alerts and updates for this cruise and others like it.

We promise to protect your privacy and personal data. You can review our privacy policy here.

Modify Your Choices
Vacation Type


Filters
Destination
- Caribbean - Southern
Travel Dates
Narrow Date Range
Departure Port
- All Departure Ports
Cruise Length
- All Durations
Cruise Line
- All Cruise Lines
Cruise Ships
- All Cruise Ships

Find Caribbean - Southern Cruises in May 2027


Sailings per page
32 Matched Sailings
Departing
Itinerary and Ship
Length
Save to
Favorites
Priced from

May 17, 2027

(Monday)

7 Night Southern Caribbean Cruise

MSC Opera
MSC Cruises
Starts: La Romana, Dominican Republic
Ends: La Romana, Dominican Republic
Ports of Call:
La Romana, Catalina Island, Virgin Gorda, Philipsburg (St. Maarten), Fort de France, St John's...

7 Nights


Add to Favorites
Compare Favorites
from

$789

per person
(double occupancy)
Includes taxes & fees
Learn More

May 24, 2027

(Monday)

7 Night Southern Caribbean Cruise

MSC Opera
MSC Cruises
Starts: La Romana, Dominican Republic
Ends: La Romana, Dominican Republic
Ports of Call:
La Romana, Catalina Island, Bridgetown, Fort de France, Pointe-a-Pitre, Road Town, La Romana

7 Nights


Add to Favorites
Compare Favorites
from

$789

per person
(double occupancy)
Includes taxes & fees
Learn More

May 01, 2027

(Saturday)

8 Night Southern Caribbean from Miami Cruise

Carnival Magic
Carnival Cruises
Starts: Miami, Florida
Ends: Miami, Florida
Ports of Call:
Miami, Oranjestad, Bonaire, Curacao, Miami

8 Nights


Add to Favorites
Compare Favorites
from

$799

per person
(double occupancy)
Includes taxes & fees
Learn More

May 08, 2027

(Saturday)

8 Night Southern Caribbean from Miami Cruise

Carnival Firenze
Carnival Cruises
Starts: Miami, Florida
Ends: Miami, Florida
Ports of Call:
Miami, Oranjestad, Bonaire, Curacao, Miami

8 Nights


Add to Favorites
Compare Favorites
from

$799

per person
(double occupancy)
Includes taxes & fees
Learn More

May 10, 2027

(Monday)

7 Night Southern Caribbean Cruise

MSC Opera
MSC Cruises
Starts: La Romana, Dominican Republic
Ends: La Romana, Dominican Republic
Ports of Call:
La Romana, Catalina Island, Bridgetown, Fort de France, Pointe-a-Pitre, Road Town, La Romana

7 Nights


Add to Favorites
Compare Favorites
from

$809

per person
(double occupancy)
Includes taxes & fees
Learn More

May 28, 2027

(Friday)

7 Night Southern Caribbean Cruise

MSC Opera
MSC Cruises
Starts: Fort de France, Martinique
Ends: Fort de France, Martinique
Ports of Call:
Fort de France, Pointe-a-Pitre, Road Town, La Romana, Catalina Island, Virgin Gorda...
Special Promotions

7 Nights


Add to Favorites
Compare Favorites
from

$819

per person
(double occupancy)
Includes taxes & fees
Learn More

May 31, 2027

(Monday)

7 Night Southern Caribbean Cruise

MSC Opera
MSC Cruises
Starts: La Romana, Dominican Republic
Ends: La Romana, Dominican Republic
Ports of Call:
La Romana, Catalina Island, Virgin Gorda, Philipsburg (St. Maarten), Fort de France, St John's...

7 Nights


Add to Favorites
Compare Favorites
from

$819

per person
(double occupancy)
Includes taxes & fees
Learn More

May 21, 2027

(Friday)

7 Night Southern Caribbean Cruise

MSC Opera
MSC Cruises
Starts: Fort de France, Martinique
Ends: Fort de France, Martinique
Ports of Call:
Fort de France, St John's, La Romana, Catalina Island, Bridgetown, Fort de France

7 Nights


Add to Favorites
Compare Favorites
from

$859

per person
(double occupancy)
Includes taxes & fees
Learn More

May 14, 2027

(Friday)

7 Night Southern Caribbean Cruise

MSC Opera
MSC Cruises
Starts: Fort de France, Martinique
Ends: Fort de France, Martinique
Ports of Call:
Fort de France, Pointe-a-Pitre, Road Town, La Romana, Catalina Island, Virgin Gorda...

7 Nights


Add to Favorites
Compare Favorites
from

$859

per person
(double occupancy)
Includes taxes & fees
Learn More

May 03, 2027

(Monday)

7 Night Southern Caribbean Cruise

MSC Opera
MSC Cruises
Starts: La Romana, Dominican Republic
Ends: La Romana, Dominican Republic
Ports of Call:
La Romana, Catalina Island, Virgin Gorda, Philipsburg (St. Maarten), Fort de France, St John's...
Special Promotions

7 Nights


Add to Favorites
Compare Favorites
from

$869

per person
(double occupancy)
Includes taxes & fees
Learn More

May 08, 2027

(Saturday)

7 Night Southern Caribbean Cruise

Grandeur of the Seas
Royal Caribbean Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Tortola, Philipsburg (St. Maarten), St John's, Basseterre, St Croix, San Juan

7 Nights


Add to Favorites
Compare Favorites
from

$869

per person
(double occupancy)
Includes taxes & fees
Learn More

May 01, 2027

(Saturday)

7 Night Southern Caribbean Cruise

Grandeur of the Seas
Royal Caribbean Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Charlotte Amalie (St Thomas), St Croix, Philipsburg (St. Maarten), Castries, Bridgetown...

7 Nights


Add to Favorites
Compare Favorites
Retail Price $1,013
Save $143
from

$870

per person
(double occupancy)
Includes taxes & fees
Learn More

May 07, 2027

(Friday)

7 Night Southern Caribbean Cruise

MSC Opera
MSC Cruises
Starts: Fort de France, Martinique
Ends: Fort de France, Martinique
Ports of Call:
Fort de France, St John's, La Romana, Catalina Island, Bridgetown, Fort de France

7 Nights


Add to Favorites
Compare Favorites
from

$879

per person
(double occupancy)
Includes taxes & fees
Learn More

May 22, 2027

(Saturday)

7 Night Southern Caribbean Cruise

Grandeur of the Seas
Royal Caribbean Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Tortola, Philipsburg (St. Maarten), St John's, Basseterre, St Croix, San Juan

7 Nights


Add to Favorites
Compare Favorites
Retail Price $1,041
Save $151
from

$890

per person
(double occupancy)
Includes taxes & fees
Learn More

May 29, 2027

(Saturday)

8 Night Southern Caribbean from Miami Cruise

Carnival Venezia
Carnival Cruises
Starts: Miami, Florida
Ends: Miami, Florida
Ports of Call:
Miami, Oranjestad, Bonaire, Curacao, Miami

8 Nights


Add to Favorites
Compare Favorites
from

$909

per person
(double occupancy)
Includes taxes & fees
Learn More

May 15, 2027

(Saturday)

7 Night Southern Caribbean Cruise

Grandeur of the Seas
Royal Caribbean Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Charlotte Amalie (St Thomas), St Croix, Philipsburg (St. Maarten), Castries, Bridgetown...

7 Nights


Add to Favorites
Compare Favorites
from

$919

per person
(double occupancy)
Includes taxes & fees
Learn More

May 22, 2027

(Saturday)

8 Night Southern Caribbean from Miami Cruise

Carnival Magic
Carnival Cruises
Starts: Miami, Florida
Ends: Miami, Florida
Ports of Call:
Miami, Oranjestad, Bonaire, Curacao, Miami

8 Nights


Add to Favorites
Compare Favorites
from

$929

per person
(double occupancy)
Includes taxes & fees
Learn More

May 29, 2027

(Saturday)

7 Night Southern Caribbean Cruise

Grandeur of the Seas
Royal Caribbean Cruises
Starts: San Juan, Puerto Rico
Ends: San Juan, Puerto Rico
Ports of Call:
San Juan, Charlotte Amalie (St Thomas), St Croix, Philipsburg (St. Maarten), Castries, Bridgetown...

7 Nights


Add to Favorites
Compare Favorites
Retail Price $1,097
Save $157
from

$940

per person
(double occupancy)
Includes taxes & fees
Learn More

May 10, 2027

(Monday)

9 Night Miami to Cape Liberty Cruise

Independence of the Seas
Royal Caribbean Cruises
Starts: Miami, Florida
Ends: Bayonne (Cape Liberty), New Jersey
Ports of Call:
Miami, Oranjestad, Willemstad (Curacao), Grand Turk, Bayonne (Cape Liberty)

9 Nights


Add to Favorites
Compare Favorites
Retail Price $1,323
Save $261
from

$1,062

per person
(double occupancy)
Includes taxes & fees
Learn More

May 06, 2027

(Thursday)

9 Night Perfect Day at CocoCay and Caribbean Cruise

Freedom of the Seas
Royal Caribbean Cruises
Starts: Miami, Florida
Ends: Miami, Florida
Ports of Call:
Miami, Oranjestad, Bonaire, Willemstad (Curacao), Cabo Rojo, Perfect Day at CocoCay Bahamas, Miami

9 Nights


Add to Favorites
Compare Favorites
Retail Price $1,291
Save $224
from

$1,067

per person
(double occupancy)
Includes taxes & fees
Learn More

May 20, 2027

(Thursday)

9 Night Perfect Day at CocoCay and Caribbean Cruise

Freedom of the Seas
Royal Caribbean Cruises
Starts: Miami, Florida
Ends: Miami, Florida
Ports of Call:
Miami, Perfect Day at CocoCay Bahamas, Cabo Rojo, Oranjestad, Bonaire, Willemstad (Curacao), Miami

9 Nights


Add to Favorites
Compare Favorites
Retail Price $1,291
Save $224
from

$1,067

per person
(double occupancy)
Includes taxes & fees
Learn More

May 08, 2027

(Saturday)

15 Night Southern Caribbean from Port Canaveral (Orlando) Cruise

Carnival Freedom
Carnival Cruises
Starts: Port Canaveral, Florida
Ends: Norfolk, Virginia
Ports of Call:
Port Canaveral, Oranjestad, Curacao, St George's, Bridgetown, Castries, St John's, Sint Maarten...

15 Nights


Add to Favorites
Compare Favorites
from

$1,084

per person
(double occupancy)
Includes taxes & fees
Learn More

May 15, 2027

(Saturday)

8 Night Perfect Day at CocoCay and Caribbean Cruise

Allure of the Seas
Royal Caribbean Cruises
Starts: Fort Lauderdale, Florida
Ends: Fort Lauderdale, Florida
Ports of Call:
Fort Lauderdale, Willemstad (Curacao), Oranjestad, Cabo Rojo, Perfect Day at CocoCay Bahamas...

8 Nights


Add to Favorites
Compare Favorites
Retail Price $1,442
Save $313
from

$1,129

per person
(double occupancy)
Includes taxes & fees
Learn More

May 01, 2027

(Saturday)

8 Night Perfect Day at CocoCay and Caribbean Cruise

Allure of the Seas
Royal Caribbean Cruises
Starts: Fort Lauderdale, Florida
Ends: Fort Lauderdale, Florida
Ports of Call:
Fort Lauderdale, Willemstad (Curacao), Oranjestad, Perfect Day at CocoCay Bahamas, Fort Lauderdale

8 Nights


Add to Favorites
Compare Favorites
Retail Price $1,445
Save $313
from

$1,132

per person
(double occupancy)
Includes taxes & fees
Learn More

May 02, 2027

(Sunday)

8 Night Southern Caribbean Cruise

Independence of the Seas
Royal Caribbean Cruises
Starts: Miami, Florida
Ends: Miami, Florida
Ports of Call:
Miami, Willemstad (Curacao), Oranjestad, Cabo Rojo, Nassau, Miami

8 Nights


Add to Favorites
Compare Favorites
Retail Price $1,432
Save $281
from

$1,151

per person
(double occupancy)
Includes taxes & fees
Learn More

Related Caribbean - Southern Cruises




Overlay Title