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 6 of 23
Sort:
Best Value ($/Night)
Price (Lowest)
Date (Soonest)
Shortest First
Longest First
Onboard
Crown Princess
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Mar 7 2027
San Juan, St. Thomas, St. Maarten, Antigua , St. Lucia, Barbados, San Juan
Rates Starting At
$749
per person
$107 per person per day
Onboard
Emerald Princess
14-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Dec 12 2027
San Juan, Tortola, St. Kitts, Dominica, Barbados, San Juan, St. Thomas, St. Maarten, Antigua , St. Lucia, Barbados, San Juan
Rates Starting At
$1,498
per person
$107 per person per day
Onboard
Crown Princess
14-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Feb 14 2027
San Juan, St. Thomas, St. Kitts, Dominica, Grenada, Barbados, San Juan, St. Thomas, St. Maarten, Antigua , St. Lucia, Barbados, San Juan
Rates Starting At
$1,516
per person
$108 per person per day
Onboard
Crown Princess
14-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Jan 17 2027
San Juan, St. Maarten, Grenada, St. Lucia, Barbados, San Juan, St. Thomas, St. Maarten, Antigua , St. Lucia, Barbados, San Juan
Rates Starting At
$1,516
per person
$108 per person per day
Onboard
Crown Princess
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Feb 21 2027
San Juan, St. Thomas, St. Maarten, Antigua , St. Lucia, Barbados, San Juan
Rates Starting At
$759
per person
$108 per person per day
Onboard
Vision of the Seas
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Mar 28 2027
San Juan, St. Thomas, Antigua , St. Maarten, St. Croix, St. Kitts, San Juan
Rates Starting At
$759
per person
$108 per person per day
Onboard
Enchanted Princess
11-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Tue, Jan 4 2028
Ft. Lauderdale, St. Thomas, St. Kitts, St. Lucia, Barbados, Antigua , St. Maarten, Ft. Lauderdale
Rates Starting At
$1,199
per person
$109 per person per day
Onboard
Enchanted Princess
11-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Tue, Jan 25 2028
Ft. Lauderdale, St. Thomas, St. Kitts, St. Lucia, Barbados, Antigua , St. Maarten, Ft. Lauderdale
Rates Starting At
$1,199
per person
$109 per person per day
Onboard
Enchanted Princess
11-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Tue, Feb 15 2028
Ft. Lauderdale, St. Thomas, St. Kitts, St. Lucia, Barbados, Antigua , St. Maarten, Ft. Lauderdale
Rates Starting At
$1,199
per person
$109 per person per day
Onboard
Adventure of the Seas
8-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Sat, Feb 27 2027
Ft. Lauderdale, Labadee, Aruba, Curacao, Ft. Lauderdale
Rates Starting At
$872
per person
$109 per person per day
Onboard
Celebrity Silhouette
8-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Sat, Dec 11 2027
Ft. Lauderdale, Aruba, Curacao, Bonaire, Ft. Lauderdale
Rates Starting At
$873
per person
$109 per person per day
Onboard
Crown Princess
14-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Jan 31 2027
San Juan, St. Thomas, Guadeloupe, Caribbean, Dominica, Grenada, Barbados, San Juan, St. Thomas, St. Maarten, Antigua , Dominica, Barbados, San Juan
Rates Starting At
$1,542
per person
$110 per person per day
Onboard
Island Princess
12-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Mon, Nov 30 2026
Ft. Lauderdale, Aruba, Curacao, St. Lucia, Barbados, Dominica, St. Maarten, Ft. Lauderdale
Rates Starting At
$1,324
per person
$110 per person per day
Onboard
Celebrity Constellation
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sat, Jan 16 2027
San Juan, St. Thomas, St. Kitts, Dominica, St. Lucia, Barbados, San Juan
Rates Starting At
$774
per person
$111 per person per day
Onboard
Celebrity Constellation
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sat, Feb 20 2027
San Juan, St. Thomas, St. Maarten, Antigua , St. Lucia, Barbados, San Juan
Rates Starting At
$775
per person
$111 per person per day
Onboard
Nieuw Amsterdam
9-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Fri, Jan 8 2027
Ft. Lauderdale, Bonaire, Curacao, Aruba, Half Moon Cay, Ft. Lauderdale
Rates Starting At
$999
per person
$111 per person per day
Onboard
Adventure of the Seas
8-Night Caribbean - Southern Cruise
Roundtrip · Ft. Lauderdale
Sat, Apr 10 2027
Ft. Lauderdale, Nassau, Cabo Rojo, Dominican Republic, Aruba, Curacao, Ft. Lauderdale
Rates Starting At
$889
per person
$111 per person per day
Onboard
Crown Princess
14-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Feb 7 2027
San Juan, St. Thomas, St. Maarten, Antigua , Dominica, Barbados, San Juan, St. Thomas, St. Kitts, Dominica, Grenada, Barbados, San Juan
Rates Starting At
$1,556
per person
$111 per person per day
Onboard
Crown Princess
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Mar 14 2027
San Juan, St. Thomas, St. Kitts, Dominica, Grenada, Barbados, San Juan
Rates Starting At
$779
per person
$111 per person per day
Onboard
Crown Princess
7-Night Caribbean - Southern Cruise
Roundtrip · San Juan
Sun, Jan 10 2027
San Juan, St. Thomas, St. Maarten, Antigua , St. Lucia, Barbados, San Juan
Rates Starting At
$779
per person
$111 per person per day
« Prev
1
…
3
4
5
6
7
8
9
…
23
Next »
Showing 101–120 of 460 sailings
Saved to Maybe Trips