Cruise
deals
Destinations
All Destinations
Caribbean & Bahamas
Caribbean
Bahamas
Caribbean – Western
Caribbean – Eastern
Caribbean – Southern
North America & Hawaii
Alaska
Hawaii
Mexico
Bermuda
Canada / New England
Europe & Beyond
Mediterranean
Europe
Europe – Northern
Transatlantic
Cruise Lines
All Cruise Lines
Major Lines
Royal Caribbean
Carnival Cruise Line
Norwegian Cruise Line
Celebrity Cruises
Princess Cruises
Holland America Line
MSC Cruises
Disney Cruise Line
Premium & Luxury
Oceania Cruises
Viking Ocean Cruises
Silversea Cruises
Regent Seven Seas
Virgin Voyages
Leaving From
Florida
Miami, FL
Port Canaveral, FL
Fort Lauderdale, FL
Tampa, FL
Jacksonville, FL
Gulf & South
Galveston, TX
New Orleans, LA
Mobile, AL
Northeast
New York, NY
Cape Liberty, NJ
Boston, MA
Baltimore, MD
Norfolk, VA
West Coast & Alaska
Los Angeles, CA
Seattle, WA
San Francisco, CA
San Diego, CA
Seward / Whittier, AK
Islands & Other
Honolulu, HI
San Juan, PR
Save Trips
Need Help?
Need Help?
×
Call to speak to an agent
800-493-6609
Get a Free Quote
460
Sailings Found
Caribbean - Southern
×
Clear all
Filters
1
Filter Sailings
1
Clear all
Month
24
›
May 2026
June 2026
July 2026
August 2026
September 2026
October 2026
November 2026
December 2026
January 2027
February 2027
March 2027
April 2027
May 2027
June 2027
July 2027
August 2027
September 2027
October 2027
November 2027
December 2027
January 2028
February 2028
March 2028
April 2028
Cruise Line
7
›
Azamara
Celebrity Cruises
Disney Cruise Line
Holland America Line
Oceania Cruises
Princess Cruises
Royal Caribbean
Destination
1
Clear
›
Africa
Alaska
Antarctica
Arctic
Australia
Australia & Pacific
Bahamas
Baja Mexico
Bermuda
Canada
Canada / New England
Caribbean
Caribbean - Eastern
Caribbean - Southern
Caribbean - Western
Costa Rica
Europe
Europe - Greenland
Europe - Northern
Europe - Norway
Europe - Western
Expedition
Far East
Fun Italian Style
Galapagos Island
Grand Voyage
Greece
Hawaii
Mediterranean
Mediterranean - Eastern
Mediterranean - Western
Mexican Riviera
Mexico
Middle East
New England
New Zealand
North America
Pacific Northwest
Panama Canal
Repositioning
Singapore
South America
South Pacific
Southeast Asia
Tahiti
Transatlantic
Transcanal
Transoceanic
Transpacific
U. S. Pacific Coast
United Kingdom
World
Leaving From
11
›
Barbados
Boston
Cape Liberty
Cartagena/COLOMBIA
Colon/PANAMA
Ft. Lauderdale
Miami
New York
Orlando, Florida
Port Canaveral
San Juan
Ship
43
›
Adventure of the Seas
Allura
Allure of the Seas
Azamara Journey
Caribbean Princess
Celebrity Apex
Celebrity Ascent
Celebrity Beyond
Celebrity Constellation
Celebrity Eclipse
Celebrity Reflection
Celebrity Silhouette
Celebrity Summit
Celebrity Xcel
Coral Princess
Crown Princess
Disney Dream
Disney Fantasy
Emerald Princess
Enchanted Princess
Eurodam
Explorer of the Seas
Freedom of the Seas
Grandeur of the Seas
Independence of the Seas
Island Princess
Legend Of The Seas
Majestic Princess
Marina
Nieuw Amsterdam
Oasis of the Seas
Odyssey of the Seas
Regal Princess
Rhapsody of the Seas
Sirena
Sonata
Star Princess
Sun Princess
Symphony of the Seas
Vision of the Seas
Vista
Volendam
Zuiderdam
Cruise Nights
›
Short (2–4 nights)
Week (5–7 nights)
Extended (8–12 nights)
Grand (13+ nights)
Departure Day
›
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday
Max Price
›
$
Copy Shareable Link
460
sailings
pg 12 of 23
Sort:
Best Value ($/Night)
Price (Lowest)
Date (Soonest)
Shortest First
Longest First
Onboard
Emerald Princess
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Jan 2 2028
San Juan, St. Thomas, St. Maarten, Antigua , St. Lucia, Barbados, San Juan
Rates Starting At
$919
per person
$131 per person per day
Onboard
Grandeur of the Seas
7-Night Caribbean - Southern Cruise
Roundtrip · Colon/PANAMA
Sat, Aug 29 2026
Colon/PANAMA, Cartagena/COLOMBIA, Aruba, Curacao, Colon/PANAMA
Rates Starting At
$923
per person
$132 per person per day
Onboard
Grandeur of the Seas
7-Night Caribbean - Southern Cruise
Roundtrip · Colon/PANAMA
Sat, Aug 22 2026
Colon/PANAMA, Cartagena/COLOMBIA, Aruba, Curacao, Colon/PANAMA
Rates Starting At
$926
per person
$132 per person per day
Onboard
Emerald Princess
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Feb 6 2028
San Juan, Tortola, St. Kitts, Dominica, Grenada, Barbados, San Juan
Rates Starting At
$929
per person
$133 per person per day
Onboard
Emerald Princess
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Feb 20 2028
San Juan, Tortola, St. Kitts, Grenada, Barbados, San Juan
Rates Starting At
$929
per person
$133 per person per day
Onboard
Emerald Princess
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Jan 30 2028
San Juan, St. Thomas, St. Maarten, Antigua , St. Lucia, Barbados, San Juan
Rates Starting At
$929
per person
$133 per person per day
Onboard
Emerald Princess
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Feb 13 2028
San Juan, St. Thomas, St. Maarten, Antigua , St. Lucia, Barbados, San Juan
Rates Starting At
$929
per person
$133 per person per day
Onboard
Celebrity Eclipse
10-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Sat, Dec 4 2027
Ft. Lauderdale, Grand Turk, San Juan, Aruba, Bonaire, Curacao, Ft. Lauderdale
Rates Starting At
$1,328
per person
$133 per person per day
Onboard
Rhapsody of the Seas
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sat, Sep 19 2026
San Juan, St. Thomas, Tortola, St. Maarten, Antigua , Dominica, San Juan
Rates Starting At
$930
per person
$133 per person per day
Onboard
Adventure of the Seas
8-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Sat, Feb 13 2027
Ft. Lauderdale, Nassau, Cabo Rojo, Dominican Republic, Aruba, Curacao, Ft. Lauderdale
Rates Starting At
$1,064
per person
$133 per person per day
Onboard
Grandeur of the Seas
7-Night Caribbean - Southern Cruise
Roundtrip · Colon/PANAMA
Sat, Oct 3 2026
Colon/PANAMA, Cartagena/COLOMBIA, Aruba, Curacao, Colon/PANAMA
Rates Starting At
$933
per person
$133 per person per day
Onboard
Celebrity Beyond
8-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Sat, Dec 4 2027
Ft. Lauderdale, Aruba, Curacao, Bonaire, Ft. Lauderdale
Rates Starting At
$1,068
per person
$134 per person per day
Onboard
Emerald Princess
14-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Mar 5 2028
San Juan, Tortola, St. Kitts, Dominica, Grenada, Barbados, San Juan, St. Thomas, St. Maarten, Antigua , St. Lucia, Barbados, San Juan
Rates Starting At
$1,878
per person
$134 per person per day
Onboard
Celebrity Constellation
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sat, Mar 20 2027
San Juan, St. Thomas, Antigua , Dominica, St. Lucia, Barbados, San Juan
Rates Starting At
$940
per person
$134 per person per day
Onboard
Celebrity Eclipse
9-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Fri, Apr 2 2027
Ft. Lauderdale, Antigua , St. Lucia, St. Kitts, St. Thomas, Ft. Lauderdale
Rates Starting At
$1,210
per person
$134 per person per day
Onboard
Celebrity Eclipse
9-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Sat, Feb 19 2028
Ft. Lauderdale, St. Maarten, Antigua , St. Lucia, St. Kitts, Ft. Lauderdale
Rates Starting At
$1,212
per person
$135 per person per day
Onboard
Emerald Princess
14-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Mar 12 2028
San Juan, St. Thomas, St. Maarten, Antigua , St. Lucia, Barbados, San Juan, Tortola, St. Kitts, Dominica, Grenada, Barbados, San Juan
Rates Starting At
$1,888
per person
$135 per person per day
Onboard
Emerald Princess
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Mar 5 2028
San Juan, Tortola, St. Kitts, Dominica, Grenada, Barbados, San Juan
Rates Starting At
$949
per person
$136 per person per day
Onboard
Celebrity Silhouette
8-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Sat, Jan 16 2027
Ft. Lauderdale, Curacao, Aruba, Bonaire, Ft. Lauderdale
Rates Starting At
$1,085
per person
$136 per person per day
Onboard
Celebrity Silhouette
8-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Sat, Apr 1 2028
Ft. Lauderdale, Aruba, Curacao, Bonaire, Ft. Lauderdale
Rates Starting At
$1,087
per person
$136 per person per day
« Prev
1
…
9
10
11
12
13
14
15
…
23
Next »
Showing 221–240 of 460 sailings
Saved to Maybe Trips